George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
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.
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
Open Google Maps ↗4 Crawford Road, Westport, CT 06880
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $2,595,000 |
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.
*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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