George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Westport, CT / 8 DAYS ON MARKET
27 Rayfield RoadWestport, CT 06880
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Asking price$2,000,000Active
Open house
- Sunday, October 4, 202612:00 pm – 2:00 pm ET
Our Take
27 Rayfield Road is a 1935 Westport home with three bedrooms, four full baths, and 0.77 acres. Set at the end of a quiet block, it features exposed beams and other character-rich details. Its spaces blend timeless charm with everyday functionality, offering room for gathering, relaxing, and entertaining. A spacious deck extends the living space outdoors for morning coffee or al fresco dining, while each bedroom provides its own sense of retreat.
At a glance
Active · MLS #24206830- Bedrooms
- 3
- BathroomsBaths
- 4 full / 0 half
- Square feet
- 3,104
- Year built
- 1935
- Acres
- 0.77
- Property taxes
- $14,200
July 2025-June 2026
What stands out
- Three bedrooms and four full baths
- Exposed beams and character-rich details
- Home at the end of a quiet block
- Spacious deck for outdoor living
- Spaces for gathering, relaxing, and entertaining
- Each bedroom provides a sense of retreat
Read the full listing description
Storybook charm meets comfortable living in this enchanting 3 bedroom, 4 bath home. Located at the end of a quiet block you will find exposed beams, character-rich details, and a warm, inviting atmosphere create a home that feels truly special. Thoughtfully designed spaces blend timeless charm with everyday functionality, offering room to gather, relax, and entertain. A spacious deck extends the living space outdoors, perfect for morning coffee, al fresco dining, or enjoying the surrounding setting. Each bedroom provides its own sense of retreat, while four full baths add exceptional convenience. From its distinctive architectural details to its cozy, welcoming feel, this is a home with personality and a true sense of place. Convenient central location close to trains and the beach.
Schools
- Elementary
- Saugatuck
- Middle
- Bedford
- High
- Staples
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗27 Rayfield Road, Westport, CT 06880
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $2,000,000 |
Intermediate price changes and previous listings may not be included.
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Nearby sold homes
View sold homes in Westport →
Sold 06/15/25
$2,750,0005 beds · 5.5 ba · 4,605 sqft · Sold23 Rayfield Road, Westport, CT 06880Brown Harris Stevens
Sold 05/12/24
$3,065,0005 beds · 6 ba · 5,977 sqft · Sold26 Rayfield Road, Westport, CT 06880Coldwell Banker Realty
Sold 03/30/26
$1,350,0003 beds · 2.5 ba · 1,677 sqft · Sold21 Rayfield Road, Westport, CT 06880Compass Connecticut, LLC
Sold 09/14/25
$1,325,0003 beds · 2.5 ba · 2,044 sqft · Sold35 Rayfield Road, Westport, CT 06880William Raveis Real Estate
Sold 11/17/24
$931,5004 beds · 2.5 ba · 2,615 sqft · Sold30 Park Lane, Westport, CT 06880Compass Connecticut, LLC
*Estimate: $2,000,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $25,000. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation.
Listed by Serhant Connecticut, LLC · (203) 489-7800
Meredith Cohen · (718) 570-5254
SmartMLS · Listing #24206830 · Active
Listing data checked: Oct 1, 2026, 7:00 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.
