280 Main Street, Westport, CT 06880
Single Family For Sale
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About This Home
Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.
Listed by Georgia Newcomb (203) 804-2287 with Houlihan Lawrence WD (203) 787-7800
Listing Snapshot
| Price | $1,199,000 | Days on Our Site | 22 days |
| Property Tax | $7,096/yr | Style | Cape Cod |
| Year Built | 1928 | Total Sq Ft | 1,936 |
| Lot Size | 0.26 acres | HOA Fees | N/A |
| Bedrooms | 3 | Full Bathrooms | 2 |
| Total Rooms | 7 | Half Baths | 1 |
Key Features
- Electric Range
- Microwave
- Dishwasher
- Washer
- Electric Dryer
- Library
- Medical Facilities
- Park
- Playground/Tot Lot
- Public Transportation
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Oct 8, 2026 | Listed | $1,199,000 |
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Listing Agent
Georgia Newcomb · (203) 804-2287
Houlihan Lawrence WD · (203) 787-7800
MLS# 24211260 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Oct 17, 2026 10:40 PM UTC
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280 Main Street, Westport CT, 06880
$1,199,000 • Active
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