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 floors, and a picturesque setting that includes both a carriage barn and a renovated one-stall barn with a tack room or workshop. The updated kitchen offers new quartz countertops and stainless steel appliances, and opens into a spacious dining room leading to the living room and family room with a small office tucked to one side. The paving stone patio is just off the dining room and kitchen with a new outdoor shower around the corner. Both outbuildings offer a variety of potential uses, adding flexibility and value to the property. Experience the charm, convenience, and sense of community that make village living so special. First showing at Open House, Saturday AUGUST 8th, 2:00 - 4:00 and Sunday AUGUST 9th 10:00-12:00.
Lovingly cared for by its original owners since it was built, this classic Cape offers timeless character, a functional layout, and exceptional pride of ownership throughout. Enter through the inviting brick front porch into the sunken family room with hardwood floors, a gas-burning brick fireplace, garage access, and sliding doors to the bright four-season room. The family room flows into the eat-in kitchen, which opens to the living room with a second wood-burning brick fireplace. The first floor also features a formal dining room, full bath, and bedroom. Upstairs are two spacious bedrooms and a second full bath. The sun-filled four-season room offers cathedral ceilings and brick flooring overlooking beautifully landscaped grounds with mature plantings and flower beds. Additional highlights include a heated two-car garage, stamped concrete driveway, whole-house generator, newer roof and windows, natural gas baseboard heat, and a new Title V compliant septic system to be installed by the seller. Conveniently located with easy access to Routes 24, 195, shopping, dining, and nearby beaches.
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 appeal. The home offers two levels of comfortable living, along with a partially finished walkout basement that provides excellent potential for additional finished living space, a home office, or recreation area.Nestled on over 1.3 acres of private wooded land, the secluded driveway leads to your own peaceful retreat in one of Westport’s most desirable locations. Whether you’re looking for a year-round residence or a coastal getaway, this property offers the perfect combination of privacy, charm, and convenience to the harbor, beaches, and all that Westport has to offer.
Set gracefully back from the street, surrounded by acres of manicured lawns and gardens that can never be built on, and a 5-minute walk to a marina for your boat and kayaks to rent, this stately center-hall Colonial is 75-years-young and everything you picture when you dream of life in Westport Harbor. It’s one of 3-adjacent lots that add up to 12+ acres on the Westport River. A handsome bluestone walkway, framed by cobblestone borders, leads you to a welcoming arched entry — the kind of first impression that tells you you've arrived somewhere special. From the crisp white clapboard and classic black shutters to the symmetrical windows and warm brick chimney, every detail honors the timeless New England tradition, while the interior delivers the comfort and updates today's buyers crave. Inside, gleaming fully restored hardwood floors flow throughout, gracious formal rooms invite everything from quiet mornings to lively celebrations, and a cozy fireplace anchors the home with the kind of warmth that turns a house into a home. At the heart of it all is a beautifully renovated, sundrenched kitchen with high ceilings, and marble floor, thoughtfully designed for both the everyday and the extraordinary, and open to the spaces where you will actually live. Upstairs, four generous bedrooms offer restful retreats, including a spacious primary. All 2.5 bathrooms are newly renovated with Waterworks fixtures, walk-in-showers and modern new vanities – none have ever been used. Outside, the level, sun-drenched grounds, 20,000+ square feet, are a blank canvas for summer gatherings, garden dreams, or simply room to roam — all just moments from the harbor, the beaches, and the coastal lifestyle that makes this one of the most coveted addresses around. Room to add a pool, 2 bedrooms, and a 2-car garage. Available fully furnished. Homes of this caliber, in a location this special, are a rare find – the last time this one was for sale was half a century ago. This is more than a house — it's the Westport Harbor life you've been waiting for.
Terrific remodeled 3 bedroom ranch with a private fencing in yard
Make lasting memories in Westport’s coveted coastal beach community, just minutes from Horseneck Beach and Gooseberry Island. Located near the end of a quiet road, this charming summer cottage offers breathtaking, unobstructed views of East Beach and the surrounding islands. Enjoy beautiful sunrises, colorful sunsets and refreshing coastal breezes from the spacious rooftop deck, designed to maximize the spectacular water views. The views must be seen to be appreciated. Just a short walk to East Beach, Bayside Restaurant and the scenic Allens Pond walking trails—perfect for birdwatching and enjoying local wildlife. This summer cottage currently offers one bedroom with potential to re design and make it your own, it's larger than it appears. Three garden sheds provide additional storage. A wonderful opportunity to create your very own Westport beach retreat! Call for OPEN HOUSE Times 1st buyer lost financing Here's your chance.......
Own a piece of Westport history with the William Kirby House, a classic antique Cape that has been lovingly cared for through generations. Thoughtfully designed for comfortable everyday living, this home offers an easy flow while perserving period details, including wainscoting, two center fireplaces, and classic window designs. Beautiful fir flooring flows throughout. Exposed beams add height and architectural interest to the centrally located kitchen, while a former birthing room offers a practical home office space. In 2019, a modern first-floor primary suite was masterfully added, blending antique design with custom construction to create a retreat that rivals those found in newer homes. A stacked w/d in the mudroom/bath adds to the ease of first floor living. Several access points lead to the stone patio, making outdoor entertaining simple and inviting. Set on a beautifully cared-for yard on desirable Drift Road, this special home is a rare opportunity you won't want to miss.
Located in the heart of Acoaxet, this exceptional pondfront home offers the ultimate coastal retreat with sweeping ocean views and spectacular sunsets over Richmond Pond. Recently renovated, the residence is in pristine condition. The living space combines contemporary comfort with timeless coastal charm. An open floor plan creates a bright, versatile living space ideal for both everyday living and entertaining. Multiple decks seamlessly extend the interior living areas outdoors, providing inviting spaces to relax, dine, and enjoy the warmer summer months surrounded by breathtaking water views. Perfectly situated in one of Acoaxet’s most coveted neighborhoods, the property is within walking distance of ocean beaches and a wide variety of summer activities. The tranquil pondfront setting, combined with expansive views stretching to the ocean, makes this a truly special offering.
Set on 2 acres just moments from South Watuppa Pond, this expansive split-level offers four levels of versatile living space designed for everyday living and entertaining. The main living areas feature a spacious living room, formal dining room, kitchen, four bedrooms, four full bathrooms, and a sun-filled bonus room with direct access to the deck overlooking the in-ground pool and backyard. Just off the attached garage is an impressive stone bar and entertaining area with direct backyard access, ideal for hosting. Outside, enjoy the in-ground pool surrounded by a stamped concrete pool deck and private fenced yard. Two fireplaces add warmth and character throughout the home. The finished lower level offers endless possibilities for a family room, home office, recreation area, fitness room, or additional living space, plus a laundry room, utility room, and ample storage. Additional highlights include central air, owned solar panels, and an attached garage.
Courtesy: Residential Properties Ltd.
508-636-4760
Tucked away, 70 Third Street feels both private and unexpectedly special, where thoughtful details have been purposely placed throughout the grounds and the house itself. Zen like landscaping surrounds this contemporary creating a serene outdoor oasis while offering sweeping views of the Atlantic Ocean. Placement of windows and french doors not only expose the dynamic views but also invite the outside in. An amazing chef's kitchen features windows that open directly onto a sheltered deck dining area, while the lving room is anchored by a dramatic floor-to-ceiling fireplace that becomes a striking focal point. A soaring vaulted ceiling opens to the second floor, enhancing the home's sense of volume and architectural interest, where an open staircase reveals an unexpected curved balcony that adds a distinctive design element.The primary suite encompasses the entire second floor and includes a comfortable sitting area along with a private deck for a quiet retreat, while two lower bedrooms enjoy direct access to a peaceful courtyard offering the ever-present connection to nature. Adding to the property's rare waterfront appeal, a private dock offers direct access to the tidal inlet leading to the tranquil "let" portion of the Westport River, making this a truly unique coastal retreat.
Tucked away, 70 Third Street feels both private and unexpectedly special, where thoughtful details have been purposely placed throughout the grounds and the house itself. Zen like landscaping surrounds this contemporary creating a serene outdoor oasis while offering sweeping views of the Atlantic Ocean. Placement of windows and french doors not only expose the dynamic views but also invite the outside in. An amazing chef's kitchen features windows that open directly onto a sheltered deck dining area, while the lving room is anchored by a dramatic floor-to-ceiling fireplace that becomes a striking focal point. A soaring vaulted ceiling opens to the second floor, enhancing the home's sense of volume and architectural interest, where an open staircase reveals an unexpected curved balcony that adds a distinctive design element.The primary suite encompasses the entire second floor and includes a comfortable sitting area along with a private deck for a quiet retreat, while two lower bedrooms enjoy direct access to a peaceful courtyard offering the ever-present connection to nature. Adding to the property's rare waterfront appeal, a private dock offers direct access to the tidal inlet leading to the tranquil "let" portion of the Westport River, making this a truly unique coastal retreat.
Tucked away, 70 Third Street feels both private and unexpectedly special, where thoughtful details have been purposely placed throughout the grounds and the home itself. Zen like landscaping surrounds this contemporary creating a serene outdoor oasis while offering sweeping views of the Atlantic Ocean. An amazing chef's kitchen features windows that open directly onto a sheltered deck. A living room floor to ceiling fireplace and soaring vaulted ceiling opening to a second floor balcony create volume, light, and architectural interest. Encompassing the entire second floor, the primary suite includes a sitting area and private deck for a quiet retreat while two lower level bedrooms enjoy direct access to the peaceful courtyard offering the ever-present connection to nature. Adding to the property's rare waterfront appeal, a private dock offers direct access to the tidal inlet leading to the tranquil "let" portion of the Westport River, making this truly a unique coastal retreat.
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.
Experience waterfront living on the scenic East Branch of the Westport River. Privately set back approximately 500 feet from a quiet, horseshow road, this exceptional property offers a rare blend of privacy, tranquility, and picturesque river views. The open-concept design features a sun-filled kitchen, spacious bedrooms, cathedral ceilings, and a primary suite with a private balcony overlooking the beautifully landscaped grounds and river. Enjoy outdoor living on the spacious deck, stone patio, or walk down to your private dock while kayakers and small boats drift by. Take a leisurely stroll along scenic Drift Road to the Head Town Landing Country Store for fresh coffee and homemade doughnuts. Private and public beaches are only minutes away. Whether you're entertaining guests, relaxing by the water, or simply taking in the peaceful surroundings, this remarkable property offers the perfect balance of waterfront beauty and privacy in one of Westport's most desirable settings
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.
Nestled in the highly coveted enclave of Acoaxet and Westport Harbor, this magnificent coastal estate at 169 Atlantic Ave offers the pinnacle of New England waterfront living. Meticulously reimagined from top to bottom, this home underwent a complete, high-end remodel completed in 2021. Sited flawlessly to maximize panoramic views of the open Atlantic Ocean, sandy shorelines, and the Elizabeth Islands, this property seamlessly blends classic Shingle-style architecture with unparalleled private luxury.
Welcome to a stunning new construction contemporary colonial offering the perfect blend of modern luxury and waterfront living. This 4,150 sq. ft. home features two primary suites, one on each floor plus 2- additional bedrooms and four full baths. Enjoy an open-concept living area, a chef’s kitchen with a granite island, breakfast bar, and spacious dining area, plus a formal dining room for entertaining. A dedicated home office on the first floor is ideal for remote work. Step outside to two oversized composite decks with breathtaking views, and enjoy direct shore access for kayaking, paddle boarding, and boating right from your backyard. An unfinished basement offers endless possibilities, home theater, gym, or entertainment space. 2-car attached garage and 10 additional parking spots provide ample space for family and guests. Located in one of Westport most desirable waterfront communities, close to marinas, beaches, dining, shopping.
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 provides the perfect place to relax, while the finished basement with a second kitchen offers flexible additional living space. This turnkey home combines quality updates with a desirable Westport location.
Set on a peaceful 1.13-acre parcel just steps from the Acoaxet Club and a short walk or bike ride to the beach, this exceptional Westport Harbor property offers a rare blend of privacy, comfort, and coastal charm. Designed for effortless indoor-outdoor living, the grounds feature bluestone patios with western exposure, majestic trees, mature landscaping, and a saltwater pool. The stunning 2,257 sqft. addition showcases vaulted ceilings, an open-concept living and dining area with fireplace, a chef’s kitchen with Vermont soapstone and custom wood counters, library, large screened porch, and a sumptuous primary suite with steam shower, soaking tub, and steps out to an outdoor shower. The rebuilt 1,681 sqft. four-bedroom, two-bath wing with fireplaced living room and a second outdoor shower provides abundant space for family and friends. Convenient to Adamsville, Tiverton Four Corners, and Little Compton. A true stunner in an ideal location!
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.
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 living room with skylights and fireplace. The main level also includes a formal dining room, family room, half bath, and laundry area. Upstairs are two primary suites, including a luxurious main suite with sitting area and spa-like bath. Two additional bedrooms share a Jack-and-Jill bath. Enjoy outdoor entertaining on the Trex deck overlooking the manicured grounds. A rare opportunity to own a spacious, beautifully maintained home in a sought-after location. Some photos have been digitally enhanced to show neutral colored walls.
Searching for the quintessential Westport retreat? Don't let this one slip by. A pristine, expanded & updated 3 bedroom cape with private, tranquil grounds and an association marina dock space on the Westport River. The floorplan flows easily to indoor and outdoor spaces for relaxation and entertainment. Many built-ins and white oak floors add to the custom feel. The high-end kitchen complements the adjacent central living space with vaulted ceilings and fireplace. A formal living room, bedroom and full bath round out the first floor which connects to the 2 car garage & adjacent wood shop/studio bathed in natural light. Used as a primary suite, the 2nd floor offers 2 bedrooms, a full bath and laundry. Another 300SF of finished space on the lower level provides a rec room with sauna and adjacent winemaking space. Outdoor features include a new 3 bed septic system, large composite deck, stone patio with fire pit and koi pond, a fenced garden area with irrigation, & large garden shed. What's not to love?
Courtesy: Residential Properties Ltd.
508-636-4760
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. 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.
Courtesy: Mott & Chace Sotheby's Intl.
508-938-9701
Gracious custom built home located in desirable Westport Harbor. First floor features a chef's kitchen with pantry, soap-stone counters, custom cabinetry and stainless steel appliances. The dining room flows easily from the kitchen to the inviting living room, with built-in cabinetry and a wood burning fireplace. Hardwood floors run throughout. The second floor features a primary suite with a cozy gas fireplace, spa like bathroom, dressing area and two walk-in closets. An additional en suite bedroom and an office area complete this level. The third floor offers an en suite bedroom and a large office/family room with french doors leading to a deck. The custom built home offers exceptional craftmanship, thoughtful design and beautiful rural views. A one-bedroom guest suite is perfectly located above the two stall heated garage. This home is in pristine condition, it offers the perfect combination of a private location, while still being close to clubs and sandy beaches. Deeded access to Quicksand Pond. Come see and be in for the summer.
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 oversized garage with double doors and loft area. Relax on the rear patio with sun- shade, take an outdoor shower after a day at the beach, or enjoy some time in the antique bunk house. Enjoy views of the historic East Branch of the Westport River, drop your kayak in for a scenic tour, or enjoy your backyard bound by stone walls!
Westport is located in Massachusetts. Westport, Massachusetts has a population of 16,245. Westport is less family-centric than the surrounding county with 18.13% of the households containing married families with children. The county average for households married with children is 27.77%.
The median household income in Westport, Massachusetts is $85,019. The median household income for the surrounding county is $74,290 compared to the national median of $69,021. The median age of people living in Westport is 51.5 years.
The average high temperature in July is 82 degrees, with an average low temperature in January of 21.1 degrees. The average rainfall is approximately 49.6 inches per year, with 32.2 inches of snow per year.
