8 Oak Street
Westport, Connecticut 06880
- Beds
- 3
- Baths
- 2
- SqFt
- 1,734
- Acres
- 0.14
- Year Built
- 1949
- Neighborhood
- In-Town
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
70
57 under contract
Median List Price
$4.70M
70 active listings
Median Closed Price
$2.42M
303 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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Buyer's Agent
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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 7/28/2026. 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.