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140 Stoneleigh Road

New Canaan, Connecticut 06840

PENDING$5,995,000
Beds
6
Baths
7 | 3
SqFt
10,143
Acres
2.08
Year Built
1996
Matt Caiola

Matt Caiola

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Wine CellarPool4-Car Garage9 Fireplaces

About This Home

Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and walking routes right from your door. The active neighborhood association fosters a true sense of community-think spirited trick-or-treating, seasonal gatherings, and friendly faces at every turn. Enjoy the best of both worlds: peaceful residential living with convenient access to prime roadways for an easy commute. The interior is a masterful blend of elegance and comfort, featuring six spacious en suite bedrooms and an astounding eight indoor fireplaces that create warmth and ambiance throughout. Designed for grand entertaining and modern family living, the home boasts multiple family rooms, ensuring ample space for every occasion. Indulge your passions in the dedicated wine cellar and the custom-designed sports den. The sophisticated primary level flows seamlessly to the breathtaking exterior amenities, which include a built-in pool for summer relaxation and a beautiful outdoor fireplace for year-round enjoyment. Completing this exceptional estate are four spacious garage bays, providing abundant storage and convenience.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1996
Days on Market
95 days
Beds
6
Baths
7 full · 3 half
Living Area
10,143 sq ft
Lot Size
2.08 acres
Garage / Parking
4 garage
Property Taxes
$50,079 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

41

34 active listings

Median $ / Sq Ft

$658

34 active listings

Sale-to-List Ratio

100.6%

212 sales

How this home compares

List Price

$6.00M

vs $3.02M median

98.2% above median

Price / Sq Ft

$591

vs $658 median

10.2% below median

Days on Market

95 days

vs 41 days median

54 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

140 Stoneleigh Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$36,738

per month

  • Principal & Interest$30,567
  • Property Taxes$4,173
  • Insurance$1,998
  • 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
1996
New Construction
No/Resale
Living Area
10,143 sq ft
Below Grade
830 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
9
Laundry
Upper Level
Laundry Location
second level
Appliances
Gas CooktopOven/RangeWall OvenMicrowaveRefrigeratorFreezerDishwasher
Basement
PartialUnfinishedStoragePartially Finished
In-Law Apartment
PossibleFirst Floor
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableCentral Vacuum
Additional Rooms
Bonus RoomExercise RoomFoyerGymLaundry RoomMud RoomWine Cellar

Exterior & Lot

Lot Size
2.08 acres
Zoning
2
Garage / Parking
4 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
In Ground Pool
Construction
ShakeStone
Color
light sage
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
GrillShedFruit TreesGuttersGarden AreaLightingFrench DoorsPatio
Lot Description
Level LotCleared

Listing & Financials

Property Taxes
$50,079 / Annually
Days on Market
95
MLS #
24167662
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Aileen Mastey

(203) 273-4889

William Pitt Sotheby's Int'l

(203) 966-2633

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 8:20 AM UTC.