Historic craftsmanship modern luxury
Escape to your own private retreat at Roadside, an extraordinary 53-acre country estate nestled in Fairfield County, Connecticut.
Originally built in 1710 and masterfully restored, Roadside blends timeless New England architecture with today’s finest comforts - perfect for both intimate gatherings and grand entertaining.
This magnificent property has a fascinating history, once owned by 1920s playwright and Broadway director Rachel Crothers.
53.44
Acres
5,850
Square feet
$3.9M
List price
ROADSIDE
Estate highlights
Experience wide plank floors, six fireplaces, and custom millwork within this Colonial farmhouse - featuring 4 bedrooms, 4 full bathrooms, and 3 half baths across three levels of living space.
The chef’s kitchen features a bespoke La Canche range with a fireplace that flows into sun-drenched gathering rooms. A walk-out lower level offers a gym room and a 500-bottle wine cellar - while the grand library includes a fireplace, built-ins, and a mezzanine loft perfect for work or reflection.
Outside, enjoy a 2-mile lit trail, sweeping stone walkways, gardens, tranquil streams, and a lily pond reflecting the forest beyond.
Heated Gunite Pool
Bluestone Patio
Classic Barn
Private Lit Trails
Whole House Generator
Heated 3-Car Garage
Three Wells & Water Softener
Pergola & Gazebo
Smart Home Integration
16-Camera Security Center
4 Bedrooms
4 Full Bathrooms
3 Half Baths
8-Zone HVAC
Chef's Kitchen La Canche
Library with 2-Story Ceiling
Wide Plank Wood Flooring
6 Fireplaces
500-Bottle Wine Room
Marble Heated Bathroom Floors
155 Long Ridge Road, Danbury, CT 06810
roadside country estate
roadside country estate
roadside country estate
roadside country estate
roadside country estate
CHELSEA STINSON
Find your dream home
Chelsea Stinson is a dual-licensed real estate agent in New York and Connecticut, specializing in luxury homes and estate properties. Backed by Coldwell Banker Global Luxury, she pairs local insight with trusted expertise to guide high-end clients.
Known for her professionalism, discretion, and strategic guidance, Chelsea offers a personalized approach from start to finish.
“Chelsea helped us find our dream home and made buying an upscale property feel stress-free."
Chelsea Stinson
Coldwell Banker Realty
License #: 0816914
FLOOR PLAN
Roadside Estate Floor Plan Lower Level
Roadside Estate Floor Plan Lower Level
Roadside Estate Floor Plan Main Level
Roadside Estate Floor Plan Main Level
Roadside Estate Floor Plan Upper Level
