Tisbury Real Estate

Welcome to Tisbury, a charming coastal town located on Martha’s Vineyard in Dukes County, Massachusetts. Known for its picturesque landscapes and vibrant community, Tisbury is a hidden gem that effortlessly blends the beauty of nature with a rich cultural heritage.

Nestled along the shores of the Atlantic Ocean, Tisbury boasts stunning waterfront views and serene beaches, making it a perfect retreat for those seeking tranquility and outdoor adventure. The town’s scenic harbor is a hub for boating enthusiasts, while the nearby beaches offer opportunities for swimming, sunbathing, and beachcombing. The iconic Vineyard Haven, Tisbury’s bustling harbor town, is home to a variety of shops, restaurants, and art galleries, providing residents and visitors alike with a delightful taste of local flavor.

Tisbury is also steeped in history, with charming colonial architecture and historical landmarks that tell the story of its past. The town hosts a vibrant community of artists and artisans, contributing to a rich cultural scene that includes festivals, farmers' markets, and art shows throughout the year.

For families, Tisbury offers excellent schools and a close-knit community atmosphere, making it an ideal place to raise children. Whether you’re exploring the scenic trails, indulging in fresh seafood, or enjoying a sunset stroll along the harbor, Tisbury invites you to experience the charm of island living.

Discover Tisbury, where every day feels like a vacation and the sense of community is as warm as the summer sun. Join us in this idyllic town and make it your new home!

Newest Listings in Tisbury

$1,450,000

4 Beds ⋅ 3 Baths ⋅ 73551628 MLS

Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard. The main house has three full bedrooms and two full bathrooms. The one-bedroom and one-bathroom guest house has a kitchen, loft, private deck, and outside shower. Enjoy easy access to the town's vibrant waterfront, boutique shops, local restaurants, cafés, galleries, and the ferry terminal, making it an ideal location for both year-round living and seasonal escapes. Per the Board of Health, there is no land area restriction; therefore, if a new septic system can be installed without variances, the approved bedroom capacity may be increased.The main house and the guest house each have their own basements. Each basement has a washer and dryer and lots of room for storage.

21 W Spring St, Tisbury

$2,325,000

4 Beds ⋅ 4 Baths ⋅ 73549701 MLS

COASTAL CHIC RETREAT IN VINEYARD HAVEN. Located less than five blocks from Main Street in Vineyard Haven, this classically styled home is perfectly positioned for easy access to restaurants, shops, the harbor, and the ferry, offering the ideal blend of in-town convenience, relaxed island living, and timeless Vineyard appeal. The open-designed living area flows seamlessly to the outdoor living spaces, creating an effortless connection between indoors and out. A wraparound porch, bluestone patio, patio areas, and firepit create multiple spaces for al fresco dining, entertaining, and gathering after a day at the beach or on the harbor. There is also possible pool potential, adding another layer of future enjoyment. Inside, the home features a cook’s kitchen with granite countertops and stainless steel appliances, beautiful hardwood floors throughout, and four bedrooms, each with its own en suite bathroom. Offered furnished, the property is ready for immediate enjoyment and has an establis

54 Amelia's Crossing, Tisbury

$1,365,000

2 Beds ⋅ 3 Baths ⋅ 73543902 MLS

Discover the charm of Vineyard Haven in this delightful two-bedroom, 3 bath cottage, ideally located just moments from downtown, the Steamship Authority, and the picturesque Lagoon. Whether you're looking for a year-round residence, vacation retreat, or investment property, this home offers the perfect blend of comfort and convenience. Inside you'll find a bright and welcoming floor plan with spacious living areas, two well-appointed bedrooms and two full baths with a full bath downstairs. Close to town, marina, shopping, restaurants, and beaches.

51 Davis St, Tisbury

$1,790,000

3 Beds ⋅ 3 Baths ⋅ 73536989 MLS

Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready to build on immediately or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or investment. An easement is being established along the existing driveway to provide access to the residence while allowing the buildable lot to remain an independent parcel.Situated just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, the beautifully maintained home offers over 2,300 square feet with 3 bedrooms, 2.5 baths, central air, an updated kitchen with walk-in pantry, and a substantial 2010 addition featuring a spacious living room and second-floor primary suite. A detached studio, landscaped grounds, large deck, and full walk-out basement complete this rare Vineyard Haven offering.

41 & 0 Cook Street, Tisbury

$639,000

73529516 MLS

GOOD TO GO! This sunny 13,000-square-foot sunny lot is ready for your Vineyard home. The property comes with a complete six bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process.Conveniently located just off West Spring Street, Heath Hen Lane is a quiet, established dead end neighborhood offering both privacy and accessibility. Enjoy a peaceful residential setting while remaining within an short walk to the Tisbury School or a twenty minute walk to downtown Vineyard Haven, where you'll find shops, restaurants, galleries, and the ferry terminal. Whether you're planning a year-round residence, vacation retreat, this ready-to-build parcel offers an ideal combination of a location and convenience.

52 Heath Hen Ln., Tisbury

$1,625,000

2 Beds ⋅ 3 Baths ⋅ 73497681 MLS

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect after a day at the beach. Also on this level is a comfortable guest bedroom with peaks of the harbor, a stylish full tile bath with a glass-enclosed shower, a cozy living area, and washer/dryer for convenience. Upstairs, cathedral ceilings and a gas fireplace create an inviting open-concept living space. The gourmet kitchen is outfitted with sleek Bosch appliances, a large center island ideal for entertaining, and an adjoining dining area. Enjoy panoramic water views of the harbor, passing ferry boats, and Vineyard Sound from the entire second floor, or step out onto your private deck, perfect f

26 Union Court Unit 7, Tisbury

$1,950,000

73477014 MLS

MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT – Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing potential. The first floor offers four offices including a reception area, 1.5 baths, and a kitchenette, with both front and side entrances, including handicap access. The second floor features a bright and sunny two-bedroom apartment with a full bath, living room, and kitchen—ideal for owner occupancy or rental income. The entire building has been renovated and includes heat and air conditioning throughout, off-street parking for multiple vehicles in the rear, and a yard. Seller financing available, please inquire!

378 State Rd, Tisbury

$2,695,000

5 Beds ⋅ 2 Baths ⋅ 73441105 MLS

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly updated septic system meeting current standards. Thoughtfully restored for year-round living, the home provides comfort, character, and sustainability. Just minutes from Vineyard Haven’s harbor, shops, and ferry, this rare offering combines privacy with exceptional convenience.Whether enjoyed as-is or further restored as a preservation project, the Ben Luce Homestead is ready for its next chapter — as a year-round residence, summer retreat, or historic Island treasure.The barn offers the perfect foundation for adding an ADU or additional living space, enhancing both functionality and value.

187 Lagoon Pond Road, Tisbury

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