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125 West Road

New Canaan, Connecticut 06840

ACTIVE$4,595,000
Beds
6
Baths
6 | 1
SqFt
6,246
Acres
2.16
Year Built
1903
Matt Caiola

Matt Caiola

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ElevatorWine CellarPool3-Car Garage6 Fireplaces

About This Home

A must-see in one of New Canaan's most coveted locations! Historic elegance meets beautifully reimagined modern living at this remarkable residence, set on over two private acres just one mile from town. Impeccably maintained and thoughtfully updated throughout, the home offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office lead to an elegant living room with a double-sided gas fireplace and a formal dining room with butler's pantry. At the heart of the home, an extraordinary custom kitchen with abundant storage opens to an impressive, light-filled family room. Multiple French doors connect the interiors to rear porches, sweeping lawns, and the pool, creating an effortless flow for everyday living and entertaining. A powder room, two bedrooms, a full bath, and a mudroom add flexibility to the main level. Upstairs, the luxurious primary suite offers a private retreat with a fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and a laundry room complete this level. The lower level features a bonus room, access to the three-car garage, and a fabulous cabana room with a wet bar and updated full bath, and sliding doors opening directly to the pool.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1903
Days on Market
71 days
Beds
6
Baths
6 full · 1 half
Living Area
6,246 sq ft
Lot Size
2.16 acres
Garage / Parking
3 garage
Property Taxes
$30,990 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

63

35 active listings

Median $ / Sq Ft

$673

35 active listings

Sale-to-List Ratio

102.2%

211 sales

How this home compares

List Price

$4.59M

vs $3.69M median

24.4% above median

Price / Sq Ft

$736

vs $673 median

9.4% above median

Days on Market

71 days

vs 63 days median

8 days longer than median

Based on 35 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of November 12, 2026.

Location

125 West Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$29,018

per month

  • Principal & Interest$24,903
  • Property Taxes$2,583
  • Insurance$1,532
  • 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
1903
New Construction
No/Resale
Living Area
6,246 sq ft

Schools

Elementary
West
Middle
Per Board of Ed
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
6
Laundry
Upper Level
Laundry Location
Upper Level2nd Floor
Appliances
Oven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryerWine Chiller
Basement
FullStorageGarage AccessPartially FinishedWalk-out
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableElevatorSecurity System
Additional Rooms
Bonus RoomFoyerLaundry RoomMusic RoomSitting RoomWine Cellar

Exterior & Lot

Lot Size
2.16 acres
Zoning
2AC
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteIn Ground Pool
Construction
ShingleWood
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GrillPorchDeckFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - PartialProfessionally LandscapedRolling

Listing & Financials

Property Taxes
$30,990 / Annually
Days on Market
71
MLS #
24203624
MLS Status
Active

Similar Properties

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

Listed By

Jennifer Leahy

(917) 699-2783

Compass Connecticut, LLC

(203) 343-0141

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/12/2026. 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 11/12/2026 at 10:25 PM UTC.