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114 Cross Highway

Westport, Connecticut 06880

PENDING$2,700,000
Beds
5
Baths
4 | 1
SqFt
4,179
Acres
1.26
Year Built
1964
Matt Caiola

Matt Caiola

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WaterfrontPool2-Car Garage2 Fireplaces

About This Home

Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or entertaining. The formal DR offers its own fireplace, blending classic character with warmth and style. The chef's kitchen features two iconic AGA stoves, a walk-in pantry, skylights and a large center island. A charming covered porch offers peaceful morning coffee or evening outdoor dining. Upstairs, the primary suite, is a private sanctuary with vaulted ceilings, sunny sitting room, HW floors, walk-in closet, and spa-like bath incl cast iron soaking tub, oversized shower and elegant finishes. Add'l bedrooms 1 en suite the other w hall bath on the 2nd floor and 2 more Bedrooms on the 3rd floor w Hall Bath are bright and spacious, each w/ HW floors and serene views of the pool and gardens. The LL offers gym area, work space, storage and access to 2 car garage. The fully fenced backyard is a private paradise. Stone walls, mature English gardens and spectacular In-ground pool with auto cover add to the magic of this private oasis. Whole House Generator. Minutes to schools, shopping and town offering the rare combination of luxury, charm, privacy and convenience.

Key Facts

City/Town
Westport
Neighborhood
Long Lots
Property / Style
Single Family · Colonial
Year Built
1964
Days on Market
110 days
Beds
5
Baths
4 full · 1 half
Living Area
4,179 sq ft
Lot Size
1.26 acres
Garage / Parking
2 garage
Property Taxes
$21,612 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

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

$2.70M

vs $4.60M median

41.3% below median

Price / Sq Ft

$646

vs $820 median

21.2% below median

Days on Market

110 days

vs 56 days median

54 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

114 Cross Highway, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$16,468

per month

  • Principal & Interest$13,767
  • Property Taxes$1,801
  • Insurance$900
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Long Lots
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1964
New Construction
No/Resale
Living Area
4,179 sq ft

Schools

Elementary
Long Lots
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeRange HoodRefrigeratorFreezerDishwasher
Basement
Full

Exterior & Lot

Lot Size
1.26 acres
Zoning
AA
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
Pond
Water Source
Public Water Connected
Sewer
Septic
Pool
In Ground Pool
Construction
Hardie Board
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Fence - FullSome WetlandsLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$21,612 / Annually
Days on Market
110
MLS #
24165047
MLS Status
Under Contract

Similar Properties

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Listed By

Robert Appell

(203) 216-4518

Coldwell Banker Realty

(203) 227-8424

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.