South Westport Real Estate

Welcome to South Westport, a hidden gem nestled in the charming town of Westport, Massachusetts. This picturesque region, located in Bristol County, offers a delightful blend of coastal beauty, rich history, and a tight-knit community atmosphere. South Westport is known for its stunning landscapes, featuring lush farmland, serene beaches, and tranquil waterways that beckon outdoor enthusiasts and nature lovers alike.

As you explore South Westport, you'll find an array of recreational activities. The nearby Westport Town Beach and Horseneck Beach State Reservation provide perfect spots for sunbathing, swimming, and beachcombing. For those who enjoy a more active lifestyle, the area boasts scenic trails for hiking and biking, as well as opportunities for kayaking and sailing along the picturesque Westport River.

The community is steeped in history, with charming colonial homes and historic sites that tell the story of this vibrant region. The local farmers’ markets and artisanal shops offer a taste of the area’s agricultural heritage, featuring fresh produce and handcrafted goods that reflect the spirit of South Westport.

Families will appreciate the highly-rated schools and the welcoming atmosphere that makes this area an ideal place to raise children. Whether you’re drawn to the scenic beauty, the recreational opportunities, or the sense of community, South Westport is more than just a location; it’s a lifestyle. Discover the charm and warmth of South Westport, where every day feels like a vacation in this idyllic coastal haven. Come and see for yourself why so many have chosen to call this enchanting corner of Massachusetts home!

Newest Listings in South Westport

$550,000

73551566 MLS

This 1.8 acre upland lot sits in a very desirable area of South Westport. Fully treed it waits for your selective clearing and exposure to display your dream home. It has 190' of frontage on Main Road which means it also has direct access to natural gas, electric, and Cable TV / WiFi at the street. Raw land in this neighborhood rarely becomes available! It would place your home within minutes of a beach, marina, restaurants, Central Village, Route #88, and everything else beautiful South Westport has to offer!

1455 Main Road, Westport

$850,000

2 Beds ⋅ 1 Baths ⋅ 73543642 MLS

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 residence or the perfect vacation getaway, this turnkey property is ready to enjoy. The open floor plan and vaulted ceilings create a bright, spacious atmosphere, while expansive windows frame the stunning river views. The custom kitchen is finished with premium stone countertops, stainless steel appliances, and quality craftsmanship throughout. Step outside to the oversized composite deck, the perfect place to relax and take in spectacular sunsets, refreshing saltwater breezes, and the peaceful coastal setting. Shared water access directly across the street includes the right to pass and repass, making it easy to enjoy kayaking, paddleboarding, or simply spending time by the water.Tucked away on a private lane, the property also includes a new septic system to be installed by the seller prior to closing. The new sand filter system has been designed to preserve the backyard, allowing you to enjoy the outdoor space without compromising the property's layout or usability. A rare opportunity to own a like-new coastal cottage in one of South Westport's most desirable waterfront neighborhoods.

99 Sylvia Ln, Westport

$875,000

3 Beds ⋅ 2 Baths ⋅ 73540304 MLS

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 create warmth and character. Hardwood floors run throughout the home. The private primary suite features its own balcony, while two additional bedrooms are located on the main level. The flexible layout also offers the potential for a first-floor primary bedroom.Privately set among mature trees, the property offers exceptional seasonal privacy. Enjoy outdoor living on the wrap-around deck or relax in the covered breezeway. Additional features include a two-car garage,newer roof,home generator, & finished basement. Exceptional South Westport location, just moments from beaches, boating & dining.

1775 Drift Rd, Westport

$1,050,000

1 Beds ⋅ 1 Baths ⋅ 73533735 MLS

NEW PRICE! Don't miss this rare opportunity to become part of the Winding Lane Association, with your own waterfront home and private dock. One of the best kept secrets in Westport! Stunning views abound across the East Branch of the Westport River and the dock offers immediate access to waterfront activities. Enjoy morning coffee watching the osprey and boats from your private perch above the river. The spacious one bedroom home features cathedral ceilinged open living/dining plan along with a large lofted living area above providing flexibility for many uses such as an office area or temporary guest accomodation . Expansive windows and patio doors bring the outside in. Both the living room and bedroom lead onto the large composite deck, perfect for entertaining while enjoying the view. Very large garage/workshop offers multiple uses for the new owner. Unique ownership arrangement means waterfront living without the large carrying costs. See listing agent for details.

1680 H Drift Road Unit H, Westport

$2,750,000

73520844 MLS

Welcome to 272 Pine Hill Road in Westport — home to the well known Pine Hill Dairy. Set on approximately 63 acres of 61A agricultural land, this rare property offers a unique opportunity for farmers, investors, or buyers seeking expansive acreage in a scenic rural setting. The property has operated as a working dairy farm until recently and features open farmland extending deep into the rear of the property.The existing home is in need of a full rehabilitation and the property is being sold strictly “as is.” No wetlands have been delineated, no perc testing has been completed, and no subdivision approvals or engineering have been pursued. Buyers to perform their own due diligence regarding potential uses, permitting, and development possibilities. A rare chance to restore, preserve, or reimagine a longstanding Westport farm property with substantial acreage and agricultural history.

272 Pine Hill Rd, Westport

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