Westport, MA

The Town of Westport is now mostly residential, but with sizeable farming and fishing activities. Westport is a Right to Farm community and there is an active Westport Fishermen's Association. Horseneck Beach State Reservation, located to the north and west of Gooseberry Island, is a popular summer destination and Westport Point Historic District is a popular destination which features preserved historic homes dating from the 1700s which reflect the important role whaling played in its history.

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Westport Listings

1069 Horseneck Rd, Westport
$3,250,000
5 Beds ⋅ 7 Baths ⋅ 73572447 MLS
Set on high, this 17+/- pastoral estate is located in coveted South Westport. The exceptionally well-built shingled residence offers remarkable privacy, versatility, and the potential to create a true legacy family compound. Approached by a private lane, framed by ancient stone walls and mature plantings, the substantial home is impressively sited well beyond the flood zone. A gracious gallery foyer opens through French doors to a formal living room with custom built-ins and an elegant, banquet-size dining room. The chef’s kitchen features an expansive island, dual ovens and cooktops, and a wall of glass overlooking the sweeping grounds. At the rear, an expansive fireplaced great room offers multiple seating areas and casual dining area, with French doors opening to the spacious deck. A private office with built-ins, and adjacent bath, completes the main level. Upstairs, a generous landing leads to multiple bedrooms and baths, all enjoying tranquil pastoral views. The third floor is a retreat unto itself, with a spacious fireplaced living area, kitchenette, spa-like bath, and private balcony capturing dramatic views across the property. A detached indoor pool and pool house with bath and laundry, three-bay garage, and workshop complete this extraordinary offering. With potential for several additional lots, the property presents a rare opportunity for multi-generational living or the creation of a private family compound. Just minutes from white sandy beaches, conservation lands, and Westport’s shops and restaurants, this distinctive South Westport estate combines substantial construction, exceptional acreage, privacy, and possibilities for generations to come.

1069 Horseneck Rd, Westport

Listing courtesy of Listing Agent: William J. Milbury from Listing Office: Milbury and Company.

2037 Main Rd, Westport
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 73543126 MLS
Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.

2037 Main Rd, Westport

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

129 Cross Rd, Westport
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 73521379 MLS
Welcome to 129 Cross Road in the desirable Acoaxet area of Westport, a charming former Acoaxet schoolhouse filled with coastal character and timeless appeal. This 4-bedroom, 2-bath home is currently enjoyed as a year-round residence but is equally well suited as a vacation or seasonal retreat.The flexible floor plan includes a first-floor primary bedroom that can also serve as a guest room, home office, or additional living space to fit your needs. Surrounded by classic New England stone walls and situated on approximately a half-acre, the property offers a manageable yard, giving you more time to enjoy the nearby beaches and waterfront lifestyle.The home has been well maintained over the years and features a full poured concrete foundation beneath the entire house, an updated electrical panel, newer roof and windows, an updated kitchen and second-floor bath, and air conditioning on the first floor. The front porch is in need of updating, offering an opportunity to add your own finishing touches.Additional amenities include a one-car garage and a storage shed, ideal for beach gear, bicycles, and outdoor equipment.Ideally located near the Acoaxet Club, Elephant Rock, Westport Harbor, and the area's beautiful beaches, this property offers a wonderful opportunity to enjoy one of Westport's most sought-after coastal neighborhoods.Title V has failed and will be the buyer's responsibility.

129 Cross Rd, Westport

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

45 Marcotte Driveq, Westport
$1,085,000
3 Beds ⋅ 3 Baths ⋅ 73588038 MLS
Welcome to 45 Marcotte Drive, a newly constructed Westport home offering exceptional privacy, flexibility, and room to grow in a beautiful setting just off Drift Road. Tucked at the end of a seven-lot subdivision, this thoughtfully designed home sits at the end of the cul-de-sac and is approached by a long paved driveway, creating a wonderful sense of space and separation while remaining convenient to everything that makes Westport so special.Fresh, bright, and truly move-in ready, the home was designed with both everyday living and long-term versatility in mind. The main level offers the ease of single-level living with a spacious first-floor primary suite, first-floor laundry, and an open kitchen, dining, and living area unified by seamless 6-inch hardwood flooring. The layout is comfortable and inviting, with plenty of natural light and an easy flow for both quiet daily living and entertaining.Upstairs, two additional bedrooms, a full bathroom, a sitting room, and a generous bonus room over the garage provide flexible space for family, guests, a home office, media room, or additional recreation space.The possibilities continue in the walkout lower level, where approximately 850 square feet of unfinished space offers an opportunity to create exactly what you need. With room for a future bathroom, bedroom, fitness area, family room, or pool-side entertaining space, the home can easily evolve along with its next owner.The setting is equally compelling. Located off scenic Drift Road, 45 Marcotte Drive is just minutes from the Head of Westport, Westport’s beautiful sandy beaches, local farms, dining, shopping, and the coastal lifestyle that makes this area so desirable.For buyers searching for new construction in Westport, Massachusetts with a first-floor primary suite, flexible living space, privacy, and expansion potential, 45 Marcotte Drive offers a rare combination of convenience, quality, and room to make the home your own. Built to the highest standards by Bristol Pacific Homes. Appliances included. HERS Score has not been completed.

45 Marcotte Driveq, Westport

Listing courtesy of Listing Agent: Renee Welchman from Listing Office: Compass.

7 Fallon Dr, Westport
$849,900
3 Beds ⋅ 3 Baths ⋅ 73591137 MLS
UNIQUE OPPORTUNITY IN A DESIRABLE RIVERFRONT NEIGHBORHOOD!Discover the space, versatility, and exceptional setting of this well-built Ranch-style home, situated on a generous 2-acre parcel in a sought-after riverfront neighborhood. Offering an impressive 2,853 square feet of living space on the main level, this distinctive property features three bedrooms, three full bathrooms, and an abundance of room for comfortable living, entertaining, hobbies, and more.The spacious interior features a large living room with a fireplace, a separate family room, and an eat-in kitchen with sliders leading to the rear sunroom. The primary bedroom offers an en-suite bathroom, while two additional bedrooms and two more full bathrooms provide ample accommodations for family and guests. A dedicated den or home office adds flexibility for today's lifestyle, and a convenient laundry room enhances everyday functionality.Enjoy the natural light and inviting atmosphere of the beautiful side sunroom, complete with skylights and access to a rear brick patio—an ideal setting for relaxing, entertaining, or enjoying the surrounding grounds. The full basement offers additional storage and utility space, along with a workshop and walkout access.Car enthusiasts, hobbyists, and tradespeople will appreciate the oversized attached two-car garage, featuring high ceilings, overhead doors at both the front and rear, and an abundance of workspace.Adding to this property's exceptional appeal are deeded rights to the Westport River, offering a special connection to the area's scenic waterfront lifestyle. With its expansive grounds, generous single-level living space, versatile interior, and impressive garage, this is a rare opportunity to own a truly distinctive property in a desirable riverfront setting. Space, privacy, and river access—this property has it all!

7 Fallon Dr, Westport

Listing courtesy of Listing Agent: Jeff Gardner from Listing Office: Robert H. Gardner, Inc..

99 Sylvia Ln, Westport
$775,000
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

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

223 Reed Rd, Westport
$625,000
3 Beds ⋅ 2 Baths ⋅ 73580358 MLS
Welcome to 223 Reed Road in Westport! Don’t let the first impression fool you—this home is much larger than it appears. The main level offers nearly 2,000 square feet of living space, with even more finished space in the basement.The updated kitchen features stainless steel appliances, granite countertops, and an abundance of cabinet space. The kitchen opens nicely to the sunroom and dining room, creating a comfortable space for everyday living and entertaining. The dining room could also easily serve as a living room or gathering space.The traditional raised ranch layout offers three bedrooms and a full bath, but this home goes well beyond the typical floor plan. The current owner expanded the living space, creating an office, large sitting room with a bay window, an additional primary bedroom, and a separate entrance leading to another home office or den. There are plenty of options depending on your needs, whether you are looking for work-from-home space, a guest area, or simply more room to spread out.The lower level offers a finished den on one side, while the other side remains unfinished and provides plenty of storage along with a mudroom, laundry area, and one-car garage.With its generous square footage, flexible floor plan, updated kitchen, and multiple living and work spaces, 223 Reed Road offers far more than meets the eye and plenty of possibilities to make the home work for you. Home has possibilities for an ADU.

223 Reed Rd, Westport

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

226 Sanford Rd, Westport
$549,000
3 Beds ⋅ 2 Baths ⋅ 73593134 MLS
Welcome to 226 Sanford Road, an exceptional combination of modern living and versatile workspace! Situated on a corner lot along a dead-end street, this property has undergone extensive renovations and improvements in recent years, offering a beautifully updated, move-in-ready home with features that are increasingly hard to find. The exterior has been completely transformed with new siding, replacement windows, and a welcoming front portico, creating attractive curb appeal. Inside, the improvements continue with new flooring, updated bathrooms, a completely renovated kitchen, and an extensively remodeled first floor. A newly constructed, low-maintenance composite deck provides the perfect setting for outdoor entertaining and relaxation. What truly sets this property apart are the two additional structures: a spacious workshop/storage building and an impressive 30' x 30' commercial-style garage featuring oversized doors, high ceilings, and approximately 900 square feet of space. Whether you're a contractor or tradesperson looking for substantial equipment storage, a car enthusiast seeking room for vehicles and projects, or simply someone who values extra workspace, the possibilities are exceptional. With ample room for tools, equipment, recreational gear, hobbies, and more, these versatile outbuildings offer a level of flexibility rarely found alongside a beautifully renovated home. Conveniently located just minutes from major highways, this unique property combines residential comfort, extensive improvements, and exceptional functionality in one incredible package. **This one won't last!**

226 Sanford Rd, Westport

Listing courtesy of Listing Agent: TIDES Real Estate Group from Listing Office: Real Broker MA, LLC.

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