Westport, MA Homes for Sale under $1,000,000

Welcome to 1775 Drift Road, ideally located in desirable South Westport, just minutes from local beaches, Westport Point, and the best of coastal living. This contemporary home offers a spacious feel with a versatile floor plan ideal for year-round living or a seasonal retreat.The living room is the centerpiece of the home, featuring a stunning real stone fireplace & cathedral ceilings that

Nicole Plante Even Keel Realty, Inc.

This charming 4-bedroom, 2-bath Greek Revival home, built by Ezra Macomber, is ideally situated in the heart of Head of Westport Village. Enjoy the convenience of walking to the post office, corner store, library, tennis courts, and the Town Landing, where you can launch a kayak or paddleboard. Rich in historic character, this antique home features beautiful detailed woodwork, original wood

Eleanor Wickes Mott & Chace Sotheby's International Realty

Welcome to 3 Diane Way, a beautifully designed new construction home offering modern comfort, thoughtful craftsmanship, and a serene setting. Situated on a generous 1.4-acre corner lot, this home is available for reservation prior to completion and is scheduled for delivery at the end of 2026. The layout features 3 bedrooms, 2 full bathrooms, and a spacious 2-car garage. An open-concept design is

Jordan St. Fort Botelho Agency LLC

This stunning new construction home offers 3+ bedrooms and 2.5 baths across four levels of flexible, beautifully designed living space. Flooded with natural light, the main level features a great room with an open floor plan—perfect for family living and effortless entertaining. The chef’s kitchen is the center of the home, with quartz counters and backsplash, abundant storage, and an 8 foot

Bing and Sanchez Team Gibson Sotheby's International Realty

Tucked away on a private road in South Westport, this beautifully renovated 3-bedroom, 2-bath home offers water views with water access and a peaceful setting just moments from the shoreline. Recent updates include a brand-new kitchen, renovated bathrooms, new forced hot air heating, central A/C, new Cedar Impressions siding, a newly paved driveway, and a new septic system. A spacious sunroom

Ronald Oliveira RE/MAX Vantage

Welcome to 38 Bayberry Drive, offered for the first time ever. This exceptional 2,926 sq. ft. home sits on a beautifully maintained 20,000 sq. ft. lot and combines timeless elegance with modern updates. Built in 1971 and extensively remodeled in 2007, the home features an open-concept kitchen with stainless steel appliances, Corian countertops, and soft-close cabinetry, flowing into a sun-filled

Annette Avelar Gallant LAER Realty Partners / Rose Homes & Real Estate

Welcome to 99 Sylvia Lane in South Westport, where this beautifully renovated cottage offers breathtaking westerly views of the East Branch of the Westport River. Rebuilt from the studs, the home features all-new plumbing, heating, insulation, electrical, windows, siding, and a thoughtfully redesigned interior that makes the most of every square foot. Whether you're looking for a year-round

Nicole Plante Even Keel Realty, Inc.

Welcome to a barn find in Westport. Offering a single-family ranch up front, a 2-store 2nd structure in the middle of the property (current family living in) and a huge barn/garage. This property back in the 70/80's was licensed and used for horse boarding up to 30 stables, had a full retail store in the middle building. So much history. Property sits on 3.82acres. The family has decided to sell,

Steven Melo Ponte & Associates Real Estate

Discover the charm of this unique post-and-beam Cape with 2-3 bedrooms and 1 bathroom with rough plumbing for a second bathroom, ideally located just minutes from Westport Harbor and local favorites like Horseneck Beach.Step inside to an inviting open concept floor plan filled with warmth and character, featuring stunning exposed wood beams, abundant natural light, and timeless New England

Kyle Costa Bayshore's Capital and Real Estate, Inc.

Become the next Curator of this Head of Westport Gem! The "J.P. Gifford House" has been tastefully and historically renovated throughout! This 3 bedroom, 2 bath home offers the ambiance of the "old with the new". Fully restored with a new eat-in new kitchen, bathrooms, wiring, heating, plumbing, period wood roof & antique shutters. Refinished oak and fir floors, fully insulated with a 2 stall

Jim Sabra Equity Real Estate