luxury houses with sea view for sale Chilmark, United States

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench, offering stunning water views of Vineyard Sound and the Elizabeth Islands. Ideally located just steps from Gray's Beach and dock, this is one of the most picturesque properties in Seven Gates Farm. The Seven Gates Farm community consists of 45 homesites on 1,600 acres with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails for walking and horseback riding. Residents of Seven Gates Farm also enjoy exclusive access to 1.5 miles of private beach, two piers, and two tennis courts. This rare opportunity allows you to become part of a remarkable community, once an assembly of farms, that remains dedicated to the preservation and stewardship of the land.

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.

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.

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

Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the bedroom and office located in the tower are stunning. 23 THAYER STREET is an extremely rare vacant lot in the heart of the Starbuck Neck neighborhood. With well over a third of an acre of land, the lot will comfortably accommodate a 5-bedroom house with guesthouse and pool.

The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.

Awaken to sweeping, unobstructed views of Nantucket Sound from this meticulously crafted new build in Falmouth. Custom-designed for the discerning Cape Cod buyer. Serving as your private gateway to the quintessential Cape lifestyle, this exceptional property places you moments away from renowned local shores and an association beach option. Here, your days unfold effortlessly across a birding paradise perfect for windsurfing, swimming, and sun-drenched lounging, or exploring the nearby Shining Sea Scenic Bikeway. Ideal for avid boaters and nature enthusiasts alike, the location offers seamless access to nearby harbors and marinas, complemented by daily sightings of native coastal birds, wildlife and serene spaces for your garden. Equipped with modern conveniences including a garage that lives like an organized haven keeping everything at an arm's reach, an EV charger and a whole-house generator, every thoughtful detail ensures absolute peace of mind, creating an extraordinary sanctuary where coastal adventure and timeless memories await. The immediate area provides a long list of places to experience. Spohr Gardens is a breathtaking 6-acre woodland garden that can be easily accessed near the property. Spohr Gardens features a succession of seasonal blooms including thousands of daffodils, daylilies, rhododendrons, and azaleas, all set along paths with sweeping views of Oyster Pond and Nantucket Sound. Additionally, these winding trails are uniquely integrated with whimsical nautical artifacts, vintage lanterns, large millstones, and old ship anchors. Just a little further away some of the other areas include. The Knob is a scenic coastal nature area with narrow paths winding through a wooded peninsula to panoramic waterfront vistas. Oyster Pond Environmental Trust manages serene, low-impact passive paths through protected marshlands and coastal pond habitats. Beebe Woods is an expansive 383-acre forest featuring an extensive network of shaded dirt paths and carriage roads winding around scenic ponds and rolling hills. Two Ponds Conservation Area provides quiet dirt and boardwalk paths that loop through tranquil woodlands and wetland environments. Coonamessett Greenway Heritage Trail is a scenic pathway following the river corridor through cedar swamps, pine forests, and open fields.

A compelling opportunity to own in one of Falmouth's most desirable coastal locations. Welcome to 205 Grand Avenue, where the best of Cape Cod living is right outside your door. Ideally positioned in sought-after Falmouth Heights, this distinctive property offers the location buyers dream about—close to the beach, harbor, restaurants, and all the energy of Falmouth's vibrant seaside community. Enjoy morning walks along the shore, afternoons at the beach, and summer evenings taking in everything this iconic neighborhood has to offer. Whether envisioned as a year-round residence, Cape Cod retreat, or investment opportunity, 205 Grand Avenue offers exceptional versatility in a location that is increasingly difficult to replicate. Now offered at $2,400,000, this significant price adjustment creates a fresh opportunity for buyers who have been waiting for the right Falmouth Heights property. Come take another look—the value and possibilities may surprise you.

Spectacular water views from nearly every room! Breathtaking sunrises and sunsets overlooking Vineyard Sound, Bristol and Falmouth Heights Beaches, and Little Pond. This home offers one of the finest vantage points in town for enjoying the Fourth of July fireworks. Offered for the first time in over 100 years, this exceptional property combines timeless character with comfortable living. Rebuilt in 1992, two properties were combined and the structure was raised 14 ft., providing for a garage and basement. The convenience of one floor living is provided with an elevator, first-floor bedroom suite, and first floor laundry. Multiple living spaces are provided for entertaining family and friends. The sun-filled sunroom is the perfect place to start your morning. Additional features include a two-car garage, wrap-around deck, and a private yard ideal for summer enjoyment. Mechanicals on first and second floors. New 2000-gallon septic tank installed in 2026. Passing Title V in hand.