463 White Oak Shade Road
New Canaan, Connecticut 06840
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,224
- Acres
- 2.41
- Year Built
- 2000
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is designed for both comfortable living and sophisticated entertaining, featuring a spacious family room, an elegant formal dining room, and a thoughtfully updated kitchen appointed with high-end appliances, expansive counter space, and a breakfast area overlooking the deck and backyard. The first floor office makes working from home a breeze and the handy laundry room located next to the kitchen create even more ease. An inviting living room provides a warm and welcoming retreat, while oversized windows throughout the home bathe each room in natural light. Upstairs, the serene primary suite serves as a private sanctuary, complete with ample California Closets designed space and a beautifully recently renovated ensuite five piece bath. Three additional well-proportioned bedrooms offer exceptional flexibility for family, guests, or a secondary dedicated home office on the upper level. Newly 2026 installed hardwood floors throughout the second level further enhance the home's warmth and sophistication while the refinished first floor hardwood flooring shines.The lower level adds to the home's
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2000
- Days on Market
- 80 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,224 sq ft
- Lot Size
- 2.41 acres
- Garage / Parking
- 2 garage · 5 total
- Property Taxes
- $18,443 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
33
52 under contract
Median List Price
$3.00M
33 active listings
Median Closed Price
$2.75M
210 sales
Median Days on Market
43
33 active listings
Median $ / Sq Ft
$657
33 active listings
Sale-to-List Ratio
100.4%
210 sales
How this home compares
List Price
$1.85M
vs $3.00M median
38.4% below median
Price / Sq Ft
$574
vs $657 median
12.6% below median
Days on Market
80 days
vs 43 days median
37 days longer than median
Based on 33 active and 210 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 29, 2026.
Location
463 White Oak Shade Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,428
- Property Taxes$1,537
- Insurance$616
- 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
- 2000
- New Construction
- No/Resale
- Living Area
- 3,224 sq ft
- Below Grade
- 312 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- New Canaan
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Laundry
- Main Level
- Laundry Location
- Side by Side/Storage/Exterior Access
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullStorageGarage AccessInterior AccessPartially Finished
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 2.41 acres
- Zoning
- 2AC
- Garage / Parking
- 2 garage spaces5 total parking spacesAttached GarageOtherPavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Light Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersPatio
- Lot Description
- Interior LotTreedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $18,443 / Annually
- Days on Market
- 80
- MLS #
- 24161019
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Hannelore Kaplan
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:55 AM UTC.