About 20 Gray Squirrel Drive
Privately set at the end of a quiet cul-de-sac, this classic Colonial offers exceptional privacy, beautifully proportioned living spaces and a one-of-a-kind detached barn on a level 2-acre lot. The 4-bedroom home features a warm, timeless floor plan designed for both everyday living and entertaining. An open foyer leads to an inviting living room with built-in bookshelves and window seating, while the cozy den is ideal for work or study. A dedicated dining room, eat-in kitchen and sun-filled breakfast nook flow seamlessly to the patio and private backyard. The family room is filled with natural light and anchored by one of two first-floor fireplaces. Upstairs, the spacious primary suite features a large bath and oversized walk-in closet, along with three additional bedrooms and a full bath. The lower level offers flexible space and future potential. The true bonus feature is the detached barn, built in 2019 with workshop and finished living space. From an entertaining space to artist's studio, home office, gardening retreat or workshop, the possibilities are endless. Together, the cul-se-sac location, private setting, traditional layout, plus barn create something truly special.
Features of 20 Gray Squirrel Drive
| MLS® # | 24203948 |
|---|---|
| Price | $1,995,000 |
| Bedrooms | 4 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 3,530 |
| Acres | 2.10 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 20 Gray Squirrel Drive |
|---|---|
| Area | N/A |
| City | New Canaan |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06840 |
Amenities
| Parking | Attached Garage |
|---|---|
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Appliances | Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer |
|---|---|
| Heating | Hot Water, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Has Basement | Yes |
| Basement | Full, Sump Pump, Storage, Garage Access, Interior Access, Partially Finished |
Exterior
| Exterior | Shingle, Wood |
|---|---|
| Exterior Features | Barn, Deck |
| Lot Description | Some Wetlands, Lightly Wooded, Treed, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | South |
|---|---|
| Middle | Saxe Middle |
| High | New Canaan |
Additional Information
| Date Listed | September 11th, 2026 |
|---|---|
| Days on Market | 15 |
| Zoning | 2AC |
| RE / Bank Owned | No |
Listing Details
| Office | Compass Connecticut, LLC |
|---|