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$3,900,000
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Danbury Area Single Family Home

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151-155 Long Ridge Road Danbury, CT 06810

4 Bed
7 Baths
6824 sqft
MLS# 888972
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ROADSIDE – A Storied 53-Acre Private Estate in Fairfield County, CT

Escape to your own private nature retreat at ROADSIDE, an extraordinary 53.44-acre country estate blending historic charm and modern luxury, just 90 minutes from Manhattan and 1.5 miles from the Redding train station. This rare legacy property offers unparalleled privacy, provenance, and polish—ideal for equestrians, creatives, collectors, and those seeking an exceptional lifestyle sanctuary where inner peace meets outer glow.

Originally built in 1710 and masterfully reimagined in the early 1900s, the meticulously maintained 5,200+ sq ft Colonial farmhouse features 4 bedrooms, 4 full bathrooms, and 3 half baths across three levels of living space. Period details including wide plank floors, six fireplaces, and custom millwork pair beautifully with modern comforts.

The heart of the home is the expansive chef’s kitchen with a dramatic double-sided fireplace that flows into sun-drenched gathering rooms and a glass-wrapped solarium. The luxurious primary suite offers dual spa-like bathrooms, a dressing room, and a private sitting area overlooking the grounds.

One of the most striking spaces is the dream library, complete with a cozy fireplace, intricate built-ins, and a stunning mezzanine loft above—perfect for book lovers, creatives, or remote professionals seeking a peaceful and inspiring work-from-home haven.

The partially finished walk-out lower level includes a media/game room, fitness space, and an impressive 500-bottle wine room. Every corner of the home is designed for comfort, sophistication, and timeless entertaining.

Surrounded by fencing, gated entries, and professional landscaping, the estate is a fully self-contained world. Wander through 2+ miles of groomed trails with electricity throughout—ideal for future equestrian lighting or nature-inspired enhancements. A scenic aerated lily pond, stone bridge, and gentle brook accentuate the estate’s park-like setting.

Outdoor living is elevated with a heated Gunite pool, pergola, gazebo, and a fully equipped outdoor kitchen. Enjoy vibrant fruit orchards, cutting gardens, vegetable beds, and expansive lawns—ideal for recreation, events, or simply reconnecting with nature.

A detached 3-car garage, 3-stall barn with electric and water, and open land provide exceptional lifestyle flexibility: add a tennis court, solar field, guest house, or equestrian amenities. Zoned RA40 and buffered by woodlands, this is a canvas for self-sustaining living or visionary development.

Located on Long Ridge Road, a designated scenic country road with a rich cultural history, this peaceful haven is moments from Candlewood Lake, Waubeeka Lake, Moses Mountain, Tarrywile Park, downtown Danbury, and I-84.

Whether you're a New Yorker seeking a weekend escape, a West Coast buyer craving Northeast charm, or a collector of legacy estates, ROADSIDE is a one-of-a-kind opportunity to own a premier estate in Fairfield County.
Listing by: ONEKEY / Coldwell Banker Realty / Chelsea Stinson
$3,900,000
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Starr'S Plain Area Single Family Home

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155 Long Ridge Road Danbury, CT 06810

4 Bed
7 Baths
5824 sqft
MLS# 24083893
Virtual Tour
ROADSIDE - A Storied 53-Acre Private Estate in Fairfield County CT Escape to your own private nature retreat at ROADSIDE, a rare 53-acre country estate just 90 minutes from Manhattan. This legacy property blends historic charm with modern luxury in a setting that feels worlds away-yet is 1.5M from the Redding train station and the cultural vibrancy of Fairfield County. Set within a fully fenced, surveillance and professionally manicured landscape, this estate offers: A Private Natural Sanctuary: Meandering trails, a stone bridge, an aerated lily pond, a stream wind through your own personal private woodland reserve plus 2 M of groomed trails. Electricity is available throughout the trail system-ideal for future enhancements such as equestrian trail lighting. A Modernized Historic Home: Originally built in 1710 and reimagined in the early 1900s, the farmhouse-colonial has been meticulously updated with six fireplaces, a double-sided chef's kitchen, and a luxurious primary suite with dual baths and a sunroom. 500 bottle Wine Room. Outdoor Living at Its Finest: A heated gunite pool, outdoor kitchen, pergola & gazebo overlook sweeping vistas. The four-season landscape includes fruit orchards, cutting gardens, and vegetable beds. Flexible Lifestyle Potential: With a detached barn, three-car garage, and ample space for a guest house, tennis court, or livestock, this is a dream property for equestrians, hobby farmers, or those seeking a self-sustaining lifestyle.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kathleen "Katie" Harrison
$3,795,000
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Village Center Area Single Family Home

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304 Main Street Ridgefield, CT 06877

9 Bed
11 Baths
5285 sqft
MLS# 24097799
One of the most coveted addresses in Ridgefield CT... "the house on the corner of Main & Market". This historic, fully renovated 7600+sf, 9 bedroom, 11 bath home is a true town treasure. Located on 1.24 stunning acres in the heart of downtown Ridgefield, complete w/ a breathtaking, heated salt-water pool & perennial gardens, this exquisite property is one of only 12 homes w/ a front row seat to everything that makes Ridgefield repeatedly ranked CT's #1 town. The iconic Memorial Day Parade marches right past your door & the Holiday Stroll horse & carriage rides can be viewed from your living room window! This spectacular home provides a spacious yet comfortable layout conducive to both gracious entertaining & family gatherings. Rare for a home of this grandeur, each room is more inviting than the next w/ the heart of the home being the open kitchen/living/dining combination great room w/ multiple french doors opening to your 710sf wraparound veranda. Walk to shops, museums, restaurants, galleries, concerts in the park, The Playhouse, Prospector Theater, ACT & everything CT's 1st designated Cultural District has to offer! Feeling inspired?... With 9 large ensuite bedrooms, incl. an in-law/au pair suite, approvals are in place for an 8 BR B&B! The possibilities are endless!!! This masterpiece of a home is meant to be lived in, loved & celebrated. With a long line of notable owners, the next stewards of this historic estate will undoubtedly be honored to call this home their own!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sarah Patterson
$3,750,000
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Saybrook Point Area Single Family Home

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175 North Cove Road Old Saybrook, CT 06475

4 Bed
5 Baths
3518 sqft
MLS# 24090901
Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant well-proportioned rooms, ideal for entertaining. The formal living room and dining room, each with their own fireplace, offers the perfect balance of relaxed & refined. The Chef's kitchen with a casual dining area centered around the fireplace is perfect everyday gatherings and the sunroom, with floor to ceiling windows, allows interior spaces to blend beautifully with the natural surroundings. The first floor primary suite serves as your own private sanctuary. The upper level features a second primary suite & two guest bedrooms...where every detail has been considered. Woven into this magical landscape is a lovely blue stone terrace, an in-ground pool & enchanting pool house, surrounded by colorful hydrangeas and stately trees that adorn the property. Recognized as a significant property by the National Register of Historic Homes, The Black Horse Tavern stands as a testament to the enduring legacy of North Cove. Whether you set sail from your own private dock, unwind by the pool, or simply savor the serenity of the cove, schedule your private showing today & embark on the journey of a life.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kyle Hinding