27 White Oak Shade Lane
New Canaan, Connecticut 06840
- Beds
- 4
- Baths
- 3
- SqFt
- 2,478
- Acres
- 0.57
- Year Built
- 1948
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on charming White Oak Shade Lane, this spacious expanded saltbox features four-bedrooms, three full baths and offers space, privacy, and a location few properties can match. Downtown New Canaan and Darien are each a short drive away, along with convenient access to the train and parkway. Inside, generous room proportions and a practical floor plan support both comfortable living and flexible entertaining. The primary bedroom serves as a private retreat with a full bath and large closet, while three additional bedrooms offer flexibility for family, guests, or a home office all supported by a generously sized hall bath. Outside, the half-acre grounds offer a large bluestone terrace in addition to ample room to cultivate a garden, enjoy a playdate, or expand the current footprint; a canvas ready for its next owner's vision. The cul-de-sac setting invites fun neighborhood events and means minimal traffic and privacy, a combination that's increasingly hard to find in such a central location.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1948
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,478 sq ft
- Lot Size
- 0.57 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $14,847 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
41
21 under contract
Median List Price
$3.00M
41 active listings
Median Closed Price
$2.79M
220 sales
Median Days on Market
59
41 active listings
Median $ / Sq Ft
$681
41 active listings
Sale-to-List Ratio
101.4%
220 sales
How this home compares
List Price
$1.50M
vs $3.00M median
49.9% below median
Price / Sq Ft
$605
vs $681 median
11.2% below median
Days on Market
0 days
vs 59 days median
59 days fresher than median
Based on 41 active and 220 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 28, 2026.
Location
27 White Oak Shade Lane, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$8,002
- Property Taxes$1,237
- Insurance$500
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1948
- New Construction
- No/Resale
- Living Area
- 2,478 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower LevelUpper Level
- Laundry Location
- 2nd Floor Hall. 2nd hook up in basement
- Appliances
- Oven/RangeRefrigeratorFreezer
- Basement
- FullUnfinished
- In-Law Apartment
- No
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.57 acres
- Zoning
- 2AC
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Clapboard
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceGarden AreaFrench Doors
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $14,847 / Annually
- Days on Market
- 0
- MLS #
- 24208509
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/28/2026 at 4:00 PM UTC.