George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Westport, CT / 9 DAYS ON MARKET
104 Old RoadWestport, CT 06880
Asking price$1,649,000Active
Open house
Our Take
104 Old Road in Westport sits on a private, flat half-acre lot with a fully fenced yard. The four-bedroom home is arranged across four levels, with a living room and fireplace, renovated kitchen with a large island, separate dining area, and vaulted-ceiling great room opening to a stone patio. A primary suite occupies its own private floor and includes a walk-in closet and bath, while the finished lower level adds a mudroom, laundry room, full bath, and flexible living space.
At a glance
Active · MLS #24201214- Bedrooms
- 4
- BathroomsBaths
- 3 full / 0 half
- Square feet
- 2,807
- Year built
- 1954
- Acres
- 0.51
- Property taxes
- $10,035
July 2025-June 2026
What stands out
- Private, flat half-acre setting
- Sun-filled living room with fireplace
- Renovated kitchen with large island
- Vaulted-ceiling great room and stone patio
- Primary suite on its own private floor
- Oversized room for office, gym, or living space
- Three additional bedrooms share a large bath
- Finished lower level with separate entrance and full bath
Read the full listing description
Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station.
Schools
- Elementary
- Long Lots
- Middle
- Bedford
- High
- Staples
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗104 Old Road, Westport, CT 06880
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $1,649,000 |
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: $1,649,000 asking price × assumed 2.5% buyer-agent commission × 40% rebate = $16,490. 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) 423-3100
Casey Lange
SmartMLS · Listing #24201214 · Active
Listing data checked: Sep 18, 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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