11 Clapboard Hill Road
Westport, Connecticut 06880
Reduced from $4,300,000
- Beds
- 6
- Baths
- 7 | 1
- SqFt
- 5,628
- Acres
- 3.47
- Year Built
- 1900
- Neighborhood
- Greens Farms
- 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
An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a separate art studio, detached two-car garage, tennis court, and pool-creating a true country compound in one of Westport's most coveted locations. The property is enhanced by stunning specimen plantings, expansive open grounds, and complete deer fencing surrounding the entire lot. A remarkable opportunity to restore, renovate, or reimagine a treasured estate in an unparalleled setting.
Key Facts
- City/Town
- Westport
- Neighborhood
- Greens Farms
- Property / Style
- Single Family · Antique
- Year Built
- 1900
- Days on Market
- 97 days
- Beds
- 6
- Baths
- 7 full · 1 half
- Living Area
- 5,628 sq ft
- Lot Size
- 3.47 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $45,619 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.60M
71 active listings
Median Closed Price
$2.42M
303 sales
Median Days on Market
56
71 active listings
Median $ / Sq Ft
$820
71 active listings
Sale-to-List Ratio
100.0%
303 sales
How this home compares
List Price
$4.00M
vs $4.60M median
13.1% below median
Price / Sq Ft
$710
vs $820 median
13.4% below median
Days on Market
97 days
vs 56 days median
41 days longer than median
Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.
Location
11 Clapboard Hill Road, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$20,369
- Property Taxes$3,802
- Insurance$1,332
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Greens Farms
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 5,628 sq ft
Schools
- Elementary
- Greens Farms
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Upper Level
- Appliances
- Cook TopWall OvenRange HoodRefrigeratorFreezer
- Basement
- Crawl SpaceFullUnfinished
Exterior & Lot
- Lot Size
- 3.47 acres
- Zoning
- AAA
- Garage / Parking
- 4 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt ShingleGable
- Foundation
- Stone
- Exterior Features
- BalconyTennis CourtFruit TreesGarden AreaFrench DoorsPatio
- Lot Description
- Fence - PrivacyTreedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $45,619 / Annually
- Days on Market
- 97
- MLS #
- 24168553
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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 10:05 AM UTC.