Westport, CT / 52 DAYS ON MARKET

4 Bradley StreetWestport, CT 06880

Asking price$2,997,000Active

Open house

  • Saturday, September 19, 20261:00 pm – 3:00 pm ET

Our Take

4 Bradley Street is a 1920 Westport residence with five bedrooms and four full baths. An open, updated kitchen with appliances connects to the living and gathering areas. The primary suite includes vaulted ceilings, a spa bath, and a walk-in closet; among the four additional bedrooms, one is en suite and two share a Jack-and-Jill bath. A dedicated office is on the first level. Outside, a terrace sits above a manicured, secluded yard on a corner lot, and Compo Beach is 383 steps away.

4 Bradley Street — photo 1
1 / 36

Estimated buyer rebate

Buy with Cress and Save $37,463 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

(212) 203-5251 george@cress.coContact form →

At a glance

Active · MLS #24193283
Bedrooms
5
BathroomsBaths
4 full / 0 half
Square feet
3,255
Year built
1920
Acres
0.18
Property taxes
$21,625

July 2025-June 2026

What stands out

  • Five bedrooms and four baths
  • Open, updated kitchen
  • Vaulted primary suite with spa bath
  • En-suite and Jack-and-Jill bedroom arrangements
  • Dedicated office on the first level
  • Terrace above a manicured, secluded yard
  • 383 steps from Compo Beach
Read the full listing description

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.

Schools

Elementary
Greens Farms
Middle
Bedford
High
Staples

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

Open Google Maps ↗

4 Bradley Street, Westport, CT 06880

Price history

DateEventPrice
Originally listed$2,997,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

Let’s talk about the property—and what working with Cress could save you.

Inquire about this property →

*Estimate: $2,997,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $37,463. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Compass Connecticut, LLC · (203) 293-9715

Hyleri Katzenberg

SmartMLS · Listing #24193283 · Active

Listing data checked: Sep 17, 2026, 7:02 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.