53 Cross Highway
Westport, Connecticut 06880
- Beds
- 3
- Baths
- 2
- SqFt
- 1,400
- Acres
- 1.00
- Year Built
- 1955
- Neighborhood
- Roseville/North Ave
- 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
Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a level, picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.
Key Facts
- City/Town
- Westport
- Neighborhood
- Roseville/North Ave
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,400 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $9,306 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
61
40 under contract
Median List Price
$5.00M
61 active listings
Median Closed Price
$2.41M
308 sales
Median Days on Market
55
61 active listings
Median $ / Sq Ft
$854
61 active listings
Sale-to-List Ratio
100.0%
308 sales
How this home compares
List Price
$1.00M
vs $5.00M median
80.0% below median
Price / Sq Ft
$714
vs $854 median
16.4% below median
Days on Market
0 days
vs 55 days median
55 days fresher than median
Based on 61 active and 308 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 28, 2026.
Location
53 Cross Highway, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$5,339
- Property Taxes$776
- Insurance$333
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Roseville/North Ave
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,400 sq ft
Schools
- Elementary
- Coleytown
- High
- Staples
Interior
- Heating
- Hot Water
- Heat Fuel
- Gas In StreetOil
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric RangeOven/RangeRefrigeratorDishwasher
- Basement
- FullUnfinishedStorage
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- AA
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- Brook
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shake
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Some WetlandsSloping Lot
Listing & Financials
- Property Taxes
- $9,306 / Annually
- Days on Market
- 0
- MLS #
- 24210176
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Mersene Norbom
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. 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 9/28/2026 at 6:00 PM UTC.