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20 Gray Squirrel Drive, New Canaan, CT 06840

Single Family For Sale

$1,995,000
$565/sqft
20 Gray Squirrel Drive, New Canaan, CT
Coming Soon
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4
Bedrooms
3
Bathrooms
3,530
Sq Ft
2.1
Acres
1966
Year Built

About This Home

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.

Listed by Robin Halsey (913) 530-4367 with Compass Connecticut, LLC (203) 423-3100

Listing Snapshot

Price $1,995,000 Days on Our Site 4 days
Property Tax $20,440/yr Style Colonial
Year Built 1966 Total Sq Ft 3,530
Lot Size 2.1 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 10 Half Baths 1

Key Features

Appliances
  • Gas Cooktop
  • Wall Oven
  • Microwave
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Barn
  • Deck
Nearby
  • Golf Course
  • Library
  • Park
  • Playground/Tot Lot
  • Shopping/Mall
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 318 sq ft

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Central Air
Hot Water Oil, Domestic
Water Private Well
Sewer Septic

Schools

Elem South
Middle Saxe Middle
High New Canaan

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,703/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 10, 2026 Listed $1,995,000

Frequently Asked Questions

How much does 20 Gray Squirrel Drive in New Canaan, CT cost?
This property is listed at $1,995,000, which works out to $565 per square foot.
How many bedrooms does 20 Gray Squirrel Drive have?
This home has 4 bedrooms and 3 bathrooms.
What is the square footage of 20 Gray Squirrel Drive?
The home is 3,530 square feet, situated on 2.1 acres.
When was 20 Gray Squirrel Drive in New Canaan built?
This property was built in 1966.
Is 20 Gray Squirrel Drive, New Canaan, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 20 Gray Squirrel Drive, New Canaan in?
This home is served by the New Canaan public school system, with South as the elementary school and New Canaan as the high school.
How do I schedule a tour of 20 Gray Squirrel Drive, New Canaan, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Robin Halsey · (913) 530-4367

Compass Connecticut, LLC · (203) 423-3100

MLS# 24203948 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 11, 2026 10:24 PM UTC