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280 Main StreetWestport, CT 06880

For Sale

$1,199,000

Smart Buyer Rebate $11,990

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

·

Houlihan Lawrence WD

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(203) 804-2287

Last updated October 17, 2026

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Source: SmartMLS #24211260

Listing Facts

  • TypeSingle-family
  • NeighborhoodWestport
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu23
  • Taxes$7,096/year
  • Size1,936 sqft
  • Price per sqft$619

Location

Mortgage Calculator

Listing History

10/08/2026
Listed by Houlihan Lawrence WD
$1,199,000
  1. 10/08/2026$1,199,000
    Listed by Houlihan Lawrence WD

Property Details for 280 Main Street

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Shingle
  • Year Built: 1928
  • Year Built Details: Public Records
  • Architectural Style: Cape Cod
  • Construction Materials: Frame

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Lightly Wooded, Level Lot, Historic District
  • Lot Size Acres: 0.26

Financial

Taxes

  • Parcel Number: 410828
  • Tax Annual Amount: $7,096.00
  • Tax Year: 26

Interior

Features

  • Appliances: Electric Range, Microwave, Dishwasher, Washer, Electric Dryer
  • Fireplaces Total: 1

Measurements

  • Living Area: 1,936

Rooms

  • Basement: Full, Full With Hatchway
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Attached Garage: Detached Garage, Paved, Off Street Parking, Driveway
  • Garage Spaces: 2
  • Parking Total: 3

Schools

Elementary School

  • Elementary School: Saugatuck

High School

  • High School: Staples

Utilities

Equipment

  • Heating: Hot Water, Steam
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 280 Main Street.

What schools are nearby to 280 Main Street?

Nearby schools include the Saugatuck Elementary School and Staples High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 280 Main Street.

What are the annual taxes for 280 Main Street?

Annual taxes for this single-family home are estimated at $7,096.

How does 280 Main Street compare to other single-family homes in Westport?

This single-family home is listed 79% below the average price for single-family homes in Westport and has been on the market for 46 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,936 sqft.

280 Main Street is a 3-bedroom, 3-bath single-family home for sale in Westport CT 06880. Listed on Prevu for 23 days at $1,199,000. This home features 1,936 square feet of living space, located in Westport. The median listing price for single-family homes in this area is $4,797,500. Nearby schools include Saugatuck Elementary School and Staples High School. View other single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.