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.
For sale
$3,900,000
151-155 Long Ridge Road, Danbury, CT 06810
4beds
6,824sqft
Est.:
Single Family Residence, Residential
Built in 1925
53.44 Acres Lot
$-- Zestimate®
$572/sqft
$-- HOA
What's special
Cozy fireplaceStunning mezzanine loftGentle brookScenic aerated lily pondDramatic double-sided fireplaceExpansive lawnsDream library
- 161 days |
- 1,453 |
- 91 |
Zillow last checked: 8 hours ago
Listing updated: October 21, 2025 at 12:03am
Listed by:
Chelsea Stinson 860-983-5947,
Coldwell Banker Realty 914-997-0097
Source: OneKey® MLS,MLS#: 888972
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 4
- 1/2 bathrooms: 3
Primary bedroom
- Description: En-Suite, With Sitting Room, Juliette Balcony, Gas Log Fireplace, Walk in Closets with Built-In's
- Level: Second
Bedroom 2
- Description: Full Bath, Hardwood Floors
- Level: Second
Bedroom 3
- Description: Bedroom Suite, Dressing Room, Full Bath, Hardwood Floor, Sitting Room
- Level: Second
Bedroom 4
- Description: Wideboard Floor
Other
- Description: Sun Room, Gathering Space, French Doors, Softwood Floor
- Level: First
Den
- Description: Hearth Room, Gas log Fireplace, Wide-Board Wood Floor
- Level: First
Den
- Description: "Library", Built-In Book Shelves, Gas Log Fireplace, Half Bath
- Level: First
Dining room
- Description: Natural Light, Hardwood Floors
- Level: First
Exercise room
- Description: Finished Workout, Bonus Room
- Level: Lower
Kitchen
- Description: Eat In Kitchen, Double Sided Chef's Kitchen, Granite Countertops, Half Bath, Bay Window, Breakfast Nook, Built-ins
- Level: First
Living room
- Description: Balcony/Deck, Gas Log Fireplace, French Doors, Hardwood Floors
- Level: First
Loft
- Description: Mezzanine of Library, Gas Log Fireplace, Wide Board Floor
- Level: Second
Heating
- Hot Air, Propane
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
- Laundry: In Basement, Laundry Room
Features
- Breakfast Bar, Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Granite Counters, Natural Woodwork, Open Kitchen, Soaking Tub
- Flooring: Hardwood
- Basement: Finished,Full,Storage Space,Walk-Out Access
- Attic: Full,Stairs,Walkup
- Number of fireplaces: 6
- Fireplace features: Bedroom, Family Room, Gas, Living Room
Interior area
- Total structure area: 6,824
- Total interior livable area: 6,824 sqft
Video & virtual tour
Property
Parking
- Total spaces: 24
- Parking features: Garage, Private
- Garage spaces: 6
Features
- Levels: Three Or More
- Patio & porch: Covered, Deck, Patio, Porch, Terrace
- Exterior features: Fire Pit, Garden, Gas Grill, Juliet Balcony, Lighting
- Has private pool: Yes
- Pool features: Electric Heat, In Ground
- Fencing: Perimeter
- Has view: Yes
- View description: Mountain(s), Panoramic, Skyline, Trees/Woods, Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Pond, Stream
Lot
- Size: 53.44 Acres
- Features: Garden, Landscaped, Private, See Remarks, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall, Views
- Residential vegetation: Partially Wooded
Details
- Additional structures: Barn(s), Garage(s), Workshop
- Parcel number: 81547
- Special conditions: None
- Other equipment: Fuel Tank(s), Generator, Irrigation Equipment, Pool Equip/Cover
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Estate
- Property subtype: Single Family Residence, Residential
- Attached to another structure: Yes
Materials
- Cedar, Clapboard, Shake Siding, Stone
- Foundation: Concrete Perimeter, Stone
Condition
- Updated/Remodeled
- Year built: 1925
Utilities & green energy
- Sewer: Septic Tank
- Utilities for property: Propane, Underground Utilities
Community & HOA
Community
- Security: Security Gate, Security System, Smoke Detector(s), Video Cameras
HOA
- Has HOA: No
Location
- Region: Danbury
Financial & listing details
- Price per square foot: $572/sqft
- Annual tax amount: $28,165
- Date on market: 7/18/2025
- Cumulative days on market: 161 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 9/10/2025 | Price change | $3,900,000-22%$572/sqft |
Source:  OneKey® MLS #888972 Report a problem | ||
| 7/18/2025 | Listed for sale | $5,000,000$733/sqft |
Source: OneKey® MLS #888972 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$26,119/mo
Principal & interest
$19261
Property taxes
$5493
Home insurance
$1365
Climate risks
Neighborhood: 06810
Nearby schools
GreatSchools rating
- 4/10Shelter Rock SchoolGrades: K-5Distance: 4.4 mi
- 3/10Rogers Park Middle SchoolGrades: 6-8Distance: 3.5 mi
- 2/10Danbury High SchoolGrades: 9-12Distance: 6 mi
Schools provided by the listing agent
- Elementary: Contact Agent
- High: Contact Agent
Source: OneKey® MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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