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8 Oak Street

Westport, Connecticut 06880

PENDING$795,000
Beds
3
Baths
2
SqFt
1,734
Acres
0.14
Year Built
1949
Matt Caiola

Matt Caiola

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About This Home

Walk to Town! Across the street from a lovely neighborhood park is 8 Oak Street which is a warm, charming Cape in an exceptional walk to town location. Step into an enclosed foyer and enter the living room with two exposures for great light. On the main level there is an eat-in-kitchen, an office or separate dining room and the primary bedroom with a view of the park. There are two bedrooms and a newer bath on the 2nd level with an oversized closet for storage. There is a large, open finished room for TV watching, gaming, working out or "hanging out" on the lower level. The flat private yard with a patio, a BBQ and a hot tub (which is included) is delightful. There is a 1 car garage which has been converted to an artist's studio but can easily be changed back to a garage again. We do have older architectural plans available.

Key Facts

City/Town
Westport
Neighborhood
In Town
Property / Style
Single Family · Cape Cod
Year Built
1949
Days on Market
1257 days
Beds
3
Baths
2 full
Living Area
1,734 sq ft
Lot Size
0.14 acres
Garage / Parking
1 garage
Property Taxes
$6,541 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

70 active listings

Median $ / Sq Ft

$826

70 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$795,000

vs $4.70M median

83.1% below median

Price / Sq Ft

$458

vs $826 median

44.6% below median

Days on Market

1257 days

vs 56 days median

1201 days longer than median

Based on 70 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 28, 2026.

Location

8 Oak Street, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,863

per month

  • Principal & Interest$4,053
  • Property Taxes$545
  • Insurance$265
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
In Town
County
Fairfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1949
Living Area
1,734 sq ft

Schools

Elementary
Coleytown
High
Staples

Interior

Heating
Hot Air
Cooling
Central AirWindow Unit
Basement
Full With Walk-OutPartially FinishedConcrete FloorInterior AccessLiveable SpaceSump Pump
Interior Features
Cable - Pre-wired
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
0.14 acres
Garage / Parking
1 garage spaceDetached Garage
Waterfront Details
Water CommunityBeach Rights
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
Hot TubPatioPorch-EnclosedTerrace
Lot Description
In SubdivisionDryClearedLevel LotFence - PartialFence - Wood

Listing & Financials

Property Taxes
$6,541 / Annually
Days on Market
1257
MLS #
170550565
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Barbara Bross

(203) 8296592

Coldwell Banker Realty

Buyer's Agent

Non Member Non-member

Non-Member

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:25 AM UTC.