110 Cross Highway
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 2,864
- Acres
- 1.57
- Year Built
- 1956
- Neighborhood
- Long Lots
- 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
Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear fireplace. The spacious family room opens to a sun-soaked bluestone patio overlooking an expansive backyard extending to the pond-an idyllic setting for entertaining and everyday enjoyment. The fabulous primary suite is a private retreat with a cozy fireplace, incredible walk-in closet, and beautifully appointed modern bath. Two additional bedrooms complete the second level, while a private 4th-bedroom ensuite is ideal for guests or flexible living space. A main-level office/5th bedroom, powder room, and mudroom with custom built-ins leading to the 2-car garage add versatility and convenience. Ideally located within walking distance of Staples High School and Bedford Middle School, and minutes from Westport's beaches, vibrant downtown, shopping, dining, and train station.
Key Facts
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
70
56 under contract
Median List Price
$4.70M
70 active listings
Median Closed Price
$2.42M
303 sales
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
$2.00M
vs $4.70M median
57.4% below median
Price / Sq Ft
$698
vs $821 median
15.0% below median
Days on Market
12 days
vs 60 days median
48 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
110 Cross Highway, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$10,192
- Property Taxes$938
- Insurance$666
- 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
- Colonial
- Year Built
- 1956
- New Construction
- No/Resale
- Living Area
- 2,864 sq ft
Schools
- Elementary
- Long Lots
- High
- Staples
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- Gas RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceUnfinished
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 1.57 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Hardie Board
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersUnderground SprinklerPatio
- Lot Description
- Fence - Partial
Listing & Financials
- Property Taxes
- $11,254 / Annually
- Days on Market
- 12
- MLS #
- 24191704
- MLS Status
- Active
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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 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 2:05 PM UTC.