George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Fairfield, CT / 4 DAYS ON MARKET
360 Westford DriveFairfield, CT 06890
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Asking price$999,900Active
Open house
Our Take
360 Westford Drive is a Colonial at the end of a quiet cul-de-sac in Southport, with a main-level bedroom, a flex room, and three bedrooms upstairs. The first floor centers on an open-concept kitchen and family room, with a formal dining room and full bathroom. Upstairs includes a primary bedroom with a large walk-in closet and an updated Jack-and-Jill bathroom. Outside, a large deck overlooks a level yard. Metro-North is one-half mile away.
At a glance
Active · MLS #24209334- Bedrooms
- 4
- BathroomsBaths
- 2 full / 0 half
- Square feet
- 2,044
- Year built
- 1947
- Acres
- 0.28
- Property taxes
- $10,209
July 2026-June 2027
What stands out
- End-of-cul-de-sac setting
- Open-concept kitchen and family room
- Main-level bedroom and versatile flex room
- Primary bedroom with large walk-in closet
- Updated Jack-and-Jill bathroom
- Large deck overlooking a level yard
- One-half mile from Metro-North
Read the full listing description
Welcome to 360 Westford Drive, nestled in the highly sought-after Village of Southport. Privately situated at the end of a quiet cul-de-sac, this charming 4/5-bedroom Colonial offers a wonderful combination of space, flexibility, and privacy. With just a little TLC, this home has unlimited potential. The inviting 1st floor features an open-concept floor plan centered around a large kitchen and spacious family room, creating an ideal setting for everyday living and entertaining. A formal dining room, full bathroom, main level bedroom and a versatile flex room complete the main level, offering endless possibilities for guest accommodations, an office, playroom, laundry, gym, or additional living space. Upstairs, you'll find 2 generously-sized bedrooms, along with a spacious primary bedroom featuring an enormous walk-in closet. An updated Jack-and-Jill bathroom provides convenient access for all 3 bedrooms. Outside, a large deck overlooks a level yard, offering a wonderful space for outdoor dining, entertaining, relaxing, and enjoying the peaceful scenery. Ideally situated for enjoying the best of Southport living, this home is conveniently located 1/2 mile from Metro-North train station and close to the Village Center, Pequot Library, Southport Harbor, and Southport Beach. Enjoy nearby shops, restaurants, cultural attractions, boating, beaches, and recreational opportunities, all while coming home to the privacy and tranquility this home has to offer.
Schools
- Elementary
- Mill Hill
- Middle
- Roger Ludlowe
- High
- Fairfield Ludlowe
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗360 Westford Drive, Fairfield, CT 06890
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $999,900 |
Intermediate price changes and previous listings may not be included.
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Nearby sold homes
View sold homes in Fairfield →
Sold 09/03/24
$655,0004 beds · 2 ba · 1,195 sqft · Sold147 Westford Drive, Fairfield, CT 06890Keller Williams Prestige Prop.
Sold 06/29/22
$510,0004 beds · 1.5 ba · 1,315 sqft · Sold119 Westford Drive, Fairfield, CT 06890William Raveis Real Estate
Sold 11/13/25
$1,000,0003 beds · 2.5 ba · 2,609 sqft · Sold74 Westford Drive, Fairfield, CT 06890Berkshire Hathaway NE Prop.
Sold 05/27/25
$1,165,0003 beds · 3.5 ba · 2,619 sqft · Sold450 Center Street, Unit APT 1, Fairfield, CT 06890Higgins Group Real Estate
Sold 09/06/23
$875,0002 beds · 2.5 ba · 2,312 sqft · Sold450 Center Street, Unit 8, Fairfield, CT 06890Higgins Group Real Estate
*Estimate: $999,900 asking price × assumed 2.5% buyer-agent commission × 20% rebate = $5,000. 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 Preston Gray Real Estate · (475) 269-5100
Gina Williams · (203) 856-5942
SmartMLS · Listing #24209334 · Active
Listing data checked: Oct 12, 2026, 6:03 AM 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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