4 Bradley Street
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 4
- SqFt
- 3,255
- Acres
- 0.18
- Year Built
- 1920
- Neighborhood
- Compo Beach
- 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
Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface.
Key Facts
- City/Town
- Westport
- Neighborhood
- Compo Beach
- Property / Style
- Single Family · Colonial
- Year Built
- 1920
- Days on Market
- 5 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,255 sq ft
- Lot Size
- 0.18 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $21,625 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.60M
71 active listings
Median Closed Price
$2.42M
303 sales
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
$3.00M
vs $4.60M median
34.8% below median
Price / Sq Ft
$921
vs $820 median
12.3% above median
Days on Market
5 days
vs 56 days median
51 days fresher 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
4 Bradley Street, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$15,281
- Property Taxes$1,802
- Insurance$999
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Compo Beach
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 3,255 sq ft
Schools
- Elementary
- Greens Farms
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Gas In Street
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Cook TopWall OvenWasherDryer
- Basement
- Crawl Space
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.18 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Walk to WaterBeach RightsWater CommunityAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceAwningsDeckGuttersLighting
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $21,625 / Annually
- Days on Market
- 5
- MLS #
- 24193283
- MLS Status
- Active
Similar Properties
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Co-Listed By
Marc Katzenberg
Compass Connecticut, LLC
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 10:01 AM UTC.