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463 White Oak Shade Road

New Canaan, Connecticut 06840

PENDING$1,849,000
Beds
4
Baths
2 | 1
SqFt
3,224
Acres
2.41
Year Built
2000
Matt Caiola

Matt Caiola

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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,581

per 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

Homes with a close match in area, property type, and price.

Listed By

Wendy Werneburg

(203) 536-2210

William Raveis Real Estate

(203) 966-3555

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.