20 Gray Squirrel Dr New Canaan, CT, 06840

single family home
$ 1,995,000 For Sale Coming Soon Sep 10, 2026
  • 4 beds
  • 3 baths
  • 3,530 sq ft
  • 2.1 acres
  • 1966 year built
  • 2 cars garage

About the 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.

Rooms & Interior

4 bedrooms beds
2 full + 1 half baths
3,530 square feet sq ft

Room Details

  • Family Room (Main Level) Fireplace, Hardwood Floor
  • Dining Room (Main Level) Hardwood Floor
  • Kitchen (Main Level) Breakfast Bar, Built-Ins, Dining Area, Wet Bar, Island
  • Den (Main Level) Fireplace, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Primary Bedroom (Upper Level) Full Bath, Stall Shower, Whirlpool Tub, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Living Room (Main Level) Hardwood Floor
  • Other Rooms Bonus room, Exercise room, Laundry room, Mud room, Workshop

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Appliances

  • Gas cooktop
  • Wall oven
  • Microwave
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Storage space
  • Pull-down stairs

Basement

  • Full
  • Sump pump
  • Storage
  • Garage access
  • Interior access
  • Partially finished

Laundry

  • Main level

Exterior Features

  • Barn
  • Deck

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Lot Details

  • Lot surface: 2.1 acres
  • Some wetlands
  • Lightly wooded
  • Treed
  • Level lot

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Library
  • Park
  • Playground/tot lot
  • Shopping/mall
  • Tennis courts

Construction Details

Style
colonial

Construction year
1966

Exterior Siding
shingle, wood

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Talmadge Hill neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Coming soon
Listing date September 10, 2026
List price $ 1,995,000
Current price $ 1,995,000
Tax amount $ 20,440
Tax year july 2026-june 2027
MLS ID #24203948
List Agent Robin Halsey
Co-List Agent Meg Douglas
List Office Compass Connecticut, LLC
Co-List Office compass connecticut, llc

20 Gray Squirrel Drive Home Photos

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