My Company's Sold Listings
$11,000,000 (USD)
Greenwich Area Single Family Home
Sold
151 Old Church Road Greenwich, CT 06830
8 Bed
10 Baths
10935 sqft
''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds with towering specimen trees, broad lawns and perennial gardens set atop this multi-lot 3.98-acre compound at end of private lane. Complete with pool, spa, tennis/sports court, and numerous outdoor entertainment areas. 1-bedroom carriage house with office suite, multi-media theater and 3-car garage. Close proximity to schools, houses of worship and transportation minutes from downtown Greenwich.
Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty
$10,250,000 (USD)
Coleytown Area Single Family Home
Sold
5 Fraser Road Westport, CT 06880
6 Bed
10 Baths
8639 sqft
Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated approach leads to an unrivaled custom home characterized by innovative materials & finishes incl a mirror-effect glass partial facade, glass entry canopy, KLAR windows/doors w/triple pane glass & quality construction practices that represent the future of building technology. Enter a refined environment where every intuitively designed space flows harmoniously. As you explore the interior, you will encounter customized built-ins, porcelain accents, linear fireplaces, LED-lit curtain channels, fine fixtures & much more. The hub of this home is the awe-inspiring gourmet kitchen/Great room w/sliding glass wall to the rear, hidden prep kitchens, enclosed outdoor entertaining space w/sep summer kitchen all leading to the pool terrace w/spa, swim-up bar, sunken seating area w/fire table. Each of the 6 lux BR suites has a priv bath. The primary suite has spectacular dressing rms & a spa bath unlike any other. The 3rd flr bonus rm opens to a roof deck w/hot tub. The fin LL dazzles w/media rm, spa, wine cellar, full wellness suite. Ask about Skyview's luxury homes in Greenwich & Westport.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$7,480,000 (USD)
Newport Heights (Newh) Area Single Family Home
Sold
526 Riverside Avenue Newport Beach, CA 92663
5 Bed
7 Baths
5964 sqft
Beautifully reimagined, this recently renovated home offers nearly 6,000 square feet of refined living in the heart of Newport Heights — one of Newport Beach’s most coveted and centrally located coastal enclaves. With 5 bedrooms and 6.5 baths, this custom residence blends sophisticated design with a relaxed Southern California lifestyle defined by connection, comfort, and effortless indoor-outdoor living.
Mornings begin in a sunlit kitchen designed for gathering, where marble and limestone countertops, dual oversized islands, and a statement range by La Cornue anchor the space. Fully outfitted with premium appliances by Thermador and complemented by a fully equipped secondary kitchen, the home is thoughtfully designed for both intimate family dinners and larger-scale entertaining. Expansive sliding doors by La Cantina open the living spaces entirely to the west-facing yard, creating a seamless transition to outdoor living while welcoming ocean breezes.
Afternoons unfold poolside at the private spool or relaxing beneath the covered outdoor lounge with fireplace, television, and built-in BBQ — a true extension of the home designed for year-round enjoyment. A gated front patio with fire pit and lush hedging offers yet another inviting space to gather with neighbors and friends. Upstairs you will find a luxurious primary suite featuring a serene retreat with fireplace, spa-inspired bath with Waterworks fixtures, and his and her walk-in closets. Additional highlights include a spacious bonus room, high ceilings, three fireplaces, oak and porcelain flooring, a richly paneled downstairs study with built-ins, coffered ceilings, and private bath, plus an additional main level bedroom suite.
Located minutes from world class beaches, premier schools, Lido Marina Village, Fashion Island and the various boutiques and restaurants on 17th Street. Don’t miss this exceptional opportunity to own a modern sanctuary in the heart of Newport Beach.
Mornings begin in a sunlit kitchen designed for gathering, where marble and limestone countertops, dual oversized islands, and a statement range by La Cornue anchor the space. Fully outfitted with premium appliances by Thermador and complemented by a fully equipped secondary kitchen, the home is thoughtfully designed for both intimate family dinners and larger-scale entertaining. Expansive sliding doors by La Cantina open the living spaces entirely to the west-facing yard, creating a seamless transition to outdoor living while welcoming ocean breezes.
Afternoons unfold poolside at the private spool or relaxing beneath the covered outdoor lounge with fireplace, television, and built-in BBQ — a true extension of the home designed for year-round enjoyment. A gated front patio with fire pit and lush hedging offers yet another inviting space to gather with neighbors and friends. Upstairs you will find a luxurious primary suite featuring a serene retreat with fireplace, spa-inspired bath with Waterworks fixtures, and his and her walk-in closets. Additional highlights include a spacious bonus room, high ceilings, three fireplaces, oak and porcelain flooring, a richly paneled downstairs study with built-ins, coffered ceilings, and private bath, plus an additional main level bedroom suite.
Located minutes from world class beaches, premier schools, Lido Marina Village, Fashion Island and the various boutiques and restaurants on 17th Street. Don’t miss this exceptional opportunity to own a modern sanctuary in the heart of Newport Beach.
Listing Courtesy of CRMLS / Listed By: Cari Young, Compass
$7,180,000 (USD)
Greenwich Area Single Family Home
Sold
11 Bobolink Lane Greenwich, CT 06830
5 Bed
7 Baths
5441 sqft
1st time on market in 50 years! Lovingly maintained Stately brick and slate Georgian colonial built in 1941. Elegant 5,500 +/- sf 5 bedroom, 6+ bath, center hall classic built of the finest materials and craftsmanship encompassing both light-filled formal and informal rooms. English entrance hall with sweeping staircase, generous living room with fireplace, handsome pine paneled library, eat-in kitchen, solarium, office, family/game room and spa. Spacious primary suite with walk-in closets and luxury bath, 4 additional bedrooms and rear staircase. Nestled on 1.79 parklike acres enhanced by mature grounds, walled gardens, expansive patio, pool, tennis court and 3-car garage. Ideally situated on a peaceful lane in one of Greenwich's most coveted locations with close proximity to town.
Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty
$7,000,000 (USD)
Saugatuck Area Single Family Home
Sold
15 Burritts Landing North Westport, CT 06880
4 Bed
4 Baths
3809 sqft
A Waterfront Estate That Lives Like a Private Resort. Few homes offer this rare blend of privacy, elegance, and waterfront access-just minutes from downtown Westport. Located at the end of a private lane in Westport's most sought after waterfront enclave, this estate is a haven for those who demand more from life. Wake to panoramic water views. Step outside to your own deep-water dock. Entertain on a grand scale with a sunlit patio, sparkling pool, and walled gardens. Indoors, vaulted ceilings, a glass-wrapped sunroom with fireplace, and seamless living spaces create an atmosphere of relaxed sophistication. Whether you're hosting a summer soiree, enjoying quiet evenings by the fire, or setting out by boat on a whim, this home gives you the freedom to live beautifully. Everything you need is here-and everything else is just minutes away. Live where others vacation. Own what few can.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$7,000,000 (USD)
Sasco Area Single Family Home
Sold
290 Sasco Hill Road Fairfield, CT 06824
7 Bed
10 Baths
8083 sqft
Welcome to 290 Sasco Hill Road-an extraordinary opportunity to own one of the most prestigious addresses in Fairfield County. Set on 1.75 beautifully landscaped acres atop iconic Sasco Hill, this 8,083 square foot estate offers sweeping views of Southport Harbor and the rolling greens of the Country Club of Fairfield's renowned golf course. A rare combination of water views and shared-private dock access make this home a standout in one of the most coveted enclaves on the Connecticut coast. Imagine waking up to boats gliding through the harbor and ending the day with sunsets over the Sound all from the privacy of your own backyard. The home blends timeless architecture with generous proportions, ideal for both everyday living and large-scale entertaining. Inside, elegant formal spaces flow effortlessly into sunlit casual rooms, all oriented to capture breathtaking views. A gracious primary suite with a private terrace offers a front-row seat to nature's show, while multiple guest bedrooms provide comfort and privacy for family and friends. Sasco Hill is known for its grand estates, commanding water views, and close proximity to Southport Village, beaches, and commuter train service to NYC. 290 Sasco Hill Road is an exceptional offering in a location where few homes change hands and even fewer offer such an unparalleled vantage point. Enjoy the best of waterfront living, New England charm, and timeless luxury-right here on Sasco Hill.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$6,650,000 (USD)
Compo Beach Area Single Family Home
Sold
51 Compo Beach Road Westport, CT 06880
4 Bed
3 Baths
2208 sqft
When Location and Lifestyle matter... Move-in-ready 2024 construction with direct water views located in the heart of Westport's Compo Beach. Designed by renowned award-winning architect Peter Cadoux, this home is more than just a place to live; it is a spectacular sanctuary designed to enhance every aspect of coastal living. The commitment to luxury is apparent in every detail from the unparalleled architectural design to the meticulous construction customized specifically to withstand the coastal environment. The interior features a bright open layout showcasing expansive floor-to-ceiling windows that flood the rooms w/ natural sunlight and offer breathtaking water views from every angle. Complete w/ 4 bedrooms and 3 full baths, this home offers an ideal level of comfort and privacy. Architect Cadoux's talent shines in the way he cleverly maximizes space and functionality, creating a layout that lives much larger than its physical dimensions. The outdoor area is a seaside oasis w/ secluded backyard, heated pool, and must see in person expansive rooftop deck w/ mesmerizing water views, amble room for hot tub, and is perfect for entertaining, sunbathing, or enjoying evening sunsets. Additional features include smart home technology, an elevator that connects all levels, a 2-car garage, and backup generator. With its prime Westport location just steps from the marina, and beach this property offers an unparalleled lifestyle that is extraordinary, prestigious and serene
Listing Courtesy of SMART MLS / Listed By: Carol Cutler, Higgins Group Bedford Square
$6,649,000 (USD)
Greens Farms Area Single Family Home
Sold
7 Roshab Lane Westport, CT 06880
6 Bed
8 Baths
8215 sqft
Now complete! Set on over 2 acres in one of Westports's most desired neighborhoods, this stunning new construction by HOBI award winner, Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, this home offers privacy & serenity minutes from trains, town, shopping & beaches. Discover luxurious living spaces, 6 ensuite bedrooms, 7 full/1 half baths, seamless flow between open-concept living & refined formal spaces. The gourmet kitchen is a chef's dream, featuring 60" Wolf range, Sub-Zero appliances, galley sink, fridge drawers, hidden shelves next to range, & a working pantry. Elevator-ready for 5 stops, the home is built for long term comfort. Entertain effortlessly in the family room containing a full wet bar with wine column & beverage center; the room opens to the covered porch & outdoor kitchen & dining area. The resort-style backyard is anchored by a 20'x40' foot pool with internal spa & sunning platform, looking over the extensive graceful lawn. The sumptuous primary suite is marked by vaulted ceiling, spacious deck with glass railings & wellness room. Additional highlights include 10" ft ceilings on the 1st floor, 9" on other floors, Lutron lighting, 2 instant hot water heaters, 4 gas fireplaces, fabulous walk-out lower level with full bar, gym, large gathering space & wine tasting area. Space exists for a 1000 sq ft ADU or 300 sq ft pool house, huge unfinished 3rd floor awaiting your ideas. Schedule your private tour today.
Listing Courtesy of SMART MLS / Listed By: Totney Benson, Coldwell Banker Realty
$6,219,419 (USD)
In-Town Area Single Family Home
Sold
5 Brookside Drive Westport, CT 06880
5 Bed
8 Baths
8350 sqft
Elegant new construction home by Mattera Construction sits on one of the most sought after streets with a cul-de-sac in Westport. Dramatic 5 Bedroom home offers 6 full baths and 2 half baths with room for a pool. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large closets and private bath. 4 more en-suite Bedroom/Baths plus a Laundry Room are also on the 2nd floor. The Lower Level additional Family Room, Gym and a Full Bath, plus a the finished 3rd level complete this special property. Custom details and finishes throughout! ROOM FOR POOL. Ready Summer of 2024
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$5,945,000 (USD)
Long Lots Area Single Family Home
Sold
29 Sturges Commons Westport, CT 06880
6 Bed
9 Baths
8817 sqft
Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!
Listing Courtesy of SMART MLS / Listed By: Brett Lieberman, The Riverside Realty Group
$5,899,000 (USD)
Long Lots Area Single Family Home
Sold
9 Burr Farms Road Westport, CT 06880
7 Bed
10 Baths
8273 sqft
The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$5,750,000 (USD)
Compo Beach Area Single Family Home
Sold
8 Bradley Street Westport, CT 06880
5 Bed
7 Baths
4532 sqft
Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance with modern coastal luxury. Embracing the essence of beachside living, this 4,532 sq. ft. home boasts exquisite millwork, a gourmet kitchen with custom cabinetry, and sun-drenched living spaces. French doors lead to a private terrace featuring an outdoor kitchen, shower, and fireplace, while a stunning heated rooftop deck offers panoramic Long Island Sound views, a gas fireplace, and built-in sound system-perfect for sunset entertaining. The primary suite is a serene retreat with a fireplace, office nook, spa bath, and dual walk-in closets. Four additional en-suite bedrooms ensure privacy and comfort. A radiant-heated mudroom, two-car heated garage with EV charging, and professionally landscaped grounds complete this unique coastal offering-just minutes from downtown Westport, Metro-North, and 50 miles from Midtown Manhattan.
Listing Courtesy of SMART MLS / Listed By: Erin Melson, The Agency Fairfield County
$5,575,000 (USD)
Long Lots Area Single Family Home
Sold
29 Sturges Commons Westport, CT 06880
6 Bed
9 Baths
8817 sqft
Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a stunning family rm with a fireplace, a library w/artisan cabinetry, and a grand living room. Upstairs, the breathtaking primary suite features a study, tray ceilings, a fireplace, dual dressing areas, and a spa-like bath. Four addl en-suite BR's and a lounge that can be combined for an in-law suite complete the level. The 3rd flr hosts a playroom, BR & bath. The walk-out LL delivers unmatched recreation with a theater, gym, and rooms for games, crafts, playroom & billiards. Outdoor living is elevated with a full-size, lit sport court, flagstone terrace, pool, spa, cabana, outdoor kitchen with BBQ and fireplace. A masterpiece of design and a sumptuous lifestyle.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,516,360 (USD)
Coleytown Area Single Family Home
Sold
83 Red Coat Road Westport, CT 06880
6 Bed
8 Baths
6400 sqft
Modern meets elegance at 83 Red Coat Road in Westport. Proposed, custom new construction by award winning Coastal Luxury Homes, come meet with Joe Feinleib and MarcSells.Homes to walk the property and design your dream house. This Modern Colonial will be built with the highest craftsmanship and most modern building techniques available today. You will sit high above the stunning Saugatuck River on almost 3 acres of professionally landscaped and mature foliage in this 6,400 square foot home. FOUR HUNRED FEET of crystal-clear rolling river frontage will be your views and sound from almost every room.
Listing Courtesy of SMART MLS / Listed By: Marc Tessitore, Coldwell Banker Realty
$5,500,000 (USD)
Long Lots Area Single Family Home
Sold
10 Debra Lane Westport, CT 06880
6 Bed
9 Baths
6981 sqft
Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished levels. The state-of-the-art gourmet Kitchen flows seamlessly into the grand Family Room, both opening to a covered bluestone patio featuring a fireplace, remote-controlled phantom screens, and a built-in outdoor kitchen-perfect for entertaining.The 1st floor office also opens to the peaceful yard and Patio. A 20'x45' saltwater Pool with automatic cover and sun ledge add a resort-like touch, complemented by mature landscaping, a koi pond, multiple gathering areas and a fire pit. Luxurious Primary Suite offers a soaring 11' ceilings, a fireplace, dressing/sitting room, and a marble spa bath. Five additional en-suite Bedrooms provide ample space for family and guests. The finished Lower Level includes a Game Room, Media Room with stadium seating, Gym, Wine Center and an 6th Bedroom. Finished 3rd floor offers bunk beds for sleep overs, a stage, an art area, lounge,cedar closet & abundant storage. Modern amenities include a generator and Lutron lighting system throughout. Located on a perfect acre, this home combines elegance, comfort, and convenience-just moments from all Westport amenity.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$5,499,000 (USD)
Greens Farms Area Single Family Home
Sold
11 Tierney Lane Westport, CT 06880
6 Bed
9 Baths
6787 sqft
Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the beautifully proportioned Living Room, Dining Room and Study into the stunning Chef-inspired Kitchen that adjoins the sunny Family Room with fireplace and access to a large deck. The second level includes an elegant Primary Suite with built-in custom cabinetry, a fireplace and a spa-like bathroom, 4 additional ensuite Bedrooms, a Family Room/Lounge and a Sitting Room or Office. The third level has a Flex Space/Playroom. The handsomely appointed walk-out Garden Level features a 6th Bedroom, Full Bath, a Family Room, with a stylish well-equipped Bar, a Gym with mirrored walls and rubber floor, a tiered level Home Theater with pre-installed wiring, a Sauna and a room for a Wine Cellar. Graciously situated on 2 sunny picturesque acres with a Salt Water Swimming Pool, surrounded by a large Granite patio and a site for a Pool House. This exceptional home has just been completed and is available for immediate occupancy.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$5,396,000 (USD)
Long Lots Area Single Family Home
Sold
19 Joann Circle Westport, CT 06880
6 Bed
9 Baths
2849 sqft
Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$5,250,000 (USD)
Ponus Ridge Area Single Family Home
Sold
26 Pequot Lane New Canaan, CT 06840
6 Bed
8 Baths
9385 sqft
THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND AND ONLY 1.8 MILES FROM POUND RIDGE N.Y. AND 4 MILES FROM THE TOWN OF NEW CANAAN CT. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST SEE IN THESE TIMES. THE REPLACEMENT COST OF THIS HOME IS ESTIMATED AT OVER 10 M, SO AT THIS ASKING PRICE IT IS CLEARLY A GREAT DEAL. IT CAN BE SOLD FURNISHED IF DESIRED. IN ADDITION A POOL TABLE, EXERCISE EQUIPMENT, DESK, A MAGNIFICENT CHANDELIER ARE INCLUDED. CUSTOM BUILT BY THE ONLY OWNER IT IS A MUST SEE. YOU WILL NOT BE DISAPPOINTED. ITS BEAUTIFUL MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAYS BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION & APPLIANCES IT WILL SERVE THE NEW OWNERS WELL.
Listing Courtesy of SMART MLS / Listed By: Susan Morelli, Coldwell Banker Realty
$5,100,000 (USD)
Greenwich Area Single Family Home
Sold
459 Field Point Road Greenwich, CT 06830
5 Bed
5 Baths
4766 sqft
Much-admired stone & shingle carriage hse nestled on oversized .78-acre lot on historic Belle Haven Peninsula. Built in 1888, +/- 5,000 sq.ft home completely updated & renovated in 2006 w/many recent improvements. A long drive leads to this charming south-facing 5 BD, 4.5 Bth jewel w/classical accents including: detailed molding, hdwd flrs, oversized casement & bay windows, beamed & coffered ceilings & 4 fpls. Flexible fl plan balances formal & informal spaces anchored by sun-filled EIK adjacent to one of 2 generous FR's. Unique level property discretely set from the street w/broad lawn, entertaining terrace, perennial gardens, firepit & deck. Conveniently located to downtown Greenwich. Significant square footage available for future expansion, potential pool/pool hse. 2-car garage.
Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty
$5,036,000 (USD)
Long Lots Area Single Family Home
Sold
125 Old Road Westport, CT 06880
6 Bed
9 Baths
2543 sqft
Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story foyer, the generous artisan millwork, decorative accents & remarkable scale of 10 ceilings w/ character grade oak floors on main level. LR has unique modern built-ins & DR has a wall of glass. Grand in scale, the Great Room has a distinctive modern fpl, reclaimed antique wood beams that give organic authenticity, walls of glass & an open flow to breakfast rm into the kitchen, which was designed w/upgrades: full-size Sub Zero refrigerator & freezer, fully integrated Wolf cooktop & wall ovens, stunning waterfall island, cabinetry & pantry. Tucked away, arts & crafts workshop or office has a private entry & built-ins. The mudroom leads to 3-car garage & pool. Grand primary suite w/ incredible closets & lux bath. All en-suite BRs on 2nd flr. Finished 3rd floor w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playroom. Quality construction, cohesive design & functional layouts are hallmarks of SIR SIGNATURE Homes.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,000,000 (USD)
Long Lots Area Single Family Home
Sold
129 Long Lots Road Westport, CT 06880
6 Bed
8 Baths
7663 sqft
One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining terrace, vast lawns and barn. The courtyard leads to a front porch and into the large entry hall with beams and the first of 8 fireplaces. This 6 bedroom, 6.2 bath residence offers every amenity for a gracious lifestyle. Period details add unique character to the living rm, office & sitting rms. The holiday-sized DR has fpl, stone-clad built-ins, dbl French doors to patio w/htd pergola. Entertaining-sized gourmet kitchen opening to a soaring Great Room, adjacent rec/play rm. Attached pool cabana w/full bth & 2nd laundry. The skylit stairs lead to the main section of the 2nd lvl, incl 4 BRs, each w/ a private bth, and a 2nd laundry rm. The plush primary suite with incredible designer bath & two lrg custom dressing rooms has a vast balcony overlooking this pastoral setting. Rear stairs lead to 2 addl BRs. Amazing mudroom leads to the attached garage. All new heating & cooling incl Viessmann boiler. Excellent storage space. This entire home and property has been enhanced w/ outstanding taste & quality, ready for you to enjoy. Just 1.7 miles to train to NYC; 0.4 mile to school.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$5,000,000 (USD)
Newport Heights (Newh) Area Single Family Home
Sold
430 Aliso Avenue Newport Beach, CA 92663
4 Bed
5 Baths
3873 sqft
Nestled in one of Newport Heights’ most coveted enclaves, this exquisite custom home blends timeless architectural elegance with warm and contemporary charm. Meticulously crafted with an uncompromising dedication to detail, this residence captures well-appointed everyday living and effortless entertaining.
The classic façade with Bevolo gas-lit exterior lanterns, a heritage Magnolia tree and inviting front porch delivers striking curb appeal. Inside, the home unfolds effortlessy, rich natural textures, custom millwork, stone accents, and built-ins echo the principles of thoughtful modern farmhouse design while state-of-the-art systems add seamless modern functionality. Ten-foot ceilings offer a bright, airy and spacious feel, yet the home is balanced with comfortable and relaxed living.
The chef’s kitchen is outfitted with top-of-the-line Thermador and Sub-Zero appliances, 2 dishwashers, 3 ovens, an ice maker, and a 48” range. A spacious island with seating, 36” ceramic farm sink, walk-in pantry, and butler’s pantry. The kitchen flows seamlessly into the expansive great room/media lounge, where a 200” drop-down theater screen, 4K projector, and 75” wall-mounted TV create a world-class entertainment experience.
Oversized folding glass doors opening to a private backyard oasis. Enjoy nights around the built-in fire pit or relax in the pool or spa, this yard is designed for year-round enjoyment.
Each of the four ensuite bedrooms is generously sized and thoughtfully appointed. The primary suite is a private sanctuary, featuring a spa-inspired bathroom, walk-in closet with custom built-in’s
Additional highlights include: Two interior gas fireplaces, Family dining area, Built-in bar and two wine refrigerators, Advanced Crestron smart home, automation, Integrated audio, lighting, climate, and security systems, Water filtration and softening systems, Dedicated laundry room, Finished garage with epoxy flooring, A/C unit, and custom racking system, Copper rain gutters and down spouts, Side yard/dog run and more.
With thoughtful design that honors tradition while embracing innovation, this home perfectly balances the aesthetics of modern farmhouse living with the comforts of cutting-edge technology.
Located just minutes from award-winning schools, Lido Marina Village, the beach, the bay, and 17th Street’s vibrant shops and restaurants , this home offers the ultimate in coastal luxury and convenience.
The classic façade with Bevolo gas-lit exterior lanterns, a heritage Magnolia tree and inviting front porch delivers striking curb appeal. Inside, the home unfolds effortlessy, rich natural textures, custom millwork, stone accents, and built-ins echo the principles of thoughtful modern farmhouse design while state-of-the-art systems add seamless modern functionality. Ten-foot ceilings offer a bright, airy and spacious feel, yet the home is balanced with comfortable and relaxed living.
The chef’s kitchen is outfitted with top-of-the-line Thermador and Sub-Zero appliances, 2 dishwashers, 3 ovens, an ice maker, and a 48” range. A spacious island with seating, 36” ceramic farm sink, walk-in pantry, and butler’s pantry. The kitchen flows seamlessly into the expansive great room/media lounge, where a 200” drop-down theater screen, 4K projector, and 75” wall-mounted TV create a world-class entertainment experience.
Oversized folding glass doors opening to a private backyard oasis. Enjoy nights around the built-in fire pit or relax in the pool or spa, this yard is designed for year-round enjoyment.
Each of the four ensuite bedrooms is generously sized and thoughtfully appointed. The primary suite is a private sanctuary, featuring a spa-inspired bathroom, walk-in closet with custom built-in’s
Additional highlights include: Two interior gas fireplaces, Family dining area, Built-in bar and two wine refrigerators, Advanced Crestron smart home, automation, Integrated audio, lighting, climate, and security systems, Water filtration and softening systems, Dedicated laundry room, Finished garage with epoxy flooring, A/C unit, and custom racking system, Copper rain gutters and down spouts, Side yard/dog run and more.
With thoughtful design that honors tradition while embracing innovation, this home perfectly balances the aesthetics of modern farmhouse living with the comforts of cutting-edge technology.
Located just minutes from award-winning schools, Lido Marina Village, the beach, the bay, and 17th Street’s vibrant shops and restaurants , this home offers the ultimate in coastal luxury and convenience.
Listing Courtesy of CRMLS / Listed By: Melissa "Missy" Barnes, Coldwell Banker Realty
$5,000,000 (USD)
Saugatuck Shore Area Single Family Home
Sold
10 Surf Road Westport, CT 06880
4 Bed
4 Baths
5885 sqft
Custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning water vistas. Imagine savoring sunsets from the wraparound deck or cozying up by the fire as snow gently falls. Two dedicated offices, one on the main floor with a full bath, and a second in the primary suite with a private deck and panoramic Sound views provide ideal work-from-home solutions. The gourmet kitchen, complete with an industrial stove, is a chef's dream. The primary suite, a true haven, features a private deck, generous walk-in closets, and a spa-like bath. Three additional bedrooms, two with charming lofts, offer ample space for family and guests. The lower level, an entertainer's paradise with a fireplace warmed family room and a wellness oasis, recently upgraded 42-foot indoor pool, sauna, steam room, and gym. This rare waterfront sanctuary, complete with a full-house generator, offers a unique blend of natural beauty, luxurious living, and enduring tranquility.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$4,950,000 (USD)
Greenwich Area Single Family Home
Sold
42 Mallard Drive Greenwich, CT 06830
5 Bed
9 Baths
6000 sqft
Step into refined sophistication with this brand-new construction nestled in one of Greenwich's coveted downtown locations. Designed with contemporary elegance and meticulous craftsmanship, this stunning residence offers the perfect balance of upscale comfort and urban convenience. Boasting 5 bedrooms and 9 bathrooms, the home features an open-concept layout with soaring ceilings, wide-plank hardwood floors, and oversized windows that flood the space with natural light. The gourmet kitchen is a chef's dream, outfitted with custom cabinetry, premium stainless-steel appliances, and sleek quartz countertops. Retreat to the primary suite complete with a spa-inspired bathroom and walk-in closets. Enjoy seamless indoor-outdoor living with private terraces or a beautifully landscaped yard. Additional highlights include a home office, gym, location for a media room and a 2 car garage that can accommodate a lift. Located just steps from world-class dining, shopping, parks, and the train station, this residence redefines luxury living in Downtown Greenwich.
Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$4,950,000 (USD)
Greens Farms Area Single Family Home
Sold
108 Clapboard Hill Road Westport, CT 06880
5 Bed
5 Baths
5312 sqft
On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a view of the property, bringing the outdoors in. With character and warmth, and an abundance of natural light, this is a rare gem w/views of the landscape from virtually every room. The library has the original Delft tile bordered fireplace, window-seats and walls lined with bookcases. The gracious living room welcomes you w/a fireplace, French doors to verdant gardens, and connects to a spacious dining room - also w/a wide fireplace and French doors to the terrace. Beautiful chef's kitchen with plentiful wooden and glass-paned cabinetry, butcher-block center island, and a top of the line suite of appliances. A sun-drenched dining area leads to an incredible family room w/a wooden cathedral ceiling, oversized fireplace and office. The exquisite central staircase leads to a second floor w/vaulted primary suite, one ensuite bedroom and two additional bedrooms that share a hall bathroom. There is also a guest room on the main floor, full bath and easy access to the pool and bluestone patio. The gunite pool is bordered by lilac hedges and a wisteria covered pergola - weathered to perfection.
Listing Courtesy of SMART MLS / Listed By: Lynne Nolan, Compass Connecticut, LLC
$4,950,000 (USD)
Greenwich Area Single Family Home
Sold
Address Not Disclosed Greenwich, CT 06830
5 Bed
9 Baths
5139 sqft
This New Construction single family in Downtown Greenwich is smart, alluring and sophisticated. The layout and architectural design blend seamlessly with uncompromising quality and details, both inside and out. Sundrenched with floor to ceiling windows, wide planked hardwood floors and an open floor plan make this home a true Gem. Complimented with state-of-the-art gourmet kitchen appliances and finishes, this is the consummate chefs dream. Exceptional primary suite hosts private balcony, two walk in closets and a luxurious bath. The large rear yard is amazing for downtown living. Glowing masterpiece, a true pinnacle of architectural harmony. This spectacular home is in a prime location a few blocks from "The Ave" know for its stunning shops, restaurants and easy proximity to the train.
Listing Courtesy of SMART MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$4,925,000 (USD)
New Canaan Area Single Family Home
Sold
114 Ferris Hill Road New Canaan, CT 06840
6 Bed
9 Baths
7700 sqft
The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular historical stone home anchored by a breathtaking 100 year old elm tree. A welcoming Dutch door leads to the expansive foyer. You can't miss the treasured telephone nook tucked under the original stairs as you enter. A second staircase leads to the masterfully designed custom kitchen with a generous butler's pantry and scullery. The family room with fireplace offers view of the large stone terrace and expansive gardens. The first level also includes sunroom, elegant dining and living rooms each wit a fireplace.
Listing Courtesy of GREENWICH MLS / Listed By: Marsha Charles, Coldwell Banker Realty
$4,925,000 (USD)
New Canaan Area Single Family Home
Sold
114 Ferris Hill Road New Canaan, CT 06840
6 Bed
9 Baths
7700 sqft
The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-ins and wet bar is the ultimate home office. Storage abounds throughout the home, including a large primary suite with an oversized marble bath, walk-in closet, fireplace, and Juliet balcony. A wide, gracious hallway, leads to four more bedrooms and one with its own oversized private balcony. Basement level is complete with a home gym, wine cellar/tasting room, sauna, fp, and large utility space. This scenic property includes a breathtaking two-story multi-use modern barn and professional garages with eight-car parking, entertaining, and living spaces. Beautifully landscaped pool w/ pool house has a full bath and outdoor kitchen. The tennis court is a private gem bordered by stone walkway & pergola. Your own private club and oasis, this is a generational country estate not to be missed!
Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty
$4,917,500 (USD)
Greens Farms Area Single Family Home
Sold
11 Edgemarth Hill Road Westport, CT 06880
6 Bed
7 Baths
2508 sqft
Innovative, timeless design meets impeccable detail and structural integrity in another one-off luxury home by Dwell. This bright, fun, conveniently located Greens Farms new construction sits on a flat, private 1.29 acres and checks all the boxes. The grand two-story foyer welcomes you with its expansive windows that bridge indoor elegance with outdoor beauty. The gourmet kitchen features a 12' waterfall island and flows seamlessly into a magnificent great room with 20' vaulted ceilings and cozy gas fireplace. The first floor offers the signature Dwell open floor plan and private ensuite. Multiple pantries, two mudrooms and a formal living/dining area make large gatherings and grand celebrations a dream. Upstairs the indulgent primary suite showcases serene backyard views in a spa-like setting. The versatility continues upstairs with a potential lounge or reading area where you can step outside on your balcony to watch the sunset. Light abounds in both the finished attic and walkout basement, which features another ensuite bedroom & living area. And if you want recreational activities at home, you've found it here. The home features an indoor turf room for aspiring athletes, a gym, a custom gunite pool, & room for a sports court. Seasonal views of the Sound remind you that the beach is only a short walk or bike ride away. Featuring modern conveniences like 400 amp service, a whole-house generator and EV charger, this exceptional property is a perfect blend of comfort & luxury
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,850,000 (USD)
Beach Area Single Family Home
Sold
Address Not Disclosed Fairfield, CT 06824
5 Bed
6 Baths
5341 sqft
Welcome to 222 Sunnie Holme Drive, a stunning residence nestled in the highly sought-after Fairfield community. Rebuilt with an eye to all original period details and nuances. This beautifully maintained home offers spacious and inviting living areas filled with natural light, perfect for both entertaining and comfortable everyday living. Enjoy modern amenities combined with classic charm, featuring an updated kitchen, elegant finishes, and generous bedrooms. Step outside to a private backyard oasis and custom pool ideal for relaxation and outdoor gatherings. This home provides the perfect blend of suburban tranquility and urban accessibility. Don't miss the opportunity to make this exceptional property your new home!
Listing Courtesy of SMART MLS / Listed By: Lis Reed, Coldwell Banker Realty
$4,850,000 (USD)
Compo Beach Area Single Family Home
Sold
14 Mayflower Parkway Westport, CT 06880
6 Bed
8 Baths
7600 sqft
Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA zone, across from Aspetuck Land Trust wooded scenery. Thoughtfully-designed, impeccable 10,000+ SF on 3 levels + enormous walkup attic for expansion potential. Fabulous wide plank oak floors thru-out, stone detail, & many recent upgrades/improvements, incl gorgeous newly-resurfacd, heated pool/spa. Capacious interiors w/great flow, stately rooms & high-qual finishes, including: lux LR, library & banquet-sized formal DR w/extensive butlers pantry; spacious gourmet, prof-equip "front-to-back" country kitchen w/lg bkfst area & walk-in pantry; massive sunroom addt'n adjoining veranda & overlooking lush surroundings. Grand primary suite above has spacious sep sitting w/fpl, tray ceil, spa bth & 3 w-i closets, built-ins & coffee bar; 5 other fam BRs, incl enormous sep bonus suite; massive walkout lower entertaining level, equip w/bar, guest bth + poten. 7th BR. Covered front & rear porches, cabana, expansive bluestone patios in pool area, separate gourmet cooking area, Oversized garage/utility spaces & systems complete this inviting picture. Note: Owners have used bonus suite/6th BR as office
Listing Courtesy of SMART MLS / Listed By: Joni Usdan, Coldwell Banker Realty
$4,775,000 (USD)
Coleytown Area Single Family Home
Sold
165 Bayberry Lane Westport, CT 06880
6 Bed
9 Baths
7594 sqft
6 Bedrooms | 6.3 Baths | 10,000 +/-| SQ. FT. | 1.2 +/- Acres This exquisite cedar shingle and stone home, meticulously crafted with the finest materials, sits on 1.2 level acres and offers 6 bedrooms, 6 full, and 3 half baths across four levels. The grand family room features soaring double-height ceilings, a cozy stone fireplace, and large windows, seamlessly connecting to the open-concept living areas. The lower level offers a full-swing golf simulator, gym, wine room, and multiple family rooms, while the outdoor space boasts an expanded patio, top-of-the-line outdoor kitchen, firepit, beautifully landscaped gardens, a sports court, and a serene water feature. This extraordinary home offers the perfect blend of luxury and tranquility, making it the pinnacle of modern living.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty
$4,700,000 (USD)
Greenwich Area Single Family Home
Sold
191 North Street Greenwich, CT 06830
4 Bed
5 Baths
4156 sqft
Experience a vacation-like ambiance every day in this beautifully renovated home, privately set back from the road with a spacious yard and serene pond views. This white brick French Colonial, reimagined with modern design elements, is both stylish and inviting.
The open-concept kitchen and family room create a bright gathering space, featuring floor‑to‑ceiling windows and doors that seamlessly connect to the outdoors. A walk‑in pantry and butler's pantry provide exceptional storage and flow into the formal dining room, complete with a wood‑burning fireplace—an ideal setting for memorable entertaining.
The second floor showcases a luxurious primary suite with a spa‑like bath, along with two additional ensuite bedrooms. The finish lower level offers flexible living options with a TV/playroom, kitchenette, bedroom and full bathroom, ample storage, a mudroom and access to the attached two-car garage.
The peaceful backyard has offered its current owners a deep sense of tranquility and well-being and they are confident it will bring the same positivity and prosperity to its next owners.
The open-concept kitchen and family room create a bright gathering space, featuring floor‑to‑ceiling windows and doors that seamlessly connect to the outdoors. A walk‑in pantry and butler's pantry provide exceptional storage and flow into the formal dining room, complete with a wood‑burning fireplace—an ideal setting for memorable entertaining.
The second floor showcases a luxurious primary suite with a spa‑like bath, along with two additional ensuite bedrooms. The finish lower level offers flexible living options with a TV/playroom, kitchenette, bedroom and full bathroom, ample storage, a mudroom and access to the attached two-car garage.
The peaceful backyard has offered its current owners a deep sense of tranquility and well-being and they are confident it will bring the same positivity and prosperity to its next owners.
Listing Courtesy of GREENWICH MLS / Sotheby's International Realty
$4,700,000 (USD)
Greenfield Hill Area Single Family Home
Sold
2281 Redding Road Fairfield, CT 06824
5 Bed
5 Baths
3651 sqft
Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$4,500,000 (USD)
Greenwich Area Land
Sold
0 Doverton Drive Greenwich, CT 06831
Bed
0 Baths
sqft
Listing Courtesy of GREENWICH MLS / Listed By: Benjamin "Ben" Cohen, Coldwell Banker Realty
$4,495,000 (USD)
Compo South Area Single Family Home
Sold
104 Compo Road South Westport, CT 06880
7 Bed
8 Baths
5179 sqft
THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern elegance awaits upon entering the large foyer. The heart of this home centers around an exquisite gourmet kitchen/great room space, noteworthy for both the scale and fine quality. The vast island, nearly full wall of glass, walk-in pantry, Thermador appls incl dbl dishwashers, a butler's pantry w/beverage chiller and unique style make the kitchen an amazing area to entertain. It opens into a glass-lined breakfast rm w/three exposures, and through to a fantastic fam rm w/modern beams. The DR showcases a statement light fixture. The office/library is tucked in a quiet corner w/a lit tray ceil, designer built-ins. Mudrm w/desk leads to att gar. The spacious 7 BR layout begins w/ 5 on the 2nd flr, highlighted by a primary suite w/ exquisite window, feature wall millwork, mega clsts, unique ridged wall bathrm. Fin 3rd flr has rec space & 6th BR w/bth. The fin, walk-out LL is a recreational haven w/a cabana bar to serve the landscaped pool area and several spaces to enjoy incl media/gym/play, lrg 7th BR & bath. Walk to town, shops, bike to Compo Beach, golf at Longshore, mins from train to NYC.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,395,000 (USD)
Shorefront Park Area Single Family Home
Sold
72 Shorefront Park Norwalk, CT 06854
4 Bed
7 Baths
4263 sqft
Welcome to 72 Shorefront Park-a recently built waterfront FEMA compliant masterpiece by renowned CJT Builders, where luxury and lifestyle meet in perfect harmony. Thoughtfully designed with the finest finishes and exceptional attention to detail, this elegant residence features 4 spacious bedrooms, 4 full en suite baths, and 3 half baths. Take in sweeping water views from nearly every room, or retreat to your private outdoor oasis complete with a sparkling pool, outdoor kitchen, and soothing hot tub. Boating enthusiasts will love the private dock with direct access to the tranquil waters of Long Island Sound-perfect for kayaking, paddle boarding, or exploring the picturesque Norwalk Islands. An in-home elevator provides seamless access to all levels, enhancing both comfort and convenience. Enjoy access to two association parks. Whether you're hosting unforgettable gatherings or savoring quiet waterfront moments, this exceptional home offers a refined blend of sophistication, comfort, and coastal charm and is ready for you to enjoy this summer.
Listing Courtesy of SMART MLS / Listed By: Peter Stuart, Darien Brokerage
$4,350,000 (USD)
Cos Cob Area Single Family Home
Sold
5 Cat Rock Road Cos Cob, CT 06807
5 Bed
7 Baths
6219 sqft
Step into this gorgeous traditional colonial home. This residence is thoughtfully designed and meticulously crafted with stylish finishes. The desirable floor plan, including two staircases offers a balance of formal and casual living space. Double height entry hall, elegant living room and formal dining room. The gourmet kitchen features custom cabinetry, premium Viking and Sub-Zero appliances and two islands. Adjacent to the kitchen is the spacious breakfast area and sun-filled family room with a fireplace providing warmth and comfort during winter. A versatile first floor office space can easily serve as an additional guest bedroom. The spacious terrace is perfect for outdoor entertaining. On the second floor enter through a double door into a stunning primary suite with two dressing rooms. Four additional well-proportioned ensuite bedrooms, a laundry room and a generous playroom complete this floor. The third floor offers ample storage space while the basement includes a gym and playroom area providing endless possibilities. Field Card SF does not include SF in basement. This home features a 5-car garage, and is conveniently located in proximity to public and private schools.
Listing Courtesy of GREENWICH MLS / Listed By: Victoria Acosta, Coldwell Banker Realty
$4,325,000 (USD)
Ponus Ridge Area Single Family Home
Sold
652 Ponus Ridge New Canaan, CT 06840
6 Bed
7 Baths
6843 sqft
Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly blends contemporary style with all the warmth and comforts of home. A four season solarium with a French door brings the outdoors inside all year long. A wet bar with wine fridge, arched openings, and pocket doors leads to the paneled library/billiard room offering an ideal space for balancing work and play. Retreat to the primary suite with cozy fireplace, two walk-in closets, and a spa worthy bathroom boasting double vanities, oversized shower, and whirlpool tub- everything you need to unwind in comfort and style. There are five additional bedrooms and four bathrooms on the second level and a third floor studio. Two lower level rooms allow for plenty of exercise, games, and loads of movies! Surrounded by an array of ornamental trees, enjoy a relaxing plunge in the inviting pool and spa. Discover luxurious moments and endless sunsets under the heated cabana overlooking two level park-like acres. A rare and spectacular offering with a host of special features in a fabulous location!
Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty
$4,321,000 (USD)
Greenwich Area Single Family Home
Sold
6 Coachlamp Lane Greenwich, CT 06830
5 Bed
7 Baths
6166 sqft
Discover refined living in this elegant center hall colonial, ideally set on a private cul-de-sac just minutes from downtown Greenwich. Meticulous attention to detail is evident throughout, from sophisticated coffered ceilings to exceptional craftsmanship. The open-concept gourmet kitchen is the heart of the home, with generous counter space and a seamless flow into the spacious family room. Five ensuite bedrooms offer comfort and privacy, highlighted by a luxurious primary suite with its own sitting room for a serene retreat. Versatile living areas provide endless options for a home office, study, playroom, or home theatre. Additional features include a three-car garage, finished basement, and fenced yard.
Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$4,300,000 (USD)
Old Quarry Area Single Family Home
Sold
250 Joshua Point Road Guilford, CT 06437
4 Bed
5 Baths
4325 sqft
Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound, providing panoramic views, tranquil ambiance, and total privacy. Designed with meticulous attention to detail, the property features a harmonious blend of classic New England charm and modern sophistication. The exterior showcases elegant stonework, expansive windows, and beautifully landscaped grounds. The interior is a masterpiece of design, offering spacious and light-filled rooms. The generous foyer welcomes you to the main living spaces with soaring ceilings, and clear story windows. The open-concept first floor includes a gourmet kitchen equipped with a large island, a formal dining room, and a generous breakfast area. These areas open directly onto an expansive patio overlooking Long Island Sound and The Thimble Islands. The first floor also includes a cozy library with fireplace and private office space. The home has multiple luxurious bedrooms, each with its own en suite bathroom, including a suite on the main floor. The master suite is a private retreat, featuring a spa-like bathroom, two walk-in closets and magnificent views of the water.
Listing Courtesy of SMART MLS / Listed By: Jane von Holzhausen, Coldwell Banker Realty
$4,200,000 (USD)
Long Lots Area Single Family Home
Sold
3 Plunkett Place Westport, CT 06880
5 Bed
8 Baths
6731 sqft
Built by Mattera Construction and tastefully updated throughout by the current owner, this home exemplifies timeless design, top of the line craftsmanship, and features stunning custom details as well as extensive upgrades throughout. Perfectly sited on a professionally landscaped acre down a private lane in the heart of Westport, this spectacular property offers an ideal location combining both privacy and convenience. The first floor is open and bright and is highlighted by its updated gourmet kitchen w/ large center island, top of the line appliances, & large pantry. A spacious family room w/stone FP ,well appointed formal areas, paneled office w/coffered ceilings & built ins and sizeable mudroom complete this level. The second-floor features 5 en suite bedrooms ,including a serene primary suite complete w/fireplace, 2 closets & Luxurious new primary bath featuring heated floors and soaking tub. The Finished 3rd floor media space offers so many options. The walk out lower level offers an additional family room, 1000 bottle wine cellar, rec space, 1/2 bath & gym. Over 8800 SF of finished space overlooking a stunning outdoor space perfect for entertaining w/ mature plantings, expansive blue stone patios, outdoor kitchen & fireplace, gunite pool, spa & full property irrigation. Addl upgrades include control4 smart home, audio, golf simulator, heated 3 car garage, newer mechanicals and much more. Modern luxury meets flawless design to create a home for a lifetime!
Listing Courtesy of SMART MLS / Listed By: Krista Alecia, Coldwell Banker Realty
$4,160,000 (USD)
Beach Area Single Family Home
Sold
324 Sunnieholme Drive Fairfield, CT 06824
4 Bed
5 Baths
4432 sqft
HIGHEST AND BEST OFFERS DUE TUESDAY 1/27/26 5PM. A Quiet Circle. A Life Well-Lived. Just twelve homes. One private green. And a sense of calm that's increasingly hard to find. Welcome to 324 Sunnieholme Drive - a custom Jack Franzen-designed residence nestled in one of Fairfield Beach's most coveted enclaves. Built in 2010 and inspired by timeless architecture, this home captures the romance of shingle style with the ease of modern coastal living. Inside, sunlight moves freely. The floor plan feels open yet personal, with spaces that flow and flex as life changes. A first-floor office with full bath becomes a guest suite when needed. A finished third floor offers privacy and comfort. The lower level invites play, fitness, or escape. Out back, a private patio offers the perfect place for morning coffee or evening wine - surrounded by garden greenery and the hush of a quiet lane. All just a walk away from the beach, train, and the town center. Meticulously kept and quietly refined, this is beachside living without pretense. Custom. Turnkey. Enduringly rare.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$4,137,500 (USD)
Riverside Area Single Family Home
Sold
30 Crescent Road Riverside, CT 06878
5 Bed
5 Baths
4257 sqft
This impeccably renovated and expanded Riverside home by renowned builder Lino Marcal blends exceptional craftsmanship with modern luxury. The chef's kitchen opens to a dramatic family room with cathedral ceilings and fireplace—perfect for entertaining and everyday living. The primary suite is a true retreat with soaring ceilings, fireplace, and private balcony. Five bedrooms, a custom wine cellar, second-floor laundry, and premium finishes throughout complete the package. Enjoy beautifully landscaped grounds and close access to the shops and restaurants of Old Greenwich—all from the comfort of your serene, stylish home.
Listing Courtesy of GREENWICH MLS / Listed By: Lin Lavery, Coldwell Banker Realty
$4,100,000 (USD)
Greenwich Area Single Family Home
Sold
151 E Elm Street Greenwich, CT 06830
5 Bed
7 Baths
5000 sqft
Modern chic with glamour, this new construction single family home is located in Downtown Greenwich. Sundrenched with floor to ceiling windows, the open floor plan, chef's kitchen and large rear yard is ideal for downtown living. Exceptional primary suite hosts a private balcony, two walk in closets and a luxurious bath. The layout and architectural design blend seamlessly with upcoming quality and attention to detail, both inside and out. Location, lot and layout with yard space create the perfect blend of sophistication and style making it easy to call this home.
Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$4,100,000 (USD)
Greenwich Area Single Family Home
Sold
164 Clapboard Ridge Road Greenwich, CT 06830
5 Bed
5 Baths
5200 sqft
Classic colonial in a coveted location minutes from town and schools. A gracious double height foyer leads to generously proportioned entertaining rooms including a large living room, oversized dining room, and spacious country kitchen with adjacent family room. A beautifully paneled library, main level primary suite and office complete this floor. Upstairs are 4 additional bedrooms and 3 baths. Enjoy panoramic views from the terrace or screened porch over 5+ acres of rolling lawns including 2 ponds, one with a dock. True serenity!
Listing Courtesy of GREENWICH MLS / Sotheby's International Realty
$4,025,000 (USD)
Greens Farms Area Single Family Home
Sold
42 Morningside Drive South Westport, CT 06880
6 Bed
8 Baths
5760 sqft
Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant blend of classic craftsmanship with today's modern comforts. Every room invites a sense of grace and tranquility, while still offering impressive scale and presence. The generously proportioned public rooms showcase walls of windows. The Study is cozy and richly appointed. The white Eat-in Kitchen is just wonderful and opens to the Family Room and has French doors to the patio. Thoughtful details abound: 4 fireplaces, rich paneling, and finely crafted built-ins offer warmth and character throughout. All ensuite, this 5/6 bedroom home offers a charmed lifestyle that exudes versatility and privacy. The walkout lower level includes an oversized recreation room, pool changing room (or bdrm 6), and generous storage. Step outside and enjoy resort-like living with an oversized pool and spa, a ground level and elevated patio, and the most magnificent 1 acre backdrop of matures trees, bushes, and flowers. Ideally located just minutes from Westport's beaches, boutiques, and restaurants, and only a short sidewalk stroll to GFS, "The Hedges on Morningside" - I can't wait to show you this beauty.
Listing Courtesy of SMART MLS / Listed By: Jaclyn Picarillo, Higgins Group Bedford Square
$3,995,000 (USD)
Greenwich Area Condominium
Sold
57 Locust Street A Greenwich, CT 06830
5 Bed
7 Baths
4577 sqft
Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.
Listing Courtesy of GREENWICH MLS / BHHS New England Properties
$3,995,000 (USD)
Greenwich Area Condo
Sold
57 Locust Street A Greenwich, CT 06830
5 Bed
7 Baths
4182 sqft
Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.
Listing Courtesy of SMART MLS / Listed By: Nina Frandson, Berkshire Hathaway NE Prop.
$3,963,000 (USD)
Compo South Area Single Family Home
Sold
102 Compo Road South Westport, CT 06880
7 Bed
8 Baths
5179 sqft
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,900,000 (USD)
Greenwich Area Single Family Home
Sold
141 Woodside Drive Greenwich, CT 06830
4 Bed
4 Baths
3386 sqft
Total renovation of a waterfront 4 bedroom, 3 and 1/2 bath Colonial sited on 0.44 level acres in the Milbrook Association. The new entrance vestibule opens to a double height ceiling and an open plan living room, sun-filled office and kitchen with westerly views of the Lower Lake. The new gourmet, eat-in kitchen is easily accessed from a two car garage and adjoins a formal dining room with a picturesque bay window. An extensive stone terrace can be accessed from the sunroom, living room, kitchen area. The second floor includes a primary bedroom with a cathedral ceiling, two custom closets, renovated en-suite bathroom with separate shower and floating, soaking bath and private deck. Also on the second floor, 3 secondary bedrooms with vaulted ceilings, 2 renovated baths and laundry.
Listing Courtesy of GREENWICH MLS / Miha Zajec
$3,875,000 (USD)
Compo Beach Area Single Family Home
Sold
4 Buena Vista Drive Westport, CT 06880
5 Bed
5 Baths
3129 sqft
Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized windows. Thoughtful details include custom millwork, a butler's pantry, and spacious living/dining room great for entertaining. An open kitchen with high end appliances overlooks the family room with lots of custom built ins and a wood burning fireplace. Upstairs, the primary suite includes dual closets, wonderful water views, and a private deck creating a serene retreat. Primary bath has radiant heat. Three other upstairs bedrooms are spacious and flexible, including one with a Murphy bed for multipurpose use. In the lower level, there is a versatile hangout space and an additional bedroom which has access to a full bath. A generous mudroom for all your belongings, and 2 car tandem garage with lots of storage space rounds out this level. Enjoy the outdoors with a stone patio for dining, and admire the professional landscaping throughout the property. A whole-house generator and countless upgrades ensure comfort and peace of mind.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$3,800,000 (USD)
Greenfield Hill Area Single Family Home
Sold
1084 Sturges Highway Fairfield, CT 06880
6 Bed
9 Baths
6897 sqft
Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently refreshed with new paint and carpeting, the home includes a formal living and dining room, a large eat-in kitchen, and generously sized family spaces throughout. The finished lower level is designed for wellness and fun, with a 6-person sauna, steam shower, and a spacious game/media room. A third-floor flex space offers the perfect spot for a yoga studio, home office, or quiet retreat. The outdoor experience is equally impressive: a heated saltwater pool and spa, tranquil ponds, a cascading waterfall, and lush manicured lawns set the tone for relaxed luxury. Entertain with ease using the fully equipped outdoor kitchen and fire pit, or shoot hoops on your basketball court. Additional highlights include a full gym, wine cellar, elevator servicing all levels, and two separate 3-car garages-ideal for collectors. A pre-paid landscaping contract through 2031 ensures the grounds remain pristine year-round. Close proximity to some the CT's best private and public schools. This is an extraordinary opportunity to enjoy the best of Fairfield County in a setting that feels like a private resort
Listing Courtesy of SMART MLS / Listed By: Andrew Whiteley, Brown Harris Stevens
$3,800,000 (USD)
Greens Farms Area Single Family Home
Sold
18 Woodhill Road Westport, CT 06880
6 Bed
7 Baths
7092 sqft
Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,775,000 (USD)
Greenwich Area Single Family Home
Sold
82 Rockwood Lane Greenwich, CT 06830
5 Bed
5 Baths
3887 sqft
Renovated 5BR Ranch open flow plan sited on wooded 1.88 acres in coveted Mid-Country neighborhood off Lake Ave, close to town. Spacious and sun-lit w/ approx 4000 SQ ft including a main level primary bedroom suite, partially finished walk-out lower level & second level optional au-pair/in-law bedroom. Recent improvements include Kitchen w/ Miele appliances & marble countertops, Anderson windows, HVAC, full house generator, 200 amp electric. Pantry and Mudroom off 3 car garage. Fenced rear lawn w/ patio.
Listing Courtesy of SMART MLS / Listed By: Drew Peterson, Coldwell Banker Realty
$3,775,000 (USD)
Greenwich Area Single Family Home
Sold
82 Rockwood Lane Greenwich, CT 06830
5 Bed
5 Baths
3887 sqft
Renovated 5BR Ranch open flow plan sited on wooded 1.88 acres in coveted MId-Country neighborhood off Lake Ave, close to town. Spacious and sun-lit w/ approx 4000 SQ ft including a main level primary bedroom suite, partially finished walk-out lower level & second level optional au-pair/in-law bedroom. Recent improvements include Kitchen w/ Miele appliances & marble countertops, Anderson windows, HVAC, full house generator, 200 amp electric. Pantry and Mudroom off 3 car garage. Fenced rear lawn w/ patio.
Listing Courtesy of GREENWICH MLS / Listed By: Drew Peterson, Coldwell Banker Realty
$3,750,000 (USD)
Long Lots Area Single Family Home
Sold
22 Woody Lane Westport, CT 06880
5 Bed
6 Baths
5036 sqft
The perfect lifestyle awaits, near the end of one of the most desirable and attractive cul-de-sacs in the heart of Westport. This impressive home has been expertly maintained and is presented in excellent condition. The manicured acre of park-like property with mature landscaping introduces this timeless Colonial. The two-story foyer with herringbone-patterned wood floor & extensive millwork welcomes you into the refined interior and introduces the thoughtful details that define the residence. Memorable entertaining await in the LR w/fpl & bay window and DR w/butler's pantry. The chef's kitchen showcases gorgeous stone counters, top appls incl Wolf range & two dishwashers, flowing in to the sun-filled breakfast rm w/French doors to patio, and through to the incredible fam rm which has a coffered ceiling, stone fpl and extensive built-ins. The large library/office displays expert craftsmanship. Excellent mudrm w/full bath beside the pool. 3-car gar. 5 spacious BRs are well-appointed. Grand primary suite w/tray ceiling, fpl, French doors to a sitting rm/2nd office & dual walk-in clsts is accompanied by a chic, new designer bath w/amazing glass-enclosed shower & freestanding soaking tub. Walk-up 3rd flr can be finished for future expansion; incls a lrg walk-in cedar storage rm. Fin LL w/fpl, full bth, rec/play spaces, gym. Gorgeous gunite pool w/auto cover, patio, built-in grill & level lawns. Rear property has access through Whippoorwill leading to Wakeman fields, schools.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,750,000 (USD)
Old Hill Area Single Family Home
Sold
12 Old Hill Farms Road Westport, CT 06880
5 Bed
7 Baths
6406 sqft
Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island, high-end appliances and seamless flow to the inviting family room with fireplace overlooks the grounds. The first floor also includes a private home office and a guest bedroom with en suite bath-perfect for visitors or multigenerational living.Upstairs, the serene primary suite includes a sitting area, dressing room and en suite bath with soaking tub. Two additional bedrooms each with bath complete the second floor. There is a large light-filled studio/bedroom ideal for long term guests or a private retreat above an attached 3-car garage. Outdoors, there are patios for sunning, a space for grilling and luxurious gunite pool with pergola. This home has been thoughtfully updated with modern amenities creating a truly special place to call home.
Listing Courtesy of SMART MLS / Listed By: Emily Gordon, Coldwell Banker Realty
$3,750,000 (USD)
Southport Area Single Family Home
Sold
944 Pequot Avenue Fairfield, CT 06890
6 Bed
6 Baths
4307 sqft
Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!
Listing Courtesy of SMART MLS / Listed By: Libby McKinney Tritschler, Fairfield/Southport Team Afa
$3,700,000 (USD)
Beach Area Single Family Home
Sold
254 Penfield Road Fairfield, CT 06824
5 Bed
5 Baths
4856 sqft
Rare beach area gem that checks ALL the boxes! With almost 5,000 square feet of living space on a rare and very private .43-acre lot, this highly custom home features a heated saltwater pool, spa/hot tub, 4-floor elevator, and so many high-end amenities. With an exceptionally wide footprint, this home offers 5-6 bedrooms, 4.5 bathrooms, 9-foot ceilings, front and back decks, a full-house generator, and an expansive garage with room for cars, bikes, and plenty of storage. The first floor boasts an open floor plan with stunning chef's kitchen, complete with an island, Sub-Zero refrigerator, and high-end appliances. A spacious family room with gas fireplace adjoins the living room and kitchen, while a butler's pantry connects to the dining room. The primary suite features a spa-like bath with radiant floor heating, an expansive walk-in closet, a gas fireplace, and a private balcony overlooking the yard and pool. 3 additional bedrooms with en-suite baths and a laundry room with sink complete this level. The third floor - also accessible by elevator - offers 2 more bedrooms and a fantastic recreation room with a serving bar, beverage center, an additional full bath, and generous storage. Custom paneling, built-ins, and window treatments throughout. Extensive, mature landscaping with irrigation in both front and back yards creates a lush outdoor setting, complete with a covered entertaining area on the lower level. Downtown, the train, and the beach are all just steps away!
Listing Courtesy of SMART MLS / Listed By: Ava Fisher, Coldwell Banker Realty
$3,700,000 (USD)
Beach Area Single Family Home
Sold
612 Penfield Road Fairfield, CT 06824
5 Bed
5 Baths
4501 sqft
Experience unparalleled luxury in this exquisite coastal residence, just moments from the expansive sands of Penfield Beach and the tranquil waters of Long Island Sound. This architectural masterpiece comprises 3 floors of meticulously designed living space, ensuring a lifestyle of sophistication and comfort. Enjoy year round invigorating sea breezes from any one of the 5 decks. Stunning kitchen, with custom cabinetry, premium Wolf/Sub Zero appliances and massive center island, flows seamlessly into the family room for informal gatherings. Entertain in style with the gracious formal living room and dining room, anchored by a fabulous see-through fireplace. The primary bedroom suite is an opulent sanctuary, boasting a custom walk in closet and a spa-like bathroom with free-standing tub and steam shower. 4 additional bedrooms, including a private guest wing with full bath, provide ample space for friends and family. Versatile third floor has rec/playroom, gym space, bedroom/bathroom and 2 covered decks. The professionally landscaped yard is a private oasis with mature hydrangeas, shrubs, and apple bearing espalier trees. Indulge in endless summer fun in the newer heated POOL! Ample under house storage for kayaks and paddleboards. Walk to train and all the vibrant downtown boutiques and restaurants. This high tech, energy efficient home combines serene design with modern amenities so you can fully embrace the coastal lifestyle and live life like you're on vacation every day!
Listing Courtesy of SMART MLS / Listed By: Jane Jones, Berkshire Hathaway NE Prop.
$3,650,000 (USD)
Back Country Area Single Family Home
Sold
7 Mountain Laurel Drive Greenwich, CT 06831
5 Bed
6 Baths
4680 sqft
Country meets modern is this beautifully renovated turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. It's the perfect size for your first home in Greenwich or to scale down from a larger home. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and a wet bar to service the adjacent covered porch and cedarwood spa for outdoor entertaining. The new reconstructed carrera marble and soapstone kitchen features Wolfe, Sub Zero and Miele appliances. The new primary bedroom has a cozy fireplace, direct access to the cedarwood spa and a new luxurious bath. 3 en suite bedrooms are on the upper level. The lower level offers an office or rec room and the fifth bedroom/exercise room. All this close to Greenwich's great restaurants,parks and beaches as well as a short drive to Armonk and Bedford, NY. Possible pool site in attached documents.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,650,000 (USD)
Greenwich Area Single Family Home
Sold
7 Mountain Laurel Drive Greenwich, CT 06831
5 Bed
6 Baths
4680 sqft
Country meets modern is this open and bright turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and wet bar to service the adjacent covered porch & cedarwood spa for outdoor entertaining. New carrara marble & soapstone kitchen with Wolfe, Miele & Sub Zero appliances. The new primary bedroom has a cozy fireplace and new luxurious bath. 3 en suite bedrooms on the upper level. The lower level offers an office and the 5th bedroom/exercise room. Close to Greenwich's great restaurants, parks and beaches and a short distance to Armonk, NY. Pool site in attached listing docs.
Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,600,000 (USD)
Cos Cob Area Single Family Home
Sold
18 Cat Rock Road Cos Cob, CT 06807
6 Bed
8 Baths
6272 sqft
Enjoy easy living in this spectacular, pristine home with high ceilings and open floor plan perfect for today's lifestyle. Fabulous open gourmet kitchen with center island seating four, two pantries, and separate breakfast area. Family room with built-ins, wet bar with additional dishwasher & gas FP opens to kitchen and terrace/yard. Also included on first floor are oversized, beautiful dining and living rooms. 2nd floor showcases large primary suite with walk in closets and luxurious primary bath, 3 additional ensuite bedrooms, separate laundry room and linen closet.3rd flr has bedrm, full bath, home gym and home office. Finished LL with 2nd family room, half bath, mudroom, and lots of storage. Full house generator. Heated driveway.
Listing Courtesy of GREENWICH MLS / BHHS New England Properties
$3,600,000 (USD)
Fort Trumbull Beach Area Single Family Home
Sold
Address Not Disclosed Milford, CT 06460
4 Bed
7 Baths
5312 sqft
Spectacular direct beachfront home in the desirable Fort Trumbull area of Milford, set on a quiet, cherished street and one of the widest beachfront lots in town. Custom built in 2017 by Gateway Development/Garceau Brothers, this exceptional home sits on .43 acres with almost 90 feet of direct sandy beach frontage and is within walking distance to Silver Sands State Park and the Milford Yacht Club. This highly custom home features 10-foot ceilings on the main level, 5 bedrooms, 6.5 bathrooms, 3 decks, a stone patio, stone walkways, and an enclosed outdoor shower, all complemented by stunning water views from every main-level room and the majority of rooms on the second and third floors. Oversized 2-car garage and large circular driveway with stone pavers provide plenty of off-street parking. Storm ready, the entire house is powered by natural gas generator. From 2022-2025, the current owners completed extensive improvements of the highest craftmanship throughout. A fully remodeled chef's kitchen with new premium appliances and custom cabinetry, a new dinning wet bar, two newly renovated primary bathrooms and custom walk-in closets, and the addition of a three-level Savaria Eclipse elevator and third-floor full bath are some of the few. An extensive smart home system features touch screen remotes, whole house audio systems, SONOS, whole house WiFi, automatic lighting control and video surveillance. This is a RARE offering on Milford's shoreline!
Listing Courtesy of SMART MLS / Listed By: Carrie Sakey, Coldwell Banker Realty
$3,550,000 (USD)
Greenwich Area Condominium
Sold
148 E Elm Street 1 Greenwich, CT 06830
4 Bed
6 Baths
4472 sqft
Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space—it's a lifestyle.
Listing Courtesy of GREENWICH MLS / Compass Connecticut, LLC
$3,550,000 (USD)
Greenwich Area Townhouse
Sold
148 East Elm Street 1 Greenwich, CT 06830
4 Bed
6 Baths
5678 sqft
Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space-it's a lifestyle.
Listing Courtesy of SMART MLS / Listed By: Jenny Allen, Compass Connecticut, LLC
$3,525,719 (USD)
Long Lots Area Single Family Home
Sold
2A Whippoorwill Lane Westport, CT 06880
6 Bed
8 Baths
6577 sqft
Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious family room is anchored by a cozy stone fireplace and plenty of space for gathering and lounging! The main floor also holds a smart mudroom, a handsome office and two powder rooms.Upstairs, the primary suite is a true retreat with a sitting room, luxury bath with steam shower & heated floors, a walk-in closet/dressing room and a bedroom complete with a fireplace. There are 4 additional ensuite bedrooms as well as a laundry room rounding out the second floor. The entire 3rd floor is a blank canvas great room, fully finished and ready to be customized to suit your needs as play/office/or studio space. The living space continues to the lower level, where the home theater provides a perfect spot for watching movies or sports, plus tons of recreational space. There is also a LL gym (or bedroom) & full bath. The outdoor living options are endless - enjoy the stone patios, a garden area, lush lawn, or put in a swimming pool! 3 car garage w EV charging + whole house generator. central location is extra close to Wakeman Farm, school campuses and just a short ride to all Westport amenities!
Listing Courtesy of SMART MLS / Listed By: Leslie Clarke, Compass Connecticut, LLC
$3,525,000 (USD)
New Canaan Area Single Family Home
Sold
199 Mariomi Road New Canaan, CT 06840
5 Bed
5 Baths
5805 sqft
Welcome to 199 Mariomi road, a modern colonial/farmhouse set on 2 acres. Four finished levels offer a generous living space with high - end kitchen, first floor bedroom with full bathroom and an office with attached deck. Large blue stone patio with build in grill is ready for outdoor entertaining. Glass staircase railing leads to the second floor where large master suite with walk in closet awaits you. Three additional bedrooms and two full bathrooms provide a comfort and space for family and guests. The walk up finished attic offers additional space for gym, playroom or office. The walk out 1179sf lower lever is ideal for a gym, playroom or a media room.
Listing Courtesy of SMART MLS / Listed By: Pavel Jansa, Coldwell Banker Realty
$3,525,000 (USD)
Beach Area Single Family Home
Sold
2101 Fairfield Beach Road Fairfield, CT 06824
4 Bed
4 Baths
2693 sqft
Gorgeous waterfront retreat w/ breathtaking panoramic LI Sound views & miles of walkable sandy beach. This exceptional FEMA compliant coastal retreat includes a private boat dock w/ an additional two-car garage on the creek side, creating endless opportunities for waterfront enjoyment. Featuring 3 levels of spacious living, w/ 8 rooms & 4 full baths, thoughtfully designed for everyday living & entertaining. Enjoy stunning water views from every level w/ BOTH sunrises & colorful sunsets from multiple balconies that invite you to relax & take in the scenery. Highlights include a sun drenched open floor plan, high-end Wolf and Sub-Zero appliances, custom built-ins, a gas fireplace & white oak hardwood floors throughout. Additional private rooms offer flexibility for work, guests, or quiet retreat. A rare & highly desirable 1st floor bedroom w/ full bath is perfect for guests, in-laws or a home office. Outdoor living is just as impressive w/ an oversized patio ideal for entertaining, dining or simply watching sailboats glide by during regattas. Amazing features include roof top deck, 2 separate garages, driveway parking for up to 10 cars (a true rarity in the beach area), home generator, outdoor shower & a Tesla charging station. Ideally located close to town, train, parks, school & shopping. Beach walks, boating, peace & tranquility await in your very own premier luxury coastal home - Welcome home to 2101-2102 Fairfield Beach Road.
Listing Courtesy of SMART MLS / Listed By: Jackie Davis, Fairfield/Southport
$3,500,000 (USD)
New Canaan Area Single Family Home
Sold
105 White Oak Shade Road New Canaan, CT 06840
4 Bed
4 Baths
3744 sqft
Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.
Listing Courtesy of SMART MLS / Listed By: Daniel McCamblau, Brown Harris Stevens
$3,500,000 (USD)
Compo Beach Area Single Family Home
Sold
150 Hillspoint Road Westport, CT 06880
4 Bed
4 Baths
3759 sqft
Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95
Listing Courtesy of SMART MLS / Listed By: Meredith Kamo, Compass Connecticut, LLC
$3,500,000 (USD)
Greenwich Area Single Family Home
Sold
190 Lake Avenue Greenwich, CT 06830
7 Bed
8 Baths
7148 sqft
Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for entertaining, access to multiple terraces. The stately colonial main house was built in 1900 and expanded in the 1970's, 5 bedrooms 4.1 baths. New addition for guest suite was built in 2018, 2 bedrooms/2.1 baths, one of the closets was engineered for a 2-story elevator. Total 7,148 sq ft. Located just minutes from downtown and the shops, restaurants, library, train and lifestyle that it offers
Listing Courtesy of GREENWICH MLS / Sotheby's International Realty
$3,500,000 (USD)
Coleytown Area Single Family Home
Sold
6 Florian Court Westport, CT 06880
5 Bed
7 Baths
5263 sqft
Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue stone Front Porch, large Screened In Porch overlooking the Backyd, 2 built in sound systems. Full Bath on Main Lvl w/Backyd access. Main Level: Foyer, Powder Rm, Full Bath, Liv/Dining Rms w/Butler's Pantry w/wine fridge, large EI Kitchen open to Family Room w/stone FP, Wet Bar, Screened In Porch and Sunrm. Oversized windows/natural light abound throughout. The luxurious Primary Bedroom Ste: Balcony, Spa Bathroom w/Steam Shower, Air Tub, Radiant Heated Floors, large WI Closet, Sitting Room/Office. Also on the 2nd floor are 3 other, ensuite Bedrooms, all w/WI closets. Lower Level: Large Gym, Family/Game Rm, Wine Rm, Storage. There is also a large, unfinished Attic for additional space. PLUS a brand new, separate apartment w/5th Bedrm, Full Bath, large WI Closet, Kitchen, Liv Room, Laundry, sep power panel (on generator), alarm, private entry and parking space! The craftsmanship/attention to detail in this home & apt are superior. Filled w/ happiness/special memories of 18 years, it's time for the next owners to come along and love it!
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$3,499,000 (USD)
Long Lots Area Single Family Home
Sold
71 Old Road Westport, CT 06880
6 Bed
6 Baths
5173 sqft
Welcome to 71 Old Road, a beautifully maintained 6-bedroom, 5.1-bath Colonial in the heart of Westport's coveted Long Lots neighborhood. Set on a sidewalk-lined street, where kids walk to school on crisp fall mornings, this spacious home blends timeless design with modern functionality across four finished levels-perfect for today's lifestyle. Minutes from shops, restaurants, and the Greens Farm train station (3 mins away), the property offers a rare combination of space, style, and location. Inside, sun-filled interiors and a smart layout create a warm, welcoming atmosphere. The open great room with fireplace flows into a custom chef's kitchen with marble countertops, bespoke cabinetry and a walk-in pantry -ideal for hosting and daily living. Formal living and dining rooms add refined charm, while a main-level office/den offers flexible use for work or a convenient main floor playroom. A mudroom with built-in cubbies connects to the attached two-car garage. Upstairs, five generously sized bedrooms include a luxe primary suite with fireplace, walk-in closet, and luxurious marble bath. Two Jack & Jill baths and a sunny laundry room add convenience. The private third floor offers a rec room, full bath, and sixth bedroom-great for guests or a second office. The finished lower level adds two rec rooms, a gym, and another full bath. Outside, enjoy a heated saltwater pool with spa, outdoor shower, kitchen, fireplace, and electric awning-all fully fenced and beautifully landscaped!
Listing Courtesy of SMART MLS / Listed By: Meredith Kamo, Compass Connecticut, LLC
$3,470,000 (USD)
Old Hill Area Single Family Home
Sold
3 Bolton Lane Westport, CT 06880
6 Bed
7 Baths
6306 sqft
This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. The primary suite flows into a large sitting area with a lovely deck overlooking the pristine backyard. Enjoy 5 additional bedrooms, sun drenched interiors, private home office with patio, and a walk-out lower level perfect for recreation or guest space. Outside, in the fully-fenced backyard, there is an 18x42 pool by RI pools with safety cover and spa, fire-pit, outdoor shower, kitchen and a huge play area which creates a private retreat, ideal for all seasons. A whole house generator ensures comfort and peace of mind year-round. Blending timeless design, functionality and location this Westport gem truly checks every box.
Listing Courtesy of SMART MLS / Listed By: Jen Kass, Higgins Group Bedford Square
$3,400,000 (USD)
In-Town Area Single Family Home
Sold
2 Webb Road Westport, CT 06880
6 Bed
7 Baths
4097 sqft
Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$3,350,000 (USD)
Coleytown Area Single Family Home
Sold
4 Deepwood Lane Westport, CT 06880
6 Bed
6 Baths
5715 sqft
RIVER WATERFRONT OASIS - Sited on 2 lush acres on the Aspetuck River, this elegant custom 6 bedroom, 5.1 bath home offers a rare blend of natural beauty & refined living, an idyllic sanctuary with abundant natural light. Designed for both everyday comfort and grand entertaining, the property features exceptional indoor & outdoor spaces all thoughtfully crafted to capture the breathtaking views of the river, waterfall, & perennial gardens. An open floor plan creates a seamless flow between the sunlit living areas. The well-appointed gourmet kitchen with a spacious dining area opens to the inviting family room & nearby den/playroom-making it the true heart of the home. Walls of glass frame the formal living & dining spaces with access to a large deck that spans the length of the house. Exquisite primary suite is a private haven with stunning views from the balcony plus a sitting area, dressing room & spa-like bath. Each additional bedroom offers ensuite comfort. Expansive walk-out lower level includes an accessory apartment with flexible options for guests or added recreational space. Notable features include: scullery, pantry, mudroom, wood burning stove, 2 fireplaces, generator, solar panels, sound system, hardwood floors, paved courtyard, ample parking, 5 garage spaces, EV charger, porch, 2 irrigation systems. Ideally located with easy access to top rated schools, the Merritt Parkway, & town, this unique property has the perfect balance of luxury, privacy & convenience
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$3,310,000 (USD)
In-Town Area Single Family Home
Sold
6 Sharp Turn Road Westport, CT 06880
6 Bed
5 Baths
4942 sqft
This designer-quality 6 BR, 4.5-bath home in the heart of Westport has been fully refinished to blend luxury, comfort, and modern style. The double-height foyer leads to a sun-drenched formal living room, while the dramatic dining room impresses with a new wet bar featuring Carrara marble and custom cabinetry. The chef's kitchen showcases Carrara marble countertops, gourmet appliances, and a large island with seating, flowing into the breakfast area and family room with a wood-burning fireplace. A private first floor office provides a quiet workspace. Upstairs, the expansive primary suite includes a sitting area, four closets, and a spa-like bath. Four additional bedrooms provide generous space and the 2nd floor laundry room adds extra convenience. On the 3rd floor, a private bedroom, full bath, and spacious bonus room offer flexibility. The lower level features a home gym, additional bonus space, and room to build a media room, plus ample storage. Outside, the fenced backyard is an entertainer's dream, with a new gunite pool built in 2024 with an automatic cover, a bluestone patio for outdoor dining, and a fireplace for year-round enjoyment. Set on nearly an acre on a quiet cul-de-sac with upscale homes, and a short walk to downtown shopping, restaurants, and Winslow Park, this home is expertly maintained and move-in ready. Discover a true Westport gem.***FINAL OFFERS DUE MONDAY 4/24 @ 12PM**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,300,000 (USD)
Lower Weston Area Single Family Home
Sold
95 Kettle Creek Road Weston, CT 06883
6 Bed
9 Baths
7407 sqft
A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport, 5 minutes to the Merritt, & 3 minutes from Weston Town Center, library, & award winning Weston schools. This stunning Ralph Lauren-inspired Colonial offers classic elegance with modern luxury and entertainment, making it the dream home you've been waiting for. This 9,000 SF estate features CT stone walls & lush, mature landscaping that give it the feel of a home that's been here forever. Set on 2 park-like flat acres, the property includes a beautiful pool & waterfall spa, a deck with awning, a patio, and a fully fenced backyard. The grounds are a garden lover's dream with perennial blooms throughout the seasons - a hydrangea lover's paradise, a plentiful peony patch, and many flowering trees, to name a few, & the full coverage irrigation system keeps the yard in bloom. Inside, enjoy 9-ft ceilings, 6 bedrooms, 6 full baths, & 3 half baths, all with exquisite attention to detail, including Viking, Sub Zero appliances, 2 large islands, water filtration system, large mudroom, cedar shake roof (new in 2017 & completely cleaned-oiled 2024). The 2000 SF in-law apt built in 2021 includes; full kitchen, liv rm, bedrm, laundry, 1.5 baths & porch. The WOLL is an indoor playground with a huge playroom, exercise room, bar, full bath-changing room, perfect for entertaining or extended family. This home offers both classic charm and modern convenience in one of Weston's most desirable neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Hannelore Kaplan, New Canaan
$3,250,000 (USD)
In-Town Area Single Family Home
Sold
3 Hickory Hill Road Westport, CT 06880
5 Bed
5 Baths
5059 sqft
3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.
Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty
$3,250,000 (USD)
Greenwich Area Single Family Home
Sold
420 Davis Avenue Greenwich, CT 06830
5 Bed
4 Baths
3158 sqft
Gracious pre-war, sun-filled 5-bdrm/3+bth English style home built in 1929. Abundance of original charm & character throughout, including living room w/fieldstone fpl, hardwood flrs & formal dining rm in addition to kitchen/solarium w/walls-of-windows overlooking a natural paradise. Majestic south facing setting w/neverending vistas of vibrant tidal inlet w/dock & access to Long Island Sound. Extraordinary opportunity to restore or build anew on this exceptional oversized 1.2 acre lot w/deeded pedestrian rights to ''Mead Point Beach'' within the private gated association. Neighboring some of Greenwich's Great Estates, near Bruce Park with its paths, tennis courts, playing fields & bocce court. Minutes to Island Ferries, Greenwich Ave, Bruce Museum, transportation & schools.
Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty
$3,200,000 (USD)
East Village Area Multi-Family Home
Sold
274 E 10th Street Multifami New York, NY 10009
12 Bed
13 Baths
6000 sqft
274 East 10th Street is a vintage 5 story 6,000 SF multi family property strategically located in Manhattan's East Village on 10th Street between Avenue A and First Avenue, a half-block from Tompkins Square Park. The property consists of 12 rental apartments (5 rent regulated units, 5 free market units and 2 offices), a spectacular backyard, and finished basement. The building is fully leased with tenants in place. Offering memorandum and set up are available upon request. The East Village is a top destination, drawing tenants with its vibrant nightlife, retail, and proximity to parks.
Contact agent for private showings.
Listing Courtesy of REBNY / Listed By: Albert Safdie, Coldwell Banker Realty
$3,175,000 (USD)
Lower Weston Area Single Family Home
Sold
103 Good Hill Road Weston, CT 06883
5 Bed
7 Baths
7682 sqft
Drive through stately stone pillars to discover a serene 2-acre sanctuary in lower Weston. This private retreat features a picturesque, shallow, spring-fed pond ideal for winter skating. A true designer's masterpiece, this home was entirely renovated and rebuilt in 2019, blending exceptional craftsmanship with meticulous attention to detail. Experience seamless indoor-outdoor living with a heated gunite pool, built-in outdoor kitchen, fireplace, and a separate sunken spa. Inside, you'll find five bedrooms, five full baths, and two half baths, including a luxurious primary suite with a gas fireplace, walk-in closet, and a spa-inspired bathroom complete with a steam shower, heated floors, and soaking tub. Additional bedroom suites provide comfort and privacy, with one offering a spacious hangout room. The gourmet eat-in kitchen and Butler's pantry are outfitted with quartzite counters and high-end appliances. Step through exposed wooden beams into the inviting family room, where a gas fireplace and French doors open to the outdoor spaces, effortlessly blending the indoors with nature. A large office with a fireplace and a generous living room, also with a fireplace, provide plenty of room for both work and relaxation. A versatile third-floor bonus room or gym, a partially finished basement with ample storage and walk-out access, and full house generator complete this meticulously maintained home offering a rare piece of paradise, perfect for relaxing and entertaining.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty
$3,157,000 (USD)
New Canaan Area Single Family Home
Sold
1702 Oenoke Ridge New Canaan, CT 06840
5 Bed
5 Baths
4122 sqft
An idyllic haven! This meticulous country estate complete with private gated driveway and 4.65 acres features endless hours of entertainment and relaxation. Greeted by extraordinary millwork and an inviting covered porch complete with swing and sweeping views, this 5 bedroom 4 1/2 bath home will steal your heart! The expansive state-of-the-art kitchen opens to a gracious vaulted family room with French door leading to a picturesque porch. The primary suite boasts a fireplace, two walk-in-closets, and sitting room. This stunning property includes a tranquil saltwater pool/spa, low maintenance yet vibrant perennial gardens with hundreds of flourishing peonies, daffodils, hydrangeas, lilac bushes, berry patches, and more! The sweet maple tree, apple and peach tree orchards in addition to the vegetable garden provide an abundance of seasonal offerings. A deluxe chicken coop will offer endless eggs and a lovely setting for your beloved feathered friends. A secret custom cedar tree house and circular fire pit are perched above this scenic open yard. Hours of alfresco entertaining await the hardscape elliptical dining area complete with uplighting and fireplace. Less than a mile to the market and village of Pound Ridge. You're not dreaming, this estate is the one you've been waiting for!
Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty
$3,151,600 (USD)
Coleytown Area Single Family Home
Sold
16 Gault Park Drive Westport, CT 06880
5 Bed
5 Baths
4735 sqft
Built in 2014, this modern farmhouse offers timeless design and an easy flow on a flat, private, fully fenced 1-acre with possible pool site. A welcoming front porch opens to a front-to-back living room with impressive stone fireplace. The sun-filled dining room features a coffered ceiling, paneling & Serena & Lily chandelier. The chef's kitchen is beautifully appointed with high-end appliances, quartz countertops and center island, plus abundant storage, incl. walk-in pantry. Just off the kitchen, a vaulted family room with oak beams and a gas fireplace includes space for everyday dining and flows seamlessly to a stone patio, ideal for outdoor dining and summer grilling. A ground-floor bedroom with full bath provides flexibility, while a custom office with work space and built-ins could serve as a den, creating the option for a main-level suite ideal for in-laws, guests, or an au pair. A shiplap-lined mudroom with cubbies includes a chic powder room and leads directly to the 2-car garage, prewired for EV. Upstairs, a 2nd family room offers separate hangout or study space. The primary suite features a vaulted ceiling, 2 walk-in closets, and a spa-like marble bath with soaking tub and steam shower. Additional bedrooms include one en-suite and two with a Jack-and-Jill bath. Finished lower-level is ready for gym equipment or toys, and a walk-up attic offers expansion possibilities. Set in a biking & dog walker's neighborhood close to town, train, beach, and award-winning schools
Listing Courtesy of SMART MLS / Listed By: Amy Swanson, Westport
$3,150,000 (USD)
Compo South Area Single Family Home
Sold
6 Over Rock Lane Westport, CT 06880
5 Bed
5 Baths
3561 sqft
Timeless New England Colonial on 1.3 acres blending historic architecture with modern updates. Built in 1860 and reimagined by designer Dan Barsanti with curated interiors by Rena Levine, this five-bedroom, five-bath residence features refined millwork, wide-plank floors, and bespoke lighting. The open main level includes a bright kitchen with premium appliances, dining area, and living room with French doors to a bluestone patio and heated pool. A first-floor suite provides flexible guest or office space; the upper level hosts a spacious primary suite, marble bath, and dressing area. Systems include upgraded HVAC, EV-ready garage, and smart-home controls. Set on 1.3 acres with mature landscaping and a fenced backyard. Just 1 mi to Compo Beach, 0.9 mi to Longshore Golf Club, 1.0 mi to Levitt Pavilion, and 1.1 mi to Downtown Westport shops and dining. Offered furnished with curated designer pieces for a move-in experience rarely available in Westport.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$3,150,000 (USD)
Lordship Area Single Family Home
Sold
413 Ocean Avenue Stratford, CT 06615
5 Bed
4 Baths
3356 sqft
413 Ocean Avenue: Direct Waterfront with Private Sandy Beach & No Flood Insurance Required... Experience the quintessential New England coastal lifestyle in this charming, turnkey waterfront home. Uniquely situated outside of a flood zone, this property offers a rare opportunity for direct water living with the peace of mind you deserve. From its incredible approach, the home captures the essence of coastal charm, leading to a private backyard oasis-perfect for taking in stunning views and hosting unforgettable gatherings. Inside, the upstairs primary suite is a private retreat, offering breathtaking, panoramic vistas of the water. The property is located in a beach community that allows golf carts, perfect for a relaxed coastal lifestyle and is in close proximity of a convenient local market and seaside restaurants. Skip the renovations and head straight for the shore; this move-in-ready retreat offers the ultimate luxury of a private sandy beach right in your backyard.
Listing Courtesy of SMART MLS / Listed By: Mersene Norbom, William Pitt Sotheby's Int'l
$3,135,000 (USD)
Greens Farms Area Single Family Home
Sold
34 Sasco Creek Road Westport, CT 06880
3 Bed
5 Baths
4204 sqft
Walk to the beach! Rare opportunity to own 2 flat acres encompassing a renovated beach house and a remarkable modern barn designed with walls of glass. All uniquely located in the Greens Farm community of Westport, boasting LI Sound beach access and abutting the Connecticut Audubon trails. An updated 3-bedroom Cape offers one level living with a primary suite on the main floor and two bedrooms on the upper level. A glass enclosed sunroom with French doors opens to a private patio overlooking the expansive fenced yard. The beautifully renovated two story barn with skylights and oversized windows capture an abundance of the surrounding light from the rear Western exposure. Two half baths and an upper-level space for work or relaxation complete the barn. This seaside beach residence with glorious grounds features specimen trees, wildflowers and more. The main home offers 1882 square feet. The barn provides an additional 2,098 square feet. This seaside beach residence uses solar panels and has a generator. Vacation living can be embraced everyday!
Listing Courtesy of SMART MLS / Listed By: Brian Milton, Compass Connecticut, LLC
$3,100,000 (USD)
Parker'S Point Area Single Family Home
Sold
31 Parkers Point Road Chester, CT 06412
3 Bed
4 Baths
4727 sqft
Nestled near the heart of the quaint Chester Village, this exquisite Nantucket-style home offers a serene retreat on the banks of the CT River. Spanning an impressive 4,727sqft, this architectural gem is all enveloped in traditional shingle elegance. As you step inside, you're welcomed by a two-story, paneled living room that exudes drama and sophistication. The space is adorned with beautiful wood moldings that reflect the home's attention to detail and craftsmanship. The heart of the home is the magnificent gourmet kitchen, featuring a generous island that invites social gatherings and culinary adventures. The first-floor primary suite is a haven of luxury, complete with a cozy sitting room, expansive walk-in closet, and a lavish marble bath that promises relaxation. Upstairs, two guest bedrooms with en-suite bathrooms offer privacy and stunning river views, ensuring that visitors feel both pampered and at home. This home doesn't just dazzle with its aesthetics; it's also a model of energy efficiency. Solar panels, geothermal heating and air conditioning, and radiant heated floors on the first level ensure comfort while minimizing environmental impact.
Listing Courtesy of SMART MLS / Listed By: Colette Harron, William Pitt Sotheby's Int'l
$3,100,000 (USD)
Old Hill Area Single Family Home
Sold
19 Old Hill Road Westport, CT 06880
4 Bed
3 Baths
3014 sqft
Step into a home where every detail tells a story of timeless elegance and masterful transformation. This 4-bedroom, 3-bath Colonial-reimagined through a multi-year, designer-led renovation-seamlessly marries historic charm with modern sophistication. Original Southern Pine floors and exposed beams ground the home in authenticity, while a stunning new kitchen by Shore & Country elevates everyday living with bespoke cabinetry, Sub-Zero & Wolf appliances, and quartz surfaces. Sunlit rooms flow effortlessly-perfect for entertaining or retreating in comfort. Each bath is a study in luxury, including a serene primary suite with spa-inspired finishes. Beyond the interiors, a private backyard oasis awaits: bluestone patio, heated pool, and curated landscaping designed for year-round enjoyment. Upgrades abound-from Marvin windows and Hardie siding to custom closets, designer lighting, and all-new mechanicals. Set on a quiet, convenient street near downtown, train, and schools-with shuttle service to the station-this is turnkey Westport living at its most refined. Rarely does a home strike this perfect balance of character, quality, and location. And it all unfolds in Old Hill-Westport's most coveted address.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,100,000 (USD)
Long Lots Area Single Family Home
Sold
4 Jennings Court Westport, CT 06880
5 Bed
7 Baths
7110 sqft
Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat, complete with his and her separate bathrooms and a private sauna. The heart of the home is the chef's kitchen featuring a Wolfe cooktop, Sub-Zero refrigerator, and generous workspace, opening to a sun drenched eating areas. With two dedicated offices, working from home is effortless. Located just minutes from schools, shopping, beaches, and transportation, this centrally located gem offers the best of Westport living-privacy, space, and style-all in one of town's most desirable neighborhoods. A rare find that checks every box!
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$3,100,000 (USD)
New Canaan Area Single Family Home
Sold
298 Greenley Road New Canaan, CT 06840
4 Bed
4 Baths
4021 sqft
On picturesque Greenley Road in the heart of New Canaan, this beautifully crafted residence blends charm, comfort, and sophistication on two private acres with a sparkling heated pool. Perfectly scaled, the home offers generous spaces for entertaining while maintaining a welcoming, manageable feel. Step inside to discover elegant living areas filled with natural light, high ceilings, and thoughtful details. The vaulted breakfast area with exposed beams and arched window opens to serene views through two sets of sliding French doors. A gracious living room features a fireplace, transom window, and French doors leading to a terrace that overlooks the pool, perfect for indoor-outdoor gatherings. The formal dining room is anchored by a lovely built-in corner detail and chair rail, while the study offers a bay window and fireplace, ideal for work-from-home or quiet reading. At the heart of the home, the custom Deane kitchen is appointed with top-tier appliances: Viking cooktop, dual Dacor ovens, Sub-Zero refrigerator, Miele dishwasher, and Marvel wine refrigerator. Overlooking the breakfast area, the kitchen flows seamlessly into the family room with built-ins and French doors. Built-in speakers in the kitchen, family room, breakfast area, and dining room enhance every occasion. Upstairs, there is a luxurious primary suite and additional bedrooms and baths providing flexibility, including one with striking windows that works beautifully as a home office or guest suite.
Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty
$3,050,000 (USD)
Southport Area Single Family Home
Sold
Address Not Disclosed Fairfield, CT 06890
3 Bed
3 Baths
2394 sqft
TBD
Listing Courtesy of SMART MLS / Listed By: Wendy Ryan, Brown Harris Stevens
$3,050,000 (USD)
Old Greenwich Area Single Family Home
Sold
2 Forest Avenue Old Greenwich, CT 06870
4 Bed
4 Baths
3134 sqft
Within close distance to the Village of Old Greenwich, Binney Park, Perrot Memorial Library, and the train, this special home has been lovingly restored and thoughtfully updated (see improvement list in documents). Built in 1875, it retains the charm and character of a period-style home while offering all the modern amenities for today's living. Highlights include a new kitchen, new baths, and a spacious primary bedroom with a large walk-in closet. Exterior improvements are equally impressive, featuring a new roof, cedar shingle siding done to match original pattern from 1875, an inviting front porch and three beautiful back decks 1st, 2nd & 3rd floors, all new utilities, plumbing, and electrical complete this exceptional offering. A must-see. 3rd fl. & L/L not included in sq footage
Listing Courtesy of GREENWICH MLS / BHHS New England Properties
$3,050,000 (USD)
Beach Area Single Family Home
Sold
1053 Fairfield Beach Road Fairfield, CT 06824
4 Bed
4 Baths
3283 sqft
Direct waterfront on premier Fairfield Beach with rare sandy frontage and sweeping, panoramic coastline views of the Long Island Sound. This sophisticated 3278sqft 4-bedroom residence offers an exceptional combination of elevation, privacy, and protection by two jetties. Extensively improved with over $400K in recent upgrades, the home is engineered for low-maintenance coastal luxury, featuring high-end Marvin coastal-grade windows and doors complemented by automated Alutech storm shutters [seamless protection at the touch of a button], while the property's low-maintenance composite decking and engineered protective berm ensure both superior flood resilience and effortless upkeep. Inside, the sun-filled open floor plan flows from a one-of-a-kind custom wood kitchen into dining and living areas, leading out to the expansive deck and a private path to the sand. Architectural highlights include 9ft+ ceilings, walls of glass, and a dramatic staircase. The primary wing is a private retreat with breathtaking water views, a personal balcony, and an updated bath. The floor plan includes a versatile upper-level suite that features wall-to-wall water views and a convenient half-bath-ideal for a guest wing, executive office, or fitness studio. A whole-house backup battery, smart home lighting, and a 1-car garage with parking for 8+ cars round out this rare offering. Enjoy the perfect blend of coastal technology and in-town convenience, just moments from the train and town center.
Listing Courtesy of SMART MLS / Listed By: Mikhail Faifman, William Raveis Real Estate
$3,000,000 (USD)
Greenfield Hill Area Single Family Home
Sold
1380 Old Academy Road Fairfield, CT 06824
4 Bed
6 Baths
3961 sqft
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,000,000 (USD)
Beach Area Single Family Home
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40 Fairfield Beach Road Fairfield, CT 06824
4 Bed
4 Baths
3476 sqft
Unobstructed views of Long Island Sound, a bespoke beach path steps from your front door & a heated, saltwater, gunite pool w/waterfall framed by seagrass & sky--your Hamptons retreat awaits, right here in Fairfield County. Exquisite renovation completed in 2025 w/a refined coastal palette & curated designer finishes, this home is flooded w/natural light & features a show-stopping chef's kitchen w/eat-in breakfast area, oversized quartz island & countertops, custom inset cabinetry, new Thermador appliances & butlers pantry all designed for effortless entertaining poolside or fireside on the screened in porch. Expansive living room & family room w/coffered ceiling, gas fireplace & French doors to the deck create seamless indoor/outdoor flow. Formal dining room w/stunning millwork & sun-filled windows offers a crisp, coastal backdrop for entertaining. Upstairs are 4 bedrooms including primary suite w/sweeping Sound views, tray ceiling, private balcony & separate his and hers walk-in closets. Spa like bath w/radiant heat marble floors, double vanities, soaking tub, marble shower & private WC. Finished 3rd fl offers flexible space for 5th bedroom, home office or add'l family room w/large deck & views for days. Oversized 4 car garage w/epoxy floor, Tesla charging & plenty of room for gym or loggia. Outside, your seaside oasis awaits w/heated, saltwater, gunite pool w/waterfall, mult seating areas, & lush professional landscaping. 1 mile to train & downtown FFLD. Beachside bliss.
Listing Courtesy of SMART MLS / Listed By: Kate Cacciatore, Fairfield/Southport
$3,000,000 (USD)
Greenwich Area Multi-Family Home
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16 Orchard Place Greenwich, CT 06830
Bed
0 Baths
5900 sqft
This multi-family home has two oversized units, both with open floor plans, well-proportioned rooms and gourmet kitchens that flow easily to the breakfast areas with sliding doors that lead to the outdoor space. Family rooms, living and dining areas are easily accessed from the kitchens. Large primary bedrooms and finished lower level add to the spacious units. The close proximity to the train, beaches, parks and Greenwich Avenue, known for its shops and restaurants, are just a bonus.
Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$3,000,000 (USD)
Greenwich Area Multi-Family Home
Sold
Address Not Disclosed Greenwich, CT 06830
9 Bed
10 Baths
5900 sqft
This Multi-family home has two oversized units, Both with open floor plans, well proportioned rooms and gourmet kitchens that flow easily to the breakfast areas with sliding doors that lead to the outdoor space. Family rooms, living and dining areas are easily accessed from the kitchen. Large primary bedrooms and finished lower level add to the spacious units. The close proximity to the train, beaches, park and Greenwich Ave ,know for its shops and restaurants.
Listing Courtesy of SMART MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
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203-244-2900
