599 North Wilton Road
New Canaan, Connecticut 06840
Reduced from $2,549,000
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 4,384
- Acres
- 4.00
- Year Built
- 1962
- 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
Set on 4 private acres, this fully renovated 5-bedroom, 6-bath home blends modern design with effortless everyday living. From the moment you enter, fresh, sophisticated interiors set the tone for a turnkey lifestyle. The spacious eat-in kitchen with a large center island flows into inviting gathering spaces designed for both daily living and entertaining. The cathedral-ceiling primary suite features a gas fireplace, radiant heated bathroom floors, a walk-in closet, and a luxurious bath. Large secondary bedrooms include one en-suite, while a first-floor bedroom with private bath offers flexibility for guests or a home office. A finished lower level provides space for play, fitness, or work. A generous screened-in porch invites summer dinners and relaxed evenings overlooking the property's beautiful grounds and water views. Outside, sweeping level lawns framed by mature trees create a private, park-like setting with exceptional space for recreation, entertaining, and play. An attached and detached garage offers endless possibilities for storage, a workshop, boat, Airstream storage, or a future party barn. The perfect blend of turnkey living, private surroundings, and exceptional indoor-outdoor spaces.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1962
- Days on Market
- 54 days
- Beds
- 5
- Baths
- 4 full · 2 half
- Living Area
- 4,384 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $17,971 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
34
51 under contract
Median List Price
$3.02M
34 active listings
Median Closed Price
$2.74M
212 sales
Median Days on Market
41
34 active listings
Median $ / Sq Ft
$636
34 active listings
Sale-to-List Ratio
100.6%
212 sales
How this home compares
List Price
$2.40M
vs $3.02M median
20.8% below median
Price / Sq Ft
$546
vs $636 median
14.2% below median
Days on Market
54 days
vs 41 days median
13 days longer than median
Based on 34 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 27, 2026.
Location
599 North Wilton Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$12,211
- Property Taxes$1,498
- Insurance$798
- 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
- 1962
- New Construction
- No/Resale
- Living Area
- 4,384 sq ft
- Below Grade
- 700 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Appliances
- Gas RangeMicrowaveRefrigeratorWasherDryerWine Chiller
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- 4AC
- Garage / Parking
- 4 garage spacesAttached GarageDetached Garage
- Waterfront Details
- View
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardBrick
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $17,971 / Annually
- Days on Market
- 54
- MLS #
- 24174420
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Amanda Davenport
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 11:02 PM UTC.