About This Home

This 3-bedroom, 3-bathroom single family at 280 Main Street in Westport, CT is listed for $1,199,000 ($619 per sqft). Built in 1928, the home offers 1,936 sqft of living space on a 0.26 acres lot.

Key Features

  • Built in 1928
  • 0.26 acre lot
  • 3 parking spaces
  • Fireplace

Property Details

2 full, 1 half
2-car garage
1928

Amenities

Fireplace
Listing 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.

Monthly Cost Estimate

$6,413/mo

20% down · 6.5% · 30 years

Principal$867
Interest$5,196
Insurance$350

Estimates only. Actual payments may vary.

Location

280 Main Street

Westport, CT 06880

Property Details

Heating

Hot Water(Heating)Steam

Appliances

Electric RangeMicrowaveDishwasherWasherElectric Dryer

Questions & Answers

This 3-bedroom, 3-bathroom single family at 280 Main Street is listed at $1,199,000 ($619/sqft). The estimated monthly payment is $6,413 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1928, 0.26 acre lot, 3 parking spaces, Fireplace.

This property is listed by Georgia Newcomb.

GN

Georgia Newcomb

Agent at Wareck D'Ostilio Real Estate LLC

Listed by Wareck D'Ostilio Real Estate LLC · Broker phone: (203) 787-7800 · View on Broker Site · Broker website

MLS# 24211260· Source: SmartMLS, Inc.· 19 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

280 Main Street, Westport, CT 06880

Open this listing in: