A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive access to the association’s private dock on Sengekontacket Pond, ideal for kayaking, paddleboarding, and more. This offering also includes a highly coveted stockholder membership to Farm Neck Golf Club, making it a truly unique and valuable investment.

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Location, Location, Location! A once-in-a-lifetime legacy investment opportunity in one of the most desirable and high-visibility locations on Martha’s Vineyard. Priced to sell and positioned for success, 3 Oak Bluffs Ave is prominently situated at the corner of Seaview Ave and Oak Bluffs Ave—you know the spot. This exceptional property places your business directly in the center of it all, with unmatched exposure to both pedestrian and vehicular traffic. Located directly across from Inkwell Beach, Ocean Park, The Steamship Authority and SeaStreak ferry terminals, and Circuit Ave, and just around the corner from Oak Bluffs Harbor, this is a location that simply speaks for itself. And there’s more: the entire on-site parking lot belongs to this property, providing plenty of dedicated parking, with additional parking options available throughout the surrounding area. In a location where parking can be at a premium, this is a significant advantage. Whether you’re looking to relocate an existing business, expand your footprint, or launch your next venture, it’s hard to imagine a better location to bring your vision to life. Put your business at the gateway to Martha’s Vineyard, take advantage of extraordinary visibility and traffic, and position yourself for long-term success. B1 Zoning allows for a variety of commercial uses, offering flexibility for a range of business opportunities. Opportunities of this caliber—and in a location this prominent—rarely come along. This one won’t last. Secure this incredible property and invest in a location that could become the foundation of your next great success.

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The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an expansive deck, a pergola with a fireplace, and an elevated gazebo overlooking meticulously manicured grounds. Versatility is at the heart of this unique compound. With three kitchens, the home easily accommodates use as a spacious single-family residence or as three separate living quarters—ideal for multi-generational living, hosting extended guests, or generating rental income. Additional highlights include a 10-bedroom septic system in place - allowing for future expansion, an oversized three car garage, and solar. Come experience the very best of Island living.

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Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane presents a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views of the 7th fairway and 8th tee box, across to Sengekontacket Pond, offering a serene backdrop of lush greens and distant water. The historic five-bedroom main residence, along with a separate one-bedroom carriage house, are rich in character and await a thoughtful renovation or reimagining. This is a unique chance to create a bespoke Vineyard estate tailored to modern living while honoring the property’s heritage. Ideally located within close proximity to the clubhouse, restaurant, pro shop, and tennis courts, the home offers seamless access to the best of the Farm Neck lifestyle. While offering a tranquil and private setting, the property is just minutes from boutique shopping, fine dining, the harbor, and ferry terminal—providing both seclusion and convenience. This is an extraordinary chance to secure a property within the esteemed Farm Neck Golf Club community. Included with the offering is a highly sought-after Farm Neck Club Stockholder Membership, enhancing both its prestige and value.

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This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vineyard Sound, and even distant views of Cape Cod. The property includes a renovated three-bedroom main residence and a two-bedroom guest house, each thoughtfully oriented to capture the ever changing light over the water. The main home offers a spacious open layout with generous living, dining, and sitting areas, ideally suited for entertaining and family gatherings and all with stunning views of the water. A large, bright kitchen serves as the heart of the home, while the living room, dining room, primary bedroom and two elevated decks provide front row seats to boating activity, wildlife, and some of the most spectacular sunsets on the island. The primary bedroom is a serene sanctuary with floor to ceiling water views that feel truly immersive. A second main level bedroom also has water views and its own full bath. On the lower level, a bedroom suite includes a comfortable sitting area with a TV, and spacious full bath. The guest house is a retreat unto itself, offering equally stunning water views from kitchen, living room and private porch. Its large primary bedroom features ample space, while the additional bedroom is a cozy, private nook. Outdoors, the estate’s expansive grounds offer a rare combination of beauty, privacy, and direct waterfront access. Private steps lead to the property’s own sandy beach and mooring, where guests can enjoy swimming, boating, kayaking, paddle boarding, fishing, or simply savor the extraordinary natural beauty. An amazing variety of birds, including osprey complete the scene out on the water. The property also borders 14 acres of conservation land with scenic walking trails, enhancing the sense of seclusion, privacy and connection to nature. This is a truly remarkable island estate that has had only 3 owners in the past 65 years. This is a generational opportunity to enjoy and improve this family compound with unforgettable views, refined living spaces and unparalleled waterfront setting.

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Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres of beautifully maintained grounds, the 4,046-square-foot residence offers generous, light-filled spaces designed to capture the water views from nearly every room. From the moment you enter, the Lagoon is a constant presence, with expansive views enjoyed from the main living spaces, bedrooms, decks, and outdoor areas. The main level features soaring ceilings, a wood-burning fireplace, wet bar, multiple seating areas, and an eat-in kitchen opening to a sunny patio. A separate two-room wing with full bath and private deck provides flexible space for an office, den, studio, or guest accommodations. Upstairs, the primary suite features a fireplace, walk-in closets, en-suite bath, and private deck overlooking the Lagoon. Two additional en-suite bedrooms open to a wraparound deck and 3-season porch. The newly refinished 2,000-square-foot walk-out lower level includes a full bath, laundry, and space for a gym, media room, or additional living area. Offered fully furnished, the home is ready to enjoy. With its small sandy beach, protected waterfront, and easy access for swimming, kayaking, boating, and clamming, this property is built for connection and memory-making. Whether you are hosting a full house or savoring a quiet weekend, the Lagoon becomes your backdrop: sunrise coffees, afternoon swims, and sunset gatherings right at the water’s edge.

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This beautifully situated 4-bedroom, 3-bath home sits at the highest point of East Chop, offering sweeping views of Vineyard Sound. The property features a spacious clerestory living room with a fireplace, along with a combined family room and kitchen, also centered around a cozy fireplace. A large, screened porch opens onto an expansive deck, perfect for relaxing or entertaining. The first floor includes a private guest bedroom with its own bath, while the second floor offers two additional guest bedrooms and a generous primary suite with access to a large deck. These rooms share two well-appointed bathrooms. With dual road access, thoughtfully landscaped grounds, and a versatile garage space, this home provides both comfort and flexibility in a prime location.

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A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ferries, the Campground and the Tabernacle. This treasured property has been home to family and guests that have enjoyed dramatic sunsets, spectacular August fireworks and evening strolls to town for generations. This historic home retains its Victorian character while having been carefully maintained and updated over the years. Recent improvements include a Title V septic, all new windows, ducted mini-splits for heat/AC throughout the house plus two propane monitors and outdoor shower. Lastly, there is parking for three cars in the parking area behind the house -- a big plus in the heart of downtown.

PC

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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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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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