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25 Old Road

Westport, Connecticut 06880

ACTIVE$2,100,000

Reduced from $2,200,000

Beds
5
Baths
4 | 1
SqFt
6,330
Acres
0.79
Year Built
2007
Matt Caiola

Matt Caiola

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3-Car Garage2 FireplacesPrice Reduced

About This Home

Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with custom cabinetry, oversized island, and professional-grade appliances. The primary suite is a private retreat featuring a spa-like marble bath with steam/sauna and an exceptionally large walk-in closet. Four additional bedrooms-many with ensuite or Jack-and-Jill baths-offer flexibility and comfort for family and guests. The finished lower level provides exceptional lifestyle space ideal for entertaining, fitness, or play. Additional highlights include soaring ceilings, custom millwork, hardwood floors throughout, walk-up attic storage, and a three-car garage. Conveniently located near town, schools, shopping, and transportation.

Key Facts

City/Town
Westport
Neighborhood
Hunt Club
Property / Style
Single Family · Colonial
Year Built
2007
Days on Market
37 days
Beds
5
Baths
4 full · 1 half
Living Area
6,330 sq ft
Lot Size
0.79 acres
Garage / Parking
3 garage
Property Taxes
$16,755 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

60

70 active listings

Median $ / Sq Ft

$821

70 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$2.10M

vs $4.70M median

55.3% below median

Price / Sq Ft

$332

vs $821 median

59.6% below median

Days on Market

37 days

vs 60 days median

23 days fresher than median

Based on 70 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

25 Old Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,803

per month

  • Principal & Interest$10,707
  • Property Taxes$1,396
  • Insurance$700
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Hunt Club
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2007
New Construction
No/Resale
Living Area
6,330 sq ft
Below Grade
1,856 sq ft

Schools

Elementary
Long Lots
High
Staples

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Laundry Location
Laundry off kitchen
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasher
Basement
FullHeatedSump PumpFully FinishedCooled
In-Law Apartment
No

Exterior & Lot

Lot Size
0.79 acres
Zoning
A
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
ShingleCedarWood
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Fence - PartialSome WetlandsLevel Lot

Listing & Financials

Property Taxes
$16,755 / Annually
Days on Market
37
MLS #
24185534
MLS Status
Active

Similar Properties

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

Listed By

ZACH Wright

(860) 961-0665

William Pitt Sotheby's Int'l

(203) 968-1500

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 1:10 PM UTC.