Westport, CT / 17 DAYS ON MARKET

4 Crawford RoadWestport, CT 06880

Asking price$2,595,000Active

Open house

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

Our Take

4 Crawford Road in Westport's Old Hill neighborhood is a five-bedroom New England residence dating to 1732, with original architectural details alongside modern updates. The home includes sun-filled interiors, a chef's kitchen, a light-filled family room with fireplace, and a pub room with original wood bar. A third level offers flexible use as a guest retreat, second primary suite, office, or gym. Landscaped grounds include stone terraces and gardens, while a utility-equipped barn provides additional space.

Estimated buyer rebate

Buy with Cress and Save $32,438 on brokerage fees*

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

At a glance

Active · MLS #24203288
Bedrooms
5
BathroomsBaths
3 full / 1 half
Square feet
4,471
Year built
1732
Acres
1.2
Property taxes
$21,245

July 2026-June 2027

What stands out

  • Original architectural details with modern updates
  • Light-filled family room with fireplace
  • Original wood bar in the pub room
  • Flexible-use third level
  • Mature trees, flowering gardens, and stone terraces
  • Barn with electricity, water, cable, and parking
Read the full listing description

Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning, light-filled family room with fireplace offers a welcoming gathering space overlooking the beautifully landscaped grounds. A true standout is the inviting pub room with its original wood bar - an exceptional setting for entertaining, celebrations, or relaxed evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, home office or gym. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. A charming barn with electricity, water, cable, and convenient parking adds exceptional flexibility as a studio, workshop, recreation space, or future vision. Just minutes from downtown Westport, award-winning schools, beaches, shopping, dining, and the train, 4 Crawford Road offers a rare opportunity to own a home with genuine character, exceptional privacy, and a wonderful sense of place. A truly special Westport residence that brings together character, comfort, and an exceptional setting.

Schools

Elementary
Kings Highway
Middle
Coleytown
High
Staples

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

A closer look at the location

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4 Crawford Road, Westport, CT 06880

Price history

DateEventPrice
Originally listed$2,595,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,595,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $32,438. 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 Coldwell Banker Realty · (203) 227-8424

Barbara Sweeney

SmartMLS · Listing #24203288 · 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.

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