Date
Details
Price
Change
Source
10/08/2026
Listed
$1,199,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 280 Main St
General
- Price: $1,199,000
- Taxes: (July 2026-June 2027)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24211260
- Updated: 10/8/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 7
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Electric Range, Microwave, Dishwasher, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, 22 x 13, Main
- Bedroom 1: Bedroom, 15 x 13, Upper
- Bedroom 2: Bedroom, 20 x 13, Upper
Other Rooms
- Living Room: Living Room, 23 x 13, Main
- Dining Room: Dining Room, 15 x 12, Main
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 3
- Parking: Detached Garage, Paved, Off Street Parking, Driveway
Location
- County: Fairfield
- Neighborhood: In-Town
- Driving Directions: Exit 21 off of rte 15; south on rte 57 (rte 57 becomes Main Street); after about a mile, look for Gorham Street on your left as the driveway for 280 Main is off of Gorham Street, turn in right next to the red mailbox with #280 on it.
School Information
- Elementary School: Saugatuck
- High School: Staples
Community
- Community Name: In-Town
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Steam, Gas In Street
- Heating Fuel: Gas In Street
- Water Heater: Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: Full, Full With Hatchway
- Roof: Shingle
- Attic: Yes
- Square Feet: 1,936
- Above Ground: 1,936 Sq. Ft.
- Year Built: 1928
Lot Features
- Lot Size (Acres): 0.26
- Driveway/Sidewalk: Paved
- Zoning: A
- Lot Description: Lightly Wooded, Level Lot, Historic District
Financial Considerations
- Assessment Amount: $537,600
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 410828
Listed by Houlihan Lawrence WD, Georgia Newcomb
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 280 Main St —
Georgia Newcomb
Houlihan Lawrence WD
Agent Contact: (203) 804-2287 Office Contact: (203) 787-7800
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 280 Main St
Tax History
Tax History for 280 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,458
1%
$342,400
—
2023
$6,375
1%
$342,400
—
2023
$6,283
2%
$342,400
—
2022
$6,187
—
$342,400
—
2021
$6,187
6%
$342,400
-2%
2020
$5,822
-1%
$348,400
—
2019
$5,874
—
$348,400
—
2018
$5,874
—
$348,400
—
2017
$5,874
—
$348,400
—
2016
$5,874
-5%
$348,400
2%
2015
$6,151
1%
$340,000
—
2014
$6,100
-1%
$340,000
—
2011
$6,144
—
$340,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 280 Main St
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,400Sq. Ft.
- Single Family
- Active
- Updated 8 hours ago
- 4Beds
- 2Total Baths
- 1,665Sq. Ft.
Listed by Debra Shaughnessy (917) 751-5837
- Single Family
- Active
- Updated 9 days ago
- 4Beds
- 4Total Baths
- 2,807Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 5,729Sq. Ft.
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- Townhouse
- Active
- Updated 2 hours ago
- 2Beds
- 2Total Baths
- 1,142Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 3Beds
- 2Total Baths
- 1,188Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 2Total Baths
- 1,876Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 2,553Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 1,080Sq. Ft.
- Condo
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,089Sq. Ft.
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- Single Family
- Closed
- 3Beds
- 3Total Baths
- 2,400Sq. Ft.
Listed by William Raveis Real Estate
Sold by Bross Chingas Bross Team at Coldwell Banker Realty
Sold by Bross Chingas Bross Team at Coldwell Banker Realty
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,890Sq. Ft.
Listed and Sold by Judy Michaelis
- Single Family
- Closed
- Updated 13 days ago
- 3Beds
- 3Total Baths
- 1,572Sq. Ft.
280 Main Street, Westport, CT 06880 (MLS# 24211260) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 280 Main Street is currently listed for $1,199,000 and was received on October 08, 2026. Want to learn more about 280 Main Street? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.