105 White Oak Shade Rd New Canaan, CT, 06840

single family home
$ 2,995,000 For Sale Active Mar 3, 2026
  • 4 beds
  • 4 baths
  • 3,744 sq ft
  • 1.26 acres
  • 1850 year built
  • in ground pool
  • 2 cars garage

About the Home

Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

Rooms & Interior

4 bedrooms beds
3 full + 1 half baths
3,744 square feet sq ft

Room Details

  • Den (Main Level) Remodeled, Beams, Built-Ins, Dry Bar, Wide Board Floor
  • Office (Upper Level) Remodeled, Walk-In Closet, Wide Board Floor, On 3rd Floor
  • Dining Room (Main Level) Remodeled, Beams, Built-Ins, Fireplace, French Doors, Wide Board Floor
  • Family Room (Main Level) Remodeled, Beams, French Doors, Wide Board Floor
  • Sun Room (Main Level) Remodeled, Slate Floor
  • Office (Other Level) Skylight, 9 ft+ Ceilings
  • Living Room (Main Level) Remodeled, Beams, Fireplace, French Doors, Wide Board Floor
  • Primary Bedroom (Upper Level) Remodeled, Beams, Fireplace, Full Bath, Walk-In Closet, Wide Board Floor
  • Bedroom (Upper Level) Remodeled, Wide Board Floor
  • Kitchen (Main Level) Beams, Built-Ins, Half Bath, Island, Wide Board Floor
  • Rec/Play Room (Upper Level) Remodeled, Built-Ins, Wide Board Floor, On 3rd Floor
  • Bedroom (Upper Level) Remodeled, Beams, Wide Board Floor
  • Bedroom (Upper Level) Remodeled, Wide Board Floor, On 3rd Floor
  • Eat In Kitchen (Main Level) Remodeled, Beams, Built-In Hutch, Dining Area, French Doors, Wide Board Floor
  • Other Rooms Laundry room, Mud room

Home Features

Heating

  • Fireplaces: 3
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Auto garage door opener
  • Cable - available
  • Security system

Appliances

  • Gas range
  • Oven/range
  • Microwave
  • Range hood
  • Refrigerator
  • Freezer
  • Dishwasher
  • Washer
  • Electric dryer
  • Wine chiller

Home Automation

  • Security system
  • Thermostat(s)

Attic

  • Heated
  • Storage space
  • Floored
  • Walk-in

Basement

  • Full
  • Unfinished
  • Sump pump
  • Storage
  • Interior access
  • Concrete floor

Laundry

  • Main level

Exterior Features

  • Porch-wrap around
  • Wrap around deck
  • French doors
  • Patio
  • Grill
  • Shed
  • Porch
  • Garden area
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 2
  • Detached garage
  • Driveway

Swimming Pool

  • Heated
  • In ground pool

Lot Details

  • Lot surface: 1.26 acres
  • Fence - partial
  • Lightly wooded
  • Level lot
  • Professionally landscaped
  • Rolling

Driveway

  • Asphalt
  • Crushed stone

Utilities

  • Water: public water connected
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Health club
  • Library
  • Park
  • Playground/tot lot
  • Private school(s)
  • Public transportation
  • Shopping/mall

Construction Details

Style
colonial, antique

Construction year
1850

Exterior Siding
clapboard

Foundation
concrete, stone

Roof
asphalt shingle


Area & Town

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

Finance & Listing Info

Status Active
Listing date March 03, 2026
List price $ 2,995,000
Current price $ 2,995,000
Tax amount $ 18,352
Tax year july 2025-june 2026
MLS ID #24157134
List Agent Daniel McCamblau
List Office Brown Harris Stevens

105 White Oak Shade Road Home Photos

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