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Westport, CT Real Estate

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Homes For Sale In Westport, CT

Browse current homes for sale in Westport, CT. Can't find a home that fits your needs? Try our Advanced MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

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Gearing up to buy or sell a home soon in Westport? Call Mike Gregor at (860) 866-7470. Your Westport realty team is here to help navigate the Westport real estate market.

Homes for Sale in Westport, CT

217 Wilton Rd, Westport image
217 Wilton Rd, Westport $3,950,000

Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and s...

  • 6 Beds
  • 7 Baths
  • 24186096 MLS
17 Greenbrier Rd, Westport image
17 Greenbrier Rd, Westport $3,450,000

Welcome to 17 Greenbrier Rd- an irreplaceable masterpiece that perfectly balances elite, high-end refinement with effortless daily livability. Nestled high in a vibrant N...

  • 4 Beds
  • 4 Baths
  • 24216789 MLS
14 Great Marsh Rd, Westport image
14 Great Marsh Rd, Westport $5,500,000

One spectacular property-endless possibilities. Boasting 175 feet of direct Westport waterfront with a private community beach, this 1.23-acre Saugatuck harborside estate...

  • 4 Beds
  • 4 Baths
  • 24216438 MLS
41 Richmondville Ave Unit 311, Westport image
41 Richmondville Ave Unit 311, Westport — The Mill $1,799,000

Experience the pinnacle of sophisticated, carefree living in this stunning luxury condominium at Westport's historic and reimagined landmark, The Mill. Seamlessly combini...

  • 2 Beds
  • 2 Baths
  • 24216042 MLS
  • The Mill Bldg.
313 Harvest Commons Unit 313, Westport image
313 Harvest Commons Unit 313, Westport — Harvest Commons $1,300,000

Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throu...

  • 2 Beds
  • 3 Baths
  • 24215497 MLS
  • Harvest Commons Bldg.
159 Easton Rd, Westport image
159 Easton Rd, Westport $4,450,000

YES - we have the CO!! :) The home you've been waiting for is ready for sale and yes; you can close and move in in time to host Thanksgiving!! How much would you love a h...

  • 6 Beds
  • 8 Baths
  • 24215185 MLS
310 Main St, Westport image
310 Main St, Westport $1,248,000

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home...

  • 3 Beds
  • 3 Baths
  • 24215287 MLS
61 Clapboard Hill Rd, Westport image
61 Clapboard Hill Rd, Westport $7,900,000

Exceptional architecture, refined craftsmanship, and a country/coastal lifestyle. This spectacular Westport estate, to be built by Soundmark Luxury Homes, offers a rare e...

  • 6 Beds
  • 7 Baths
  • 24211051 MLS
22 Fillow St, Westport image
22 Fillow St, Westport $4,050,000

NEW CONSTRUCTION BY RENOWNED WESTPORT LUXURY BUILDER WALTER MATTERA IN THE CHERISHED FLOWER ESTATES NEIGHBORHOOD! An exceptional opportunity to own a brand-new 5-bedroom,...

  • 5 Beds
  • 8 Baths
  • 24215100 MLS
58 Terra Nova Cir Unit 58, Westport image
58 Terra Nova Cir Unit 58, Westport — Terra Nova At Westport $1,649,000

Move right in to this pristine townhome in Westport's exclusive Terra Nova condominium association. Located in one of the most desirable areas within the Terra Nova compl...

  • 2 Beds
  • 3 Baths
  • 24214379 MLS
  • Terra Nova At Westport Bldg.
2-A Owenoke Park, Westport image
2-A Owenoke Park, Westport $4,999,999

The property consists of 17 waterfront acres including a 7 acre upland section.

  • 24215220 MLS
3 Jonathan Ln, Westport image
3 Jonathan Ln, Westport $1,525,000

This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room cr...

  • 4 Beds
  • 3 Baths
  • 24214592 MLS
14 High Point Rd, Westport image
14 High Point Rd, Westport $2,999,999

Classic Colonial 5 Bedroom 5 - 1/2 Bath set on over 1 acre with a Gunite Swimming Pool on Westport's longest and perhaps, most sought after Cul-De-Sac! Almost 4700 sq ft ...

  • 5 Beds
  • 6 Baths
  • 24213615 MLS
19 Roosevelt Rd, Westport image
19 Roosevelt Rd, Westport $4,250,000

Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perf...

  • 4 Beds
  • 4 Baths
  • 24213343 MLS
2 Charcoal Ln, Westport image
2 Charcoal Ln, Westport $2,000,000

Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, priva...

  • 3 Beds
  • 3 Baths
  • 24213937 MLS
4 Surrey Ln, Westport image
4 Surrey Ln, Westport $2,795,000

Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport...

  • 5 Beds
  • 4 Baths
  • 24213304 MLS
142 Easton Rd, Westport image
142 Easton Rd, Westport $2,950,000

A rare opportunity to own an exceptional woodland estate, where space, serenity, and natural beauty converge. Set beyond a long, gracefully winding driveway, this expansi...

  • 5 Beds
  • 6 Baths
  • 24212624 MLS
233 Hillspoint Rd, Westport image
233 Hillspoint Rd, Westport $6,975,000

Experience waterfront living at 233 Hillspoint Road, a striking new construction home located directly on Old Mill Beach with panoramic water views. A private elevator is...

  • 4 Beds
  • 5 Baths
  • 24212594 MLS
4 Turkey Hill Ln, Westport image
4 Turkey Hill Ln, Westport $3,295,000

Built in 2013 by Chris O'Dell, this 5-bedroom, 5.5-bathroom, 5,318 sq. ft. home sits on 1.07 acres in Westport's Long Lots neighborhood. Used exclusively as a summer retr...

  • 5 Beds
  • 5 Baths
  • 24212748 MLS
280 Main St, Westport image
280 Main St, Westport $1,199,000

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 ...

  • 3 Beds
  • 3 Baths
  • 24211260 MLS

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.

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Cohen Agency SiM, LLC
535 Main Street, P.O. Box 1003, New Hartford, CT 06057
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