Farm Neck Golf Club – Undeveloped Water View Parcel with Membership A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views over Sengekontacket Pond to the Vineyard Sound, creating a stunning backdrop for your future Martha’s Vineyard residence. Included with the property is a highly coveted Farm Neck Stockholder Membership certificate, an extraordinary privilege that bypasses the current 16+ year waitlist and is seldom available in conjunction with a land offering. The parcel provides an opportunity to design and build a custom island home tailored to your vision. Whether a refined seasonal retreat or a legacy compound, the setting offers both privacy and access to the full Farm Neck lifestyle: championship golf, tennis, association dock, and a vibrant, established community. The property has been staked to reflect both boundary lines and the designated building envelope. Buyers are responsible for their own due diligence; please consult a qualified land engineer to confirm the potential bedroom count.

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ENJOY THE SEA BREEZES AND SPECTACULAR VIEWS. Wake up to the ever-changing beauty of Vineyard Sound, watch the ferries cross in the distance toward Woods Hole, and end the day with sunset views stretching down the Lagoon. Designed to celebrate its extraordinary setting, this 4-bedroom, 2.5-bath home offers a rare lifestyle defined by light, water, and effortless indoor-outdoor living. With commanding views from nearly every room, the home invites you to slow down and take in the scenery from every angle. Two levels of covered decks overlook Vineyard Sound, while two additional levels of decks face the Lagoon, creating multiple outdoor spaces for morning coffee, afternoon reading, summer entertaining, or quiet evenings under the stars. The first level offers three comfortable bedrooms, a spacious family room, a full bath with laundry, and generous storage — ideal for hosting family and friends after a day at the beach, on the boat, or exploring the Island. Upstairs, the sun-filled open living area becomes the heart of the home, with a gourmet kitchen featuring stainless Thermador® appliances, Silestone® counters, and abundant cabinetry. The living room, anchored by a gas fireplace with custom mantel, frames a dramatic long view down the Lagoon, making everyday moments feel anything but ordinary. The primary en suite offers a peaceful retreat with high ceilings and a beautifully finished bath with double-sink marble vanity and glass-enclosed shower. Sliding doors on both levels open to decks on the front and side of the home, allowing ocean breezes, natural light, and water views to flow throughout the day. Thoughtfully equipped for comfort in every season, the home features a high-efficiency heat pump system, central air, ample outdoor living space, and solar-ready infrastructure. Whether enjoyed as a year-round residence, summer escape, or income-producing Vineyard investment, this turnkey property offers an exceptional opportunity to experience coastal living at its best. With an impressive rental history and being offered turnkey with furnishings, the property is ready for its next owner to step right into the Vineyard lifestyle and enjoy the views for themselves.

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Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built residence offers the perfect blend of sophistication and refined Vineyard style. The spacious floor plan offers over 3,200 square feet of living space, highlighted by a first-floor primary suite, an open-concept great room with high ceilings and oversized windows, gourmet kitchen with pantry, dining area, mud room with laundry and seamless indoor-outdoor living. A screened porch and covered porch are perfect for summer entertaining and relaxed evenings after a day at the beach. The second floor features two additional bedroom suites, a loft-style gathering area or office, dedicated laundry, and a flexible bonus space ideal for media room, fitness space or office. An attached two-car garage provides ample storage for vehicles, bikes, and beach gear. Crafted with high-end materials and attention to detail, this is a terrific opportunity to own a custom, to-be-built home in vibrant Oak Bluffs. Enjoy easy access to beaches, sailing, golf, restaurants, shops, ferry ports, and all the attractions that make the Vineyard a premier vacation destination.

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Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while preserving the home’s original charm. Tucked privately at the rear of the property, the guest cottage offers a peaceful retreat ideal for hosting family and friends or creating a flexible living space. Located in the heart of East Chop, a close-knit and distinguished community, this property is just moments from beaches, the lively harbor, and the vibrant shops and restaurants of downtown Oak Bluffs.

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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.

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Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, family room, game room, a screened porch, ensuite bedroom and powder room. An attached one-bedroom guest apartment above the garage includes new kitchen, bedroom, living room, washer/dryer and mini-split heat/AC. Recent improvements outlined in the documents section. It's seamless floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace to the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. The 2nd floor includes two large bedrooms (one ensuite), a second full bathroom and new washer/dryer. To the side of the garage is a large separate bonus/variable use room with heat/AC that could be used as an office or game/family room. Property includes a spacious rear patio and deck with access off both the kitchen and screened in porch, as well as an outdoor shower and parking for several cars in the driveway. The lot is large enough in this R3 zone for an in-ground pool. Seller will escrow $50K at closing towards a pool depending on the offer. Assessed value does not reflect extensive 2026 renovations. Title V septic passed inspection 5/12/25 and in-ground propane tank pressured tested in 2025.

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NEW CONSTRUCTION IN OAK BLUFFS WITH VINEYARD HAVEN HARBOR VIEWS Currently under construction and anticipated to be completed in Fall 2026, this thoughtfully designed four-bedroom, three-and-one-half-bath home pairs contemporary comfort with classic Vineyard character. Offering approximately 2,363 square feet of finished living space, the home features cedar-shingle siding, black United windows, oak hardwood flooring, and an open, light-filled floor plan. The main level centers around a spacious kitchen, dining, and living area designed for gathering and entertaining. The kitchen will feature Shaker-style cabinetry, quartz countertops, a generous center island, and a Bosch appliance package. A first-floor bedroom and full bath provide flexibility for guests, while a study offers additional space for work or relaxation. Upstairs are three additional bedrooms, including a spacious primary suite with a large closet and private bath, two guest bedrooms, an additional full bath, second-floor laundry, and a separate TV den. Carefully selected bathroom finishes incorporate ceramic and marble-look tile, quartz surfaces, and glass shower enclosures. Heating and cooling are provided by a multi-split heat-pump system with discreet ceiling cassette units. Outdoor living is a highlight, with a welcoming front porch, second-floor deck and an expansive rooftop sunset deck offering views toward Vineyard Haven Harbor—an exceptional setting for taking in Island sunsets. An approximately 1,200-square-foot unfinished basement provides substantial additional space and future possibilities. The property will also include off-street driveway parking. A rare opportunity to purchase a newly constructed Oak Bluffs home while construction is underway and look forward to enjoying a brand-new Island residence upon completion. Plans, specifications, finishes, dimensions, and completion date are subject to change during construction. Renderings, if shown, are for illustrative purposes only. Property is currently assessed as land; assessment and real estate taxes are subject to change following completion and reassessment. See rendered video walkthrough here: https://youtu.be/7vnLq1e9-4o

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Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playground and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning on August 1.

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LARGE PRICE DROP. THIS IS A PERFECT LOCATION FOR WEDDING PARTIES. Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history. Set on an oversized lot just two parcels from the shoreline, the home features six bedrooms and four bathrooms, providing generous accommodations for family, friends, and guests. From the EXPANSIVE ROOFTOP entertainment deck, enjoy sweeping 180-degree water views of Vineyard Haven Harbor — a spectacular vantage point for watching ferries and sailboats glide by at sunset. Originally built in 1859 by noted whaling captain Shaw Norris, this classic Greek Revival residence seamlessly blends historic character with modern luxury. Extensive renovations — including a new roof, siding, trim, and all-new mechanical systems — have transformed the property into a home that lives like new construction while preserving its architectural integrity, ensuring peace of mind for years to come. The open-concept first floor is thoughtfully designed for effortless entertaining, anchored by a gourmet kitchen that flows seamlessly to a private outdoor dining area. Two first-floor ensuite bedrooms provide exceptional flexibility: one showcasing original architectural details and a historic hearth, the other offering a private entrance and a secluded patio porch. Upstairs, a comfortable lounge opens to a spacious recreation area, creating the ideal setting for gathering and relaxation. Land Bank–protected parcels on two sides of the property enhance privacy and preserve the serene coastal setting. Whether you’re seeking a high-performing investment property or a generational family compound, this one-of-a-kind residence offers timeless charm, breathtaking water views, and modern comfort in a premier Martha's Vineyard location. Broker has an ownership interest in the property.

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East Chop with Water View! The perfect size vacation house or year round living, with all the bells and whistles, water views and located in the most desired neighborhood on East Chop! Designed by Hutker Architects, built with high quality craftsmanship by J.G. Early and landscape design by Dan Gordon Landscape Architects. This recently completed cozy 2BR/2.5 BA with solar panels providing remarkable results in energy efficiency and cost savings, includes an electric car charging station in the garage with the option to move to either side, landscaped yard and is conveniently located near the East Chop beach club, tennis courts and yacht club, downtown, the harbor, ferries, restaurants and shops. With construction completed in 2024 the property is virtually new. This comfortable year-round home includes an open floor plan with living room, a propane log fireplace, kitchen with countertop seating, a classic dining booth, a mudroom with washer & dryer, and powder room on the 1st floor. The second floor includes primary en-suite bedroom with balcony overlooking the Vineyard Sound, plus a second bedroom with expandable 1/2 bath and small study/studio space. Ample parking in driveway for several cars. Ideal for year-round use, vacation rentals or guests. Seller requests occupancy through mid June of 2027, early closing preferred and will rent back.

NEW

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Set along the shimmering edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard location with all the modern comforts one would want. The house is perfectly sited to take full advantage of its beautiful location, with sweeping views from the kitchen, enclosed porch, and the expansive deck facing the water - ideal for entertaining, or quiet mornings, overlooking the lagoon. A ground floor bedroom offers convenience and flexibility, while three additional bedrooms upstairs provide ample space for family and guests, including a primary bedroom with ensuite and two bedrooms sharing another full bathroom. Beyond the home, there are three additional lots, two contiguous to the home site, allowing a yard that literally runs down to the edge of Brush Pond. Another lot is across the street, bordered by the Land Bank property of Dougs Preserve. Together a combined total of just over an acre of land. Included is Deeded Access, via a boardwalk to Brush Pond, with more wonderful views. Directly in front of the property lies a sandy beach where a sandy shoreline meet calm, inviting, Lagoon waters. After a day at the beach, rinse off in the beautifully constructed mahogany outdoor shower, an elegant Vineyard touch. The home is equipped with central air conditioning, a full basement, wood and tile floors throughout, updated insulation, and irrigation. Located just minutes from the vibrant centers of Oak Bluffs and Vineyard Haven, as well as their respective Ferry terminals, minutes to Eastville Beach, easy access to stores, restaurants, Farm Neck Golf, Mink Meadows Golf & a host of activities. This property offers both tranquility and convenience in one of Martha’s Vineyard’s most desirable water view settings. An 'Up Island' feeling with a 'Down Island' location. Contents available for purchase separately. Excellent Rental History. Rentals in place for 2026 Summer Season!

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Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering an abundance of natural light that flows into the open living and entertaining spaces, both inside and out. The detached studio complete with loft, full bath, AC and 2 additional garage bays below, is a private retreat for work, art, music, yoga or even for spill-over accommodations. The Chef’s kitchen boasts handcrafted cabinetry, naturally beautiful soapstone countertops, a professional Viking gas range and Miele dishwasher. The bathrooms feature custom built vanities with luxurious marble countertops and wainscoting surrounds each wall. Outside, a Zen-inspired garden, flowering hydrangea plants and a newly rebuilt oversized deck are perfect for small or large gatherings. Additional features include an elevated deck accessed from the living and dining areas, 2 wood-burning fireplaces, one being in the primary bedroom, newer mini-split units, 2 outdoor showers, optional base-board heating and hardwood floors throughout. Enjoy the Association amenities of tennis, pickleball, kayak racks, a community dock and moorings for larger boats. To truly make this a seamless transition to “Vineyard Life” the seller is open to including a small sailboat, and an inflatable zodiac in the sale.

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