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.
6,824 Sq Ft
53.44 Private Acres Exterior Space
Single Family Home
$28,165 Annual Tax
Built in 1925
MLS/Listing ID 888972
Wine Refrigerator
Stainless Steel Appliance(s)
Refrigerator
Laundry Room
Lot - Garden
Lot - Landscaped
Lot - Private
Lot - Stone/Brick Wall
Lot - Views
Parking - Garage
Parking - Private
Covered
Deck
Patio
Style - Colonial
Style - Estate
Construction - Cedar
Microwave
Gas Range
Perimeter
Lighting
Juliet Balcony
Gas Grill
Garden
Balcony
Cooling - Zoned
Cooling - Central Air
Construction - Stone
Construction - Shake Siding
Construction - Clapboard
Stone
Heating - Propane
Breakfast Bar
Built-in Features
Chef's Kitchen
Crown Molding
Eat-in Kitchen
Granite Countertops
Open kitchen
Soaking Tub
Walk-in Closets
Wet Bar
In Basement
Bedroom Fireplace
Family Room Fireplace
Gas Fireplace
Living Room Fireplace
Hardwood
Concrete Perimeter
Stream
Pond
Water View
Trees Woods View
Skyline View
Panoramic View
Mountains View
Pool - Inground
Pool - Electric Heat
Terrace
Porch
Listing Courtesy of COLDWELL BANKER REALTY, CHELSEA STINSON - 860-983-5947
Source of Data: ONEKEY MLS
TOTAL MONTHLY COST
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