luxury seaside houses for sale Massachusetts, United States (page 3)

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy.The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor.Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and cove.

YOUR SUMMER PLAYGROUND. YOUR YEAR-ROUND ESCAPE. Some homes offer waterfront. Few offer a way of life. Perfectly positioned in the heart of Powder Point, this extraordinary 6,895 sq. ft. waterfront estate , with an additional 660 sq. ft. of finished lower-level living , invites you to experience Duxbury at its very best. Wake to breathtaking views stretching across Duxbury's Back River, Duxbury Beach, and beyond. Spend your days boating from your private dock, gathering at the rare boat house, relaxing on your own private beach, and creating memories that will last for generations. Masterfully restored and thoughtfully expanded, this 5-bedroom, 5.5-bath residence seamlessly blends the timeless elegance of historic Duxbury with sophisticated modern living. Rich hardwood floors, exquisite millwork, four fireplaces, and sun-filled rooms frame spectacular waterfront vistas throughout. A first-floor guest suite offers flexibility, while the finished walkout lower level—with wine cellar and interior potting shed—adds exceptional space for entertaining and everyday living. Manicured grounds, a three-car garage, and one of Powder Point's most coveted waterfront settings complete this remarkable offering. This is more than an exceptional home, it is a legacy estate where history, elegance, and coastal living become part of your family's story.

Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms: 2 on the first floor and 3 on the second floor. Two bedrooms are en suite: 1 on the 1st floor and 1 on the 2nd floor. There are 4 full bathrooms (3 renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central AC, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining, and a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and boat activity on scenic Vineyard Haven Harbor. Enjoy the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play on Sunday evenings in the summer. Schedule your tour today and experience the magic of Vineyard Haven living.

WATERFRONT WITH DOCK – Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting featuring a private sandy beach, deep-water dock, and sweeping views of the harbor, the Cape, and Nantucket Sound. The home offers five bedrooms, one full bathroom, and one half bathroom, with an open concept living and dining area where walls of windows capture the harbor views and abundant natural light. The kitchen is ideally positioned for effortless indoor and outdoor entertaining. Rich in character, the home retains many original architectural details while benefiting from thoughtful updates, including all new windows, a new roof, beautiful mahogany porches, and new cedar shingles. Whether enjoyed as a treasured family retreat or reimagined into your dream waterfront escape, the possibilities are endless. Enjoy water views from virtually every room as the home's spectacular waterfront setting seamlessly extends to your private sandy beach and deep-water dock, offering direct access for boating, swimming, paddle boarding, or simply relaxing by the water's edge. A truly special legacy property offered for the first time in over 50 years where history, charm, and an unparalleled waterfront lifestyle come together.

12 Foxcroft Lane | East Sandwich A once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach. More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this exceptional Colonial captures sweeping views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

A rare offering on a storied West Falmouth lane, where classic Cape Cod homes meet the beauty of Buzzards Bay with a private sandy association beach only two homes from your door. This exceptional property captures the essence of coastal waterfront living with stunning fresh water pond and ocean views. Lovingly held by the same family for over forty years, this custom-built residence offers more than 3,800 square feet of thoughtfully designed living space, set among peaceful surroundings with sweeping water views and unforgettable sunset skies. Expansive living and gathering areas are oriented to embrace the ever-changing seascape, creating a seamless backdrop for both entertaining and quiet retreat. The home features four generous bedrooms and four full baths, along with a spacious kitchen and dining area, sunroom, formal dining room, and living room, all positioned to take advantage of the scenic vistas. A walkout lower level and attached garage provide excellent storage, game room and flexibility for beach gear, bicycles, and paddleboards. An exceptional opportunity to create your Cape Cod lifestyle in the coveted village of West Falmouth, where coastal charm and natural beauty define everyday living, create your own legacy coastal escape.

Stunning NEW, 4 bed, 3.5 bath colonial, designed for todays living and entertaining. Beautiful chef's kitchen with oversized island, stone countertops, stainless appliances, huge walk in pantry, tons of cabinet space and large eat in area with slider that leads you to composite deck overlooking a private back yard. Truly the heart of the home. Spacious cathedral family room with gas fireplace and custom mantle. Formal dining room, office/living room, mudroom with built-in bench and cubbies, multiple closets, and half bath round out the first floor. Walk up the turned stair case to find your primary suite with 2 custom closets, gorgeous bath with soaking tub, tiled walk in shower and heated floors! Three additional generous sized bedrooms with tons of closet space and hardwood floors throughout! Laundry room with cabinets and sink. Finished walk out lower level with full bath perfect for bonus room or guest suite. Farmers porch, professional landscaping, stone walkways, irrigation and still time to make a few choices of your own. Come be impressed! Welcome Home.

Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven.

This gorgeous Contemporary Cape offers an exceptional open floor plan with spacious rooms and a spectacular outdoor entertaining area featuring an in-ground pool and separate cabana. The first floor features a dramatic great room with a fireplace, cathedral ceilings, and a breakfast nook that opens to the large center island kitchen. The living and dining area offers sliders leading directly to the pool. The first-floor primary suite boasts a cathedral ceiling, a spacious bath with custom built-ins, and ample closet space. Also on the main level are a powder room, a welcoming tiled foyer, and a convenient laundry room. The second floor includes a private guest suite over the garage, two additional guest bedrooms, and a third full bathroom. The finished lower level offers a large family room, providing additional living and recreation space. Outside, enjoy the approximately 20' x 40' vinyl-lined, fenced in-ground swimming pool surrounded by a private backyard that abuts protected conservation land. The detached cabana is an entertainer's dream, complete with an indoor/outdoor bar, powder room, sitting room, and outdoor shower. Numerous updates including roof, HVAC, and more.

Treasure the beauty and joy of Popponesset ownership while also capturing the uniqueness of this wonderful home! It is a rare opportunity to find a spacious 4 bedroom home, 2 of the bedrooms with private baths and the other two with connecting bath; a full basement with a finished great room, half bath, walk out, and direct access to one car garage. The home is out of the flood zone, has a whole house generator, open living/dining/ family room area, laundry room, and drenched in natural light! All these features in one home is quite unusual in Popponesset! With easy access to private Poppy beaches and the beautiful Popponesset Spit, as well as the Community House for children and adult activities - there is little left to be desired! Don't miss the opportunity to own this unique property, and transform it into your perfect Popponesset Paradise! The Poppy Marketplace and Mashpee Commons are nearby for shopping, eating, mini-golf, etc

Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite. Meander to the upper level to discover a sun drenched family room, primary suite including a sitting room and new enlarged primary bath as well as two other spacious bedrooms with bath. The spacious renovated guest area over the garage offers a private retreat for those visiting. Perfectly manicured grounds frame an array of outdoor spaces. A shared dock offers convenient access to all your boating pleasures!

These lots don't come available that often. Steps to the Association beach at the end of Longhill Drive. Enjoy beautiful sunsets after a day of swimming in Cape Cod Bay. With just shy of an acre of land the opportunities are endless. This lot has been engineered and cleared. Bring your ideas to begin creating your Northside Beach Home.

A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and views of the Atlantic. Private access to Nauset Beach (one of Cape Cod's finest ocean beaches) is a 10-minute walk from the property via the association bridge and boardwalk -- perfect for swimming, surfing, walking, surfcasting, or simply enjoying a day by the sea. A town landing on Pochet Inlet is located minutes away in the association for boating in Pleasant Bay. Situated on a large, private lot, the beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with ample bonus space & full bath above offers exceptional flexibility with overflow space for guests, home office, or creative pursuits. With some updates & town approvals, it could potentially become a rental or ADU. Ideally located near the charming village of East Orleans with its acclaimed restaurants, galleries, & shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at its very best.

If you are seeking space, privacy, and effortless living you have found your home. Set in one of Duxbury’s most sought-after locations, just moments to Duxbury Bay and the heart of the village a rare combination of privacy and location. Expansive one-level living offering a seamless indoor-outdoor connection. Designed to capture the beauty of its surroundings, walls of glass overlook professionally landscaped grounds and a stunning in-ground pool, natural light fills this home throughout the day. A dramatic entry with cathedral ceiling sunken living room w/floor-to-ceiling brick fireplace, entertainment-sized kitchen opens to vaulted family room all thoughtfully connected leading to outdoor terraces and gardens. The home features four bedrooms, each with its own private bath, a spacious and secluded primary suite. The walk-out lower level adds exceptional flexibility with large recreation and mud rooms, full guest suite and or office. Pack your bags, you're home.

Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network. The spacious, meticulously maintained residence features a reverse floor plan that accentuates the natural light, soaring ceilings, and breathtaking views. The upper level includes an open-concept kitchen, dining, and living area, along with a private primary suite and dedicated office space. There is a large open deck and a screened porch o n this level, as well as a deck off the primary bedroom suite. Thoughtfully designed for both everyday living and entertaining, the home includes amenities such as air conditioning, a whole-house generator, an integrated sound system, outdoor lighting, and more. Outside, the grounds are equally impressive, featuring a tennis court, landscaped gardens with a water feature, and a large open meadow spanning several acres, all surrounded by mature woodland for exceptional privacy. No neighboring homes are visible from the property. There is ample room to add a swimming pool, and the parcel may offer subdivision opportunities. Ownership also includes rights to Brickyard Beach.

90 Salt Marsh Road - an exceptional waterfront retreat on Cape Cod Bay with both a private dock and private beach. Ideally situated on coveted Spring Hill Beach in the heart of East Sandwich with stunning views in every direction. This beautifully renovated coastal residence offers panoramic bay and marsh views, direct private beach access, and the rare opportunity to enjoy boating, kayaking, and the very best of Cape Cod waterfront living from your own front and backyard. The home features 3 bedrooms and 3 full baths, thoughtfully designed to capture natural light and breathtaking water views from nearly every room. Expansive outdoor decks with sleek glass railings provide the perfect setting for entertaining, relaxing in the ocean breeze, or taking in unforgettable sunsets over Cape Cod Bay. Inside, the open-concept layout creates warm and inviting gathering spaces, seamlessly blending comfort and coastal elegance. Numerous recent updates enhance both style and efficiency throughout the home. Offered with all furnishings and ready to be enjoyed immediately. Potential rental income $11-12,000/week. A rare opportunity to own a truly distinctive Cape Cod waterfront escape.

A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated today. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping waterviews. Set just beyond the main house is the pool house. The pool house is a private wellness retreat featuring a heated indoor pool, spa, sauna, cold plunge, steam room, wet bar, and spacious enclosed porch surrounded by retractable glass doors. The second floor includes a full guest suite with a bedroom, living room, laundry, and dual balconies overlooking Menemsha pond. The estate also includes an impressive 1,927 sq. ft. barn-style entertainment pavilion designed to complement the property’s contemporary aesthetic while offering exceptional recreational amenities. The upper level features a professionally designed fitness center with floor-to-ceiling windows overlooking the grounds and pond, alongside a sprawling recreation lounge with space for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage, ideal for luxury vehicle storage, boating equipment, and recreational gear. Completing this incomparable estate are a private tennis court and charming boathouse by the dock for paddleboards and waterfront equipment. An unparalleled modern retreat in one of Martha’s Vineyard’s most exclusive waterfront settings.

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay, or taking a scenic shortcut to South Beach, this waterfront setting offers the very best of Vineyard living. Completing the property is a generous 2-car garage

Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. The property is part of the Tashmoo Farm Association which includes deeded access to the association dock on Lake Tashmoo and tennis courts.

Create your coastal sanctuary on Snug Harbor in West Falmouth. Set on nearly one acre of direct waterfront, this classic Cape bungalow offers approximately 3,000 sq ft of existing living space and a rare opportunity to renovate, reimagine, or explore rebuilding to suit your lifestyle. The home requires significant updating, yet the setting is truly special, with peaceful harbor views and a private licensed dock providing convenient access to Buzzards Bay. Ideal for a 17'-22' Whaler, small sailboat, kayaks, or paddleboards, this is a property designed around life on the water. Located in the heart of West Falmouth, enjoy village charm with easy access to downtown Falmouth and routes off Cape. Access to the Shining Sea Bikeway is just across the street, connecting you to 11 scenic miles from North Falmouth through Falmouth Village to Woods Hole. An exceptional setting with the opportunity to create a waterfront retreat entirely your own.

Expect the unexpected as you enter into this totally recreated property. The past has been replaced with a clean, sleek and contemporary feel both on the interior and exterior. The entranceway showcases the handsome modern stairway which complements the new design within. The lower level contains an open family room, recreation area and kitchenette, separate guest ensuite as well as office space, laundry and mudroom. Ascending the stairway to the main level, expanses of glass capture the great natural lighting. The open floor plan provides an extensive living area combining the kitchen, dining area and living room with a beautiful wood fireplace as a lovely centerpiece, and a new half bath has been added. The primary suite as well as two other sizable bedrooms and bath complete this level. There are multiple points within the home granting easy access to several decks offering wonderful opportunities for entertaining or enjoying private time outdoors. The spacious 2 car garage offers great storage and shelter for vehicles, and the newly added driveway adds to the abundance of parking, Located on a quiet street, this location offers easy access to all the local amenities.

Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, the location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. Mornings start with sunrise over the water, while evenings slow as the light fades across the shoreline. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away—an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal. A rare opportunity to own directly on Vineyard Haven Harbor, with a mooring available and the best of Martha’s Vineyard right outside your door.

Step back in time to one of Nantucket’s last remaining 1940s waterfront beach houses. Set on an oversized parcel in 3-acre zoning, 44 Madequecham Valley Road offers an exceptionally unique opportunity to own waterfront of this vintage on a parcel of this scale. With a sweeping shoreline and direct water access, this property invites the creation of a private coastal retreat - whether fully reimagined, or cherished as a timeless Nantucket summer escape.