Home / Recently Sold / New Canaan
Closed · For Sale
$2,760,000
Asked $2,495,000 · Sold 2025-10-15

105 White Oak Shade Road, New Canaan, Connecticut 06840

4 beds 4 baths 3,744 sq ft Single Family For Sale Built 1850
🎦 Virtual tour

About this home

This Old (New) Smart House! No detail has been overlooked in this beautiful antique home, completely restored with grace and charm at every turn. From the eat-in kitchen with walnut island, soapstone countertops, and authentic English hardware, to the cozy and comfortable layout of the indoor and outdoor spaces, you'll feel right at home here. The family room flows into living and sunroom, with formal dining room, library and powder room on the main floor. Four+ bedrooms plus two offices and 3 baths on the upper levels, all recently refurbished. The wraparound porch and painted latticework is reminiscent of the lovely Charleston/New Orleans charisma that carries through the interiors, with a carefully curated fresh take on historic paint colors, moldings, flooring and decor. The outdoor kitchen with built-in Weber grill and wood-burning fieldstone fireplace, surrounded by Connecticut bluestone patio make for an all-season getaway right outside the back door. The freeform pool and surrounding patio and landscaping make a sunny oasis to soak up the good life!

Status
Closed
Type
Single Family For Sale
Price
$2,760,000
Beds
4
Baths
4
Interior
3,744 sq ft
Lot
1.26 ac
Year Built
1850
MLS #
24108491
ZIP
06840
Days on Market
3
Heat
Oil · Hot Air
Cooling
Central Air
Water
Public Water Connected
Sewer
Septic
Parking
Detached Garage (2-car)
Flood Zone
No

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, Dishwasher, Washer, Electric Dryer
Basement
Full, Unfinished, Sump Pump, Concrete Floor
Attic
Partially Finished, Walk-up
Fireplaces
1
Total rooms
10

Building & Exterior

Style
Antique
Roof
Asphalt Shingle
Siding
Clapboard
Foundation
Block, Stone
Pool
In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
1AC
Lot
Corner Lot, Lightly Wooded, Sloping Lot

What's nearby

Grocery
Walter Stewart's Market1.35 mi away
Also nearby
Acme1.37 mi away
Pharmacy
Walgreens1.21 mi away
Train
New Canaan Station1.27 mi awayMetro-North Railroad
Elementary
South
Middle
Saxe Middle
High school
New Canaan
~0.9 miWalter Stewart's Market — 1.35 miAcme — 1.37 miWalgreens — 1.21 miNew Canaan — 1.27 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

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 $2,995,000MLS 24157134
2025-10-15Sold — $2,760,000 asked $2,495,000 (this listing)MLS 24108491

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

Recorded sales

Deed transfers on file with the New Canaan land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of William Raveis Real Estate — Kelly Defrancesco · (203) 966-3555

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