142 Easton Road
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 6
- SqFt
- 7,192
- Acres
- 2.20
- Year Built
- 1981
- Neighborhood
- Coleytown
- 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
A rare opportunity to own a truly exceptional woodland estate, where space, serenity, and natural beauty come together. Set beyond a long, gracefully meandering driveway, this expansive residence is surrounded by mature trees, creating a remarkable sense of arrival and seclusion. The substantial scale of the home offers an exceptional setting for sophisticated entertaining and relaxed everyday living, with the surrounding landscape providing a tranquil backdrop in every season. At the heart of the outdoor experience is a stunning natural gunite pool, beautifully integrated into the wooded setting and offering a resort-like oasis for summer entertaining and relaxation. Immersed in nature and thoughtfully positioned within its surroundings, this distinctive property offers the rare combination of generous living space, an extraordinary setting, and a true retreat-like atmosphere. Pre-inspection items have been completed and repaired, providing added confidence for the next owner. A remarkable sanctuary for those seeking an elevated lifestyle surrounded by the beauty of the woods.
Key Facts
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
69
40 under contract
Median List Price
$4.85M
69 active listings
Median Closed Price
$2.42M
300 sales
Median Days on Market
33
69 active listings
Median $ / Sq Ft
$776
69 active listings
Sale-to-List Ratio
100.0%
300 sales
How this home compares
List Price
$2.95M
vs $4.85M median
39.2% below median
Price / Sq Ft
$410
vs $776 median
47.2% below median
Days on Market
0 days
vs 33 days median
33 days fresher than median
Based on 69 active and 300 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of October 13, 2026.
Location
142 Easton Road, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$16,340
- Property Taxes$2,324
- Insurance$983
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1981
- New Construction
- No/Resale
- Living Area
- 7,192 sq ft
Schools
- Elementary
- Coleytown
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Lower LevelMain Level
- Laundry Location
- 2 different locations
- Appliances
- Cook TopWall OvenSubzeroDishwasherWasherDryerWine Chiller
- Basement
- FullHeatedGarage AccessCooledFull With Walk-Out
- In-Law Apartment
- PossibleFirst Floor
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 2.20 acres
- Zoning
- AAA
- Garage / Parking
- 4 garage spacesAttached Garage
- Waterfront Details
- Beach RightsWater Community
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedIn Ground Pool
- Construction
- Wood
- Color
- grey
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- Underground UtilitiesWrap Around DeckGuttersLightingUnderground SprinklerPatio
- Lot Description
- SecludedRear LotTreedDryProfessionally Landscaped
Listing & Financials
- Property Taxes
- $27,889 / Annually
- Days on Market
- 0
- MLS #
- 24212624
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Jake Nolan
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/13/2026. 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 10/13/2026 at 1:15 AM UTC.