luxury houses with terrace for sale Vineyard Haven, United States

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A.M. Stern-designed main residencean architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking the pond, and beautifully appointed interiors that rival the finest boutique hotels. A 1,700-square-foot Amish barn includes additional living quarters, and private driveways serving both parcels provide exceptional flexibility while maintaining complete privacy throughout the property. Resort-caliber amenities elevate the experience, including a heated 20' x 60' swimming pool, an exceptional pool house with a fully equipped gym, sauna, massage room, and a screened porch with fireplace for effortless indoor-outdoor entertaining. Conveying with the property is coveted membership in the exclusive Boldwater Association, granting access to a private Atlantic Ocean beach, boat landing, tennis courts, and pickleballoffering the best of Vineyard coastal living without sacrificing the remarkable privacy of this inland sanctuary. This is far more than a luxury home. It is a private estate where architecture, landscape, and thoughtful design become the defining amenities. For the discerning buyer who values land, beauty, and architectural pedigree above a traditional waterfront address, this is an irreplaceable Vineyard legacy property unlike anything else available today. Off Edgartown West Tisbury Road via Pohoganot Road.

Rare Woods Hole Village Opportunity with Eel Pond Views! Discover the timeless charm of this corner lot village property where coastal beauty meets everyday convenience. Enjoy morning coffee on the inviting porch as boats glide across Eel Pond, with cafés, acclaimed restaurants, Stony Beach, the Vineyard ferries, the Boston bus, MBL, WHOI, and the bike path all just steps away. Inside, period details shine through hardwood floors, tall ceilings, and original woodwork. The living room features handcrafted built-ins and a Jotul wood burning stove flowing into an adjacent dining area. The eat-in kitchen opens directly to the porch for effortless indoor-outdoor living with peaceful water views. Two bedrooms and a full bath complete the main level, while the second floor offers two additional bedrooms and another full bathroom. The walk-out lower level offers laundry, double entry doors, and wide-open space ideal for storing small boats and kayaks or potential future finished area. Mature landscaping, whimsical charm, privacy, and ample parking make this a truly special offering. All this, and just minutes to downtown Falmouth. Don't let this one pass you by!

Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center. The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring architectural traditions that define Edgartown. With five bedrooms and five baths across more than 3,100 square feet, the home is both comfortable and unpretentious, suited to long summer stays and informal gatherings. Mature landscaping and open lawn frame the house, lending a sense of seclusion that is increasingly difficult to find within the village. Properties of this scale and provenance seldom come to market, offering a measured opportunity to steward a piece of Edgartown's architectural legacy. MLS® ID: 44225 Interior: Fireplace: 3 Appliances: Stove: Viking Stove, Washer: LG Washer Flooring: 2 Total Bedrooms: 5 Half Bathrooms: 1 Full Bathrooms: 4 Other Interior Features: A, AC, Ins, Irr, Media, OSh, Floor 1: half bath, queen size bedroom with ensuite bath kitchen and wet bar screened in porch sitting room with fire place formal dining room 2 living rooms with a wood burning fireplace, Floor 2: primary suite with ensuite bath, sitting room and fireplace 2 queen size bedrooms with a full bath Exterior: Heat type: OFHW Water Source: Town Sewer: Twn Other Exterior Features: Patio, Scr Porch, Pub Bch, Garden, Deck Parking: 2 car parking Lot Features: Beautifully landscaped Utilities: Cbl

Nestled in sought-after Sippewissett Highlands, this extraordinary custom home offers seasonal water views across Buzzards Bay to Marion, Mattapoisett, and Cleveland Ledge Lighthouse. Thoughtfully renovated from 2022-2026, the 6,331 sq ft residence blends timeless architecture with modern luxury and exceptional craftsmanship. Designed for multigenerational living, the home features 4 bedrooms including two ensuite bedrooms, one on the main level and a luxurious second-floor primary retreat with spa bath, sitting room, private balcony, and loft office. Elevator access services all floors. The custom kitchen showcases a 5' x 10' walnut island, Thermador refrigerator, Bosch induction cooktop and dishwasher, double American Range ovens, and walk-in pantry with additional dishwasher. Elegant entertaining spaces include a sunken living room with fireplace, paneled library, formal dining room, and enclosed sunroom with mini-split. Outdoor living features 60+ feet of decks, stone terrace with custom made authentic Forno Bravo pizza oven, private pond, native landscaping, tennis/pickleball court and deeded beach rights. Exceptional coastal living in one of Falmouth's premier neighborhoods.

Tucked along the water's edge in one of Mashpee's most scenic settings, this rare coastal retreat offers the quintessential Cape Cod boating lifestyle with a private sandy beach area, deepwater dock and sweeping water views. Comprised of two waterfront parcels at 22 & 23 Samoset Road, the property blends the charm of a classic Cape retreat with exceptional potential to renovate, reimagine or enjoy as-is. The light-filled interior features vaulted ceilings with exposed beams, wide pine floors and walls of glass framing the water beyond. An expansive waterfront deck creates seamless indoor-outdoor living, while the spacious living room with dramatic brick hearth and wood stove flows to the dining area, kitchen and water-facing gathering spaces. The adjoining waterfront parcel provides added privacy and exciting possibilities for expanded outdoor living or other future improvements, subject to applicable approvals. With conservation land beyond, sandy frontage, deepwater access and remarkable potential, this is a truly special opportunity to own a legacy Cape Cod waterfront property. Credit being provided for new septic & roof.

Welcome to the Captain Weston Swift House, built circa 1800 and now listed on the National Register of Historic Places. The impeccably renovated Swift House is a rare blend of history and modern comfort. Previously operated as the renowned Coppage Inn and now a private residence, the 4,456 sq. The main house features 5 bedrooms (3 en suites, including a primary bath with a steam shower), 6 fireplaces, wood floors, custom built-ins, and myriad architectural accents. Modern updates include a renovated kitchen, marble/tile bathrooms, and elegant lighting. Designed for entertaining and everyday living, the layout offers a sun-filled living room, formal dining room, and patios overlooking a private acre of landscaped grounds. A brick courtyard, a bluestone patio with a pergola, and a large cedar wood deck enhance outdoor living. The centerpiece of the home is an indoor, heated, saltwater swimming pool for year-round enjoyment. The pool house holds 2 bathrooms; a laundry; and a hot rocks sauna. The pool house is 1,984 additional sq. ft. and is not included in the total square footage. The Carriage House includes 1,178 sq ft of finished space with a 2-bedroom, 1-bath apartment (dedicated septic), an oversized heated garage/workshop, and renovated studio/office/living space with its own full bathroom. Rich in character and updated for today's lifestyle, this legacy property is truly one of a kind in the heart of Cape Cod. Part of the Waquoit Historic District. 0.5 miles to Waquoit Public Landing.

This charming Nantucket-style villa offers the perfect blend of coastal elegance and modern upgrades. Featuring two inviting brick patios, two storage sheds, and beautiful wide pine floors, the home has been thoughtfully updated throughout and is being sold fully turn-key, including high-quality appliances. Located in the highly desirable seaside village of Maushop, you'll enjoy access to a private sandy beach just steps from your door. The first floor boasts an open-concept layout, with a bright living room flowing seamlessly into a stylish kitchen complete with granite bar seating and upscale stainless steel appliances. Relax or entertain on the elevated front brick patio, or take a short stroll to the nearby Popponesset Marketplace, where you'll find boutique shops, restaurants, mini golf, and the popular Raw Bar. Mashpee Commons is also just a short distance away, offering even more dining and shopping options. For those seeking an enhanced lifestyle experience, inquire about membership at The Club at New Seabury, featuring a private beach and cabana club, tennis and pickleball courts, swimming pools, a state-of-the-art athletic center, and more.

Waterfront living with a private dock and exceptional flexibility in Falmouth. Set along peaceful Round Pond, this beautifully renovated and reimagined property offers the Cape Cod lifestyle buyers dream about—water views, direct access to the pond, a private dock and the freedom to launch a kayak or canoe right from home. Thoughtfully designed as two separate living spaces, the property offers remarkable versatility. The upper level features two bedrooms with an open, comfortable living area overlooking the water, while the walk-out lower level provides a private one-bedroom living space with its own kitchen and living area. It's an ideal arrangement for extended family, guests, multigenerational living or income possibilities. Spend summer days on the water, relax on the deck, rinse off in the outdoor shower and enjoy quiet evenings overlooking the pond. With approximately 2,200 square feet of living space, this home offers room to gather while still providing privacy when desired. A passed Title 5 septic inspection for three bedrooms adds peace of mind. Convenient to Falmouth's beaches, golf, shopping and dining, with easy access on and off Cape.

Set high on a hill on a private .54-acre lot in the sought-after Megansett Beach neighborhood of North Falmouth, this authentic turn-of-the-century summer home offers four+ bedrooms and three levels of living. Hardwood flooring extends throughout, while the main level features a living room with a wood-burning fireplace, a separate dining room, and a kitchen with an adjoining butler's pantry. Five porches, including a spacious screened wraparound porch, provide exceptional outdoor living and multiple gathering spaces. The location offers easy access to all that makes Megansett and North Falmouth so special. Walk to the beach, tennis and pickleball courts, the North Falmouth playground, library and neighborhood shops, or enjoy dinner at Epic Oyster, coffee at the Daily Brew, and shopping at Old Main Mercantile. The Shining Sea Bikeway is nearby, and the home's location just beyond the Bourne Bridge provides convenient access on and off Cape. A detached one-car garage and private outdoor shower complete the property. With its generous lot, original architectural character and substantial living space, 34 Pequossett Avenue presents a unique opportunity to update and personalize a classic North Falmouth summer home in an exceptional neighborhood setting. The property is currently seasonal and served by a cesspool; the new owner will be responsible for the installation of a new septic system.