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599 North Wilton Road

New Canaan, Connecticut 06840

PENDING$2,395,000

Reduced from $2,549,000

Beds
5
Baths
4 | 2
SqFt
4,384
Acres
4.00
Year Built
1962
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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4-Car Garage2 FireplacesPrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,507

per 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.

Listed By

Genevieve Schettino

(203) 604-5270

Compass Connecticut, LLC

(203) 423-3100

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.