Home / Recently Sold / New Canaan
Closed · For Sale
$2,995,000
105 White Oak Shade Road, New Canaan, Connecticut 06840
4 beds 4 baths 3,744 sq ft Single Family For Sale Built 1850

About this 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.

Status
Closed
Type
Single Family For Sale
Price
$2,995,000
Beds
4
Baths
4
Interior
3,744 sq ft
Lot
1.26 ac
Year Built
1850
MLS #
24157134
ZIP
06840
Days on Market
5
Heat
Oil · Hot Air
Cooling
Central Air
Water
Public Water Connected
Sewer
Septic
Parking
Detached Garage, Driveway (2-car)
Laundry
Main Level

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
South
Middle / Jr High
Saxe Middle
High School
New Canaan

Taxes

Property tax
$18,352 (July 2025-June 2026)
Assessed value
$1,099,560

Interior

Appliances
Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Electric Dryer, Wine Chiller
Basement
Full, Unfinished, Sump Pump, Storage, Interior Access, Concrete Floor
Attic
Heated, Storage Space, Floored, Walk-In
Fireplaces
3
Total rooms
14

Building & Exterior

Style
Colonial, Antique
Roof
Asphalt Shingle
Siding
Clapboard
Exterior features
Porch-Wrap Around, Wrap Around Deck, French Doors, Patio, Grill, Shed, Porch, Garden Area, Stone Wall, Underground Sprinkler
Foundation
Concrete, Stone
Pool
Heated, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
1AC
Lot
Fence - Partial, Lightly Wooded, Level Lot, Professionally Landscaped, Rolling

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-04-30Sold — $3,500,000 asked $2,995,000 (this listing)MLS 24157134

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1850
Living area3,744 sq ft
Total rooms10
Lot size1.26 acres
Stories2
HeatForced Hot Air
ExteriorClapboards
Assessed value$1,099,560
Town appraisal$1,570,800
Last recorded sale2003 — $1,245,000
Listing courtesy of Brown Harris Stevens — Daniel McCamblau · (203) 221-0666

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