183 Wilton Road
Westport, Connecticut 06880
- Beds
- 3
- Baths
- 3
- SqFt
- 2,679
- Acres
- 0.52
- Year Built
- 1946
- Neighborhood
- Old Hill
- 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 incredible opportunity has become available in a prime Westport, CT location. Set off the road on a quiet turnoff at the corner of the Overlook cul-de-sac, this expanded Cape on 0.52+/- acre of enchanting property is ready for your creative vision. This is the only 3 bedroom, 3 full bathroom home available in Westport below $1,649,000 - making this a spectacular chance to add value by updating, remodeling, expanding, or building new construction within moments of downtown, train, the Merritt Parkway, I-95, the Y, & schools. This quintessential New England Cape Cod-style home begins with a larger than expected foyer/center hall. The large living room has the first fireplace, built-ins, and French doors leading to the distinctive family room with a custom-patterned hardwood floor, stone fireplace and bookshelves. Formal dining room for entertaining. The kitchen was remodeled w/quality cabinetry and beautiful granite counters, top appliances including Sub Zero, and leads to the vltd ceiling breakfast room with skylights & glass doors facing both front & back. Private office/bonus room/playroom lined with built-ins. The first of the 3 BRs is on the main level, with built-ins and an adjacent full bath. Upstairs, the 2nd BR has its own full bath and the primary suite is an incredible surprise, with king-size BR, oversized lux-scale bathroom & walk-in clst. Partially fin LL. Patios & charming garden paths add to the character. This home requires work and is being sold-as is.
Key Facts
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
58
35 under contract
Median List Price
$4.80M
58 active listings
Median Closed Price
$2.42M
311 sales
Median Days on Market
53
58 active listings
Median $ / Sq Ft
$799
58 active listings
Sale-to-List Ratio
100.0%
311 sales
How this home compares
List Price
$999,000
vs $4.80M median
79.2% below median
Price / Sq Ft
$373
vs $799 median
53.3% below median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 58 active and 311 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 10, 2026.
Location
183 Wilton Road, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$5,162
- Property Taxes$850
- Insurance$333
- 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
- Cape Cod
- Year Built
- 1946
- New Construction
- No/Resale
- Living Area
- 2,679 sq ft
Schools
- Elementary
- Kings Highway
- High
- Staples
Interior
- Heating
- Radiator
- Heat Fuel
- Oil
- Cooling
- Wall Unit
- Fireplaces
- 3
- Laundry
- Lower Level
- Appliances
- Electric CooktopWall OvenSubzeroDishwasherWasherDryer
- Basement
- FullInterior AccessPartially Finished
- In-Law Apartment
- PossibleFirst Floor
- Interior Features
- Auto Garage Door OpenerCable - Available
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.52 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GarageDrivewayCrushed Stone
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- Sage
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- PorchGuttersLightingPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,196 / Annually
- Days on Market
- 0
- MLS #
- 24196339
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. 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 9/10/2026 at 5:05 AM UTC.