Active Under Contract
Single family home for sale at 20 Gray Squirrel Dr, New Canaan, CT 06840 | MLS# 24203948 | Listing updated on 2026-09-25
Photo 1 of Single family home for sale at 20 Gray Squirrel Dr, New Canaan, CT 06840 | MLS# 24203948 | Listing updated on 2026-09-25
Photo 2 of Single family home for sale at 20 Gray Squirrel Dr, New Canaan, CT 06840 | MLS# 24203948 | Listing updated on 2026-09-25
Photo 3 of Single family home for sale at 20 Gray Squirrel Dr, New Canaan, CT 06840 | MLS# 24203948 | Listing updated on 2026-09-25
Photo 4 of Single family home for sale at 20 Gray Squirrel Dr, New Canaan, CT 06840 | MLS# 24203948 | Listing updated on 2026-09-25
36+
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Street View

$1,995,000

Monthly Est:$9,930

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,530sqft

20 Gray Squirrel Dr, New Canaan, CT 06840

$9,930/moEst:

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  • 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 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    New Canaan

  • 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

DateEventPrice

09/25/2026

Source: mls_logoSMART MLS-CT #24203948

Contingent (Active Under Contract)

$1,995,000

$565/sqft

09/17/2026

Source: mls_logoSMART MLS-CT #24203948

Listed for Sale

$1,995,000

$565/sqft

09/11/2026

Source: mls_logoSMART MLS-CT #24203948

Coming Soon

$1,995,000

$565/sqft

Nearby Homes

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.

Advertising Broker: Derek Greene | The Greene Realty Group