217 White Oak Shade Road
New Canaan, Connecticut 06840
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,400
- Acres
- 1.00
- Year Built
- 1976
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1976
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 4,400 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $22,520 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
41
23 under contract
Median List Price
$3.30M
41 active listings
Median Closed Price
$2.79M
215 sales
Median Days on Market
32
41 active listings
Median $ / Sq Ft
$688
41 active listings
Sale-to-List Ratio
101.8%
215 sales
How this home compares
List Price
$2.79M
vs $3.30M median
15.3% below median
Price / Sq Ft
$635
vs $688 median
7.7% below median
Days on Market
0 days
vs 32 days median
32 days fresher than median
Based on 41 active and 215 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of October 9, 2026.
Location
217 White Oak Shade Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$15,482
- Property Taxes$1,877
- Insurance$932
- 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
- 1976
- New Construction
- No/Resale
- Living Area
- 4,400 sq ft
- Below Grade
- 700 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Laundry Location
- Second Floor
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryer
- Basement
- FullPartially Finished
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- 1AC
- Garage / Parking
- 3 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- TerraceFruit TreesPorchDeckGuttersLightingStone WallFrench Doors
- Lot Description
- Fence - StoneDryLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $22,520 / Annually
- Days on Market
- 0
- MLS #
- 24212299
- MLS Status
- Active
Similar Properties
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Co-Listed By
Kendall Sneddon
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/9/2026. 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 10/9/2026 at 7:25 PM UTC.