4 Bradley Street

Westport, CT
$ 2,885,000 Beds 5 Baths 4 Sq 3,255
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,885,000
  • City
  • Westport
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.18 Acres
  • Zip
  • 06880
  • Sqr Footage
  • 3,255
  • Year Built
  • 1920
  • Taxes
  • $ 21625
  • Style
  • MLS#
  • 24209324
Listed By: Hyleri Katzenberg 203-246-8395 with Compass Connecticut, LLC. - (203) 293-9715
Data Source: Smart MLS

Features

General

Zoning A
Neighborhood Compo Beach
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.18
Directions corner of Bradley St and Fairfield Ave.
High School Staples
City Westport
Elementary School Greens Farms
Sq Ft Total 3255
Year Built 1920
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System Central Air
Total Rooms 8
Basement Description Crawl Space

Exterior Features

Water Source Public Water Connected
Lot Description Corner Lot

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Greens Farms Elementary School
Middle School Unknown Middle School
High School Staples High School

Price History

9/23/2026 Listed $2,885,000

Property vs Zip Code Average in 06880

Price
AVG $4.44M
$2.89M
Year Built
AVG 1983
1920

4 Bradley Street Westport, CT is a Single Family Home for sale at $2885000 with 3255 sqft and a lot size of 0.18 Acres Acre(s). 4 Bradley Street Westport has 5 bedrooms, 4 baths and was built in 1920. The property's zip code is 06880 which is in Westport, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.