216 White Oak Shade Rd New Canaan, CT, 06840

single family home
$ 1,625,000 Sold Aug 22, 2025
153 days on market, 95% sale-to-list ratio
  • 4 beds
  • 4 baths
  • 2,404 sq ft
  • 1840 year built
  • 2 cars garage

About the Home

Experience the perfect blend of historic charm and modern living in this beautifully renovated 1840 home, ideally located in one of the most desirable in-town neighborhoods. Fully restored in 2013, this classic New England property features timeless architectural details alongside thoughtful updates throughout. Step inside to find sun-filled rooms, warm hardwood floors, and high-end finishes that create a welcoming and sophisticated atmosphere. The updated kitchen boasts premium appliances, custom cabinetry, and a seamless flow into the living and dining areas-ideal for both everyday living and entertaining. With three finished levels, this home offers four spacious bedrooms, including a versatile lower-level suite perfect for guests, a home office, or au pair quarters. Bonus spaces on the lower and third floors provide flexibility for a gym, media room, or playroom. Enjoy outdoor living in the professionally landscaped yard with a private stone patio and a stunning outdoor fireplace-perfect for morning coffee or evening gatherings. A charming two-story red barn adds additional storage or workshop potential. Explore the vibrant downtown, featuring upscale shops and diverse dining options, or take a walk to nearby Waveny Park with its scenic trails and expansive green spaces. Situated in a top-rated school district and close to two train stations, this turnkey property seamlessly blends historic charm with modern convenience.

Rooms & Interior

4 bedrooms beds
3 full + 1 half baths
2,404 square feet sq ft

Room Details

  • Kitchen (Main Level) Remodeled, Built-Ins, Island, Hardwood Floor
  • Living Room (Main Level) Built-Ins, Combination Liv/Din Rm, Hardwood Floor
  • Family Room (Lower Level) Fireplace, Hardwood Floor
  • Primary Bedroom (Main Level) Fireplace, Walk-In Closet, Hardwood Floor
  • Bedroom (Lower Level) Full Bath, Wall/Wall Carpet
  • Bedroom (Upper Level) Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot air
  • Heat fuel type: propane
  • Fuel tank: in ground

Cooling

  • Central air

Interior Features

  • Cable - available
  • Open floor plan

Appliances

  • Gas range
  • Microwave
  • Range hood
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Basement

  • Full
  • Fully finished
  • Liveable space
  • Full with walk-out

Laundry

  • Lower level

Energy Features

  • Generator

Exterior Features

  • Barn
  • Gutters
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Barn
  • Paved

Lot Details

  • Lot surface: 0.48 acres
  • Dry
  • Cleared

Utilities

  • Water: public water connected
  • Sewage: septic

Construction Details

Style
colonial, antique

Construction year
1840

Exterior Siding
clapboard

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 Closed
Listing date August 22, 2025
Closed date January 22, 2026
Days on market 153 days
List price $ 1,695,000
Close price $ 1,625,000
Sale-to-list ratio 95%
Tax amount $ 15,409
Tax year july 2025-june 2026
Financing used Conventional fixed
MLS ID #24121202
List Agent Derek Greene
List Office Derek Greene

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