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- Property Details
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- HOA Management
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Street View
$1,995,000
Monthly Est:$9,930
4 Beds
- 3 Baths
2 full baths + 1 half bath
3,530sqft
20 Gray Squirrel Dr, New Canaan, CT 06840
$1,995,000
$9,930/moEst:
Get Pre-Approved
Single Family Residence
Built in 1966
$-- HOA
2.1 acres lot
$565/sq.ft
Description
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.
- Houzeo last checked: 2 hours ago
- Listing updated: September 25, 2026 at 10:02 pm
- Listing Provided by: Robin Halsey | Compass Connecticut, LLC
- Source: SMART MLS-CT | MLS#: 24203948

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1966
HOA Fees
-
Finished Area
3,530 sqft
Lot Size
2.1 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24203948
MLS Status
Under Contract - Continue to Show
Days on Market
26

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Heating
Hot Water, Oil
Sewer
Septic
Appliances
Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer
Exterior Features
Barn, Deck
Cooling
Central Air
Construction
Year Built
Year Built: 1966
Home type
Single Family Residence
Foundation Details
Concrete
Roof
Asphalt Shingle
Architectural Style
Colonial
Utilities & Energy
Water Source
Private Well
Laundry Features
Main Level
Basement
Full, Sump Pump, Storage, Garage Access, Interior Access, Partially Finished
Parking Features
Attached Garage
Other Features
Subdivision Name
N/a
Lot Features
Some Wetlands, Lightly Wooded, Treed, Level Lot
Price History
| Date | Event | Price |
|---|---|---|
09/25/2026 Source: | Contingent (Active Under Contract) | $1,995,000 $565/sqft |
09/17/2026 Source: | Listed for Sale | $1,995,000 $565/sqft |
09/11/2026 Source: | Coming Soon | $1,995,000 $565/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 11:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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