280 Main Street, Westport, Connecticut

$1,199,000

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3

Beds

3

Baths

1,936

Square feet

0.26

Acres

About 280 Main Street

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.

Features of 280 Main Street

MLS® # 24211260
Price $1,199,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 1,936
Acres 0.26
Type Single Family For Sale
Style Cape Cod
Status Active

Community Information

Address 280 Main Street
Area In-Town
City Westport
County Fairfield
State Connecticut
Zip Code 06880

Amenities

Parking Spaces 3
Parking Detached Garage, Paved, Off Street Parking, Driveway
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Electric Range, Microwave, Dishwasher, Washer, Electric Dryer
Heating Hot Water, Steam, Gas In Street
Cooling None
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Full With Hatchway

Exterior

Exterior Wood
Lot Description Lightly Wooded, Level Lot, Historic District
Roof Shingle
Foundation Concrete

School Information

Elementary Saugatuck
High Staples

Additional Information

Date Listed October 8th, 2026
Days on Market 1
Zoning A
RE / Bank Owned No

Listing Details

OfficeHoulihan Lawrence WD

Listing Map

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