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26 Union Court Unit 7, Tisbury
$1,574,500
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

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
94 Weaver Lane, Tisbury
$3,500,000
4 Beds ⋅ 3 Baths ⋅ 73494430 MLS
Perched high above Lagoon Pond, this exceptional Martha's Vineyard estate offers a rare convergence of natural beauty, refined comfort, and Island living at its finest. Set on 2.25 secluded acres, panoramic views stretch across the shimmering waters, a private haven for kayaking, sailing, and peaceful exploration. Inside, four bedrooms and three full bathrooms are complemented by generous windows framing breathtaking water views from nearly every room. A family room and library, formal living room, and a private guest suite on the far side of the residence provide ample space for all. Outside, the lawn sweeps to the water's edge, where a sandy shoreline invites you to launch a kayak, cast a line, or linger over a sunset picnic. A detached three-car garage with a finished room above offers generous storage for watercraft, paddleboards, and all the trappings of Island adventure. Minutes from shops, restaurants, and the harbor, yet worlds away in feeling.

94 Weaver Lane, Tisbury

Listing courtesy of Listing Agent: Emma Kennedy from Listing Office: Sandpiper Realty, Inc..
72 Moonstone Way, Tisbury
$1,080,000
3 Beds ⋅ 2 Baths ⋅ 73543921 MLS
Nestled in a quiet neighborhood just a short stroll from Lake Tashmoo and less than a mile from Main Street, Owen Park Beach, and the Steamship Authority, this lovingly maintained Colonial Saltbox offers the perfect blend of comfort, convenience, and island charm. With a strong rental history, the home is ideally suited as a vacation getaway, year-round residence, or investment property. The first floor features an open-concept living, dining, and kitchen area, along with a bedroom and a full bathroom, providing flexible living options. Upstairs, you'll find two additional bedrooms and a second full bath. The property is located within the Tashmoo Watershed District. To comply with current denitrification requirements, the septic system will require an upgrade. To assist with this improvement, the seller is offering a $50,000 credit at closing toward the required septic system upgrades.

72 Moonstone Way, Tisbury

Listing courtesy of Listing Agent: Carol Shore from Listing Office: Donnelly + Co..
35 Mt Alworth Road, Tisbury
$3,300,000
5 Beds ⋅ 6 Baths ⋅ 73463663 MLS
Welcome to a stunning new construction-in-progress home that blends modern coastal living with the island charm. Set on an elevated site with distant water views, this thoughtfully designed living space, plus an additional 900 square foot basement with both finished and unfinished areas—perfect for a media room, gym, office or storage.Outside, enjoy your own private retreat creating the ideal setting for relaxation and summer gatherings.Located just a short distance to the ferry and Downtown Vineyard Haven, this home offers exceptional convenience—whether you’re arriving for the weekend, summer or enjoying the Vineyard year-round. With its combination of new construction, water views and prime location, 35 Mt. Aldworth presents an unique opportunity to walk to own a turn-key property in one of the Island’s most desirable communities. 2 car attached garageBluestone patio and Gunite Saltwater Pool is available at an additional cost.

35 Mt Alworth Road, Tisbury

Listing courtesy of Listing Agent: Jennifer DaSilva from Listing Office: Compass.
5 Pine Tree Lane, Tisbury
$1,980,000
4 Beds ⋅ 3 Baths ⋅ 73480830 MLS
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom cabinetry, high-end appliances, and refined finishes. Open living and dining areas flow seamlessly, enhanced by updated systems and central air. Upstairs, the serene primary suite includes a spa-like tile bath with soaking tub, while two guest bedrooms share a stylish full bath with laundry. Nautical details like a compass rose stained-glass window add charm. The finished lower level provides a large additional bedroom and flexible living space. Outside, a mahogany deck overlooks the newly landscaped yard with outdoor shower and entertaining areas. Just minutes from downtown Vineyard Haven.

5 Pine Tree Lane, Tisbury

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
54 Amelia's Crossing, Tisbury
$2,200,000
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

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.
124 Skiff Avenue Unit A-11, Tisbury
$500,000
2 Beds ⋅ 1 Baths ⋅ 73515476 MLS
JUST COMPLETED ~ fully renovated exterior including a new roof, siding, shutters, trim, all new windows, doors, stairways, and decks. Outstanding move-in-ready, year-round two-bedroom ground-level condo with dedicated parking in an ideal Vineyard Haven location close to the ferry, Main Street shops, and restaurants. The beautifully maintained common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. Inside, the unit has been tastefully renovated with new hardwood floors, an updated bathroom, updated kitchen appliances, and a freshly painted interior. Being sold furnished, this true gem is ready for immediate occupancy.

124 Skiff Avenue Unit A-11, Tisbury

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
51 Davis St, Tisbury
$1,340,000
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

Listing courtesy of Listing Agent: Casandra Hyland from Listing Office: Sandpiper Realty, Inc..
30 Daggett Avenue, Tisbury
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 73542433 MLS
A cherished coastal classic, this vintage gem stands just a block from Main Street, its covered front porch and intricate carved wood details a gracious nod to a more elegant era. Step inside to a grand foyer and three levels of light-filled living, where hardwood floors, rich millwork, and timeless craftsmanship set the tone throughout. Four large bedrooms and tile baths — including a double vanity and step-in shower — blend vintage charm with modern comfort. Major interior renovation in 2008, the kitchen was thoughtfully designed for entertaining: featuring custom cabinetry, stone countertops, stainless steel appliances, double wall ovens, gas range, and wine fridge, plus a wet bar and half bath. A partially finished basement and third-floor home office add 500 sq ft +/- of flexible bonus space. A/C. Outside, beautiful gardens unfold behind arched garden gates with a deck, bluestone patio, and double-car barn. Two blocks to the VHYC, Owen Little or Grove Street Beach. 5-bed septic.

30 Daggett Avenue, Tisbury

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..
51 Lantern Ln, Tisbury
$775,000
2 Beds ⋅ 1 Baths ⋅ 73503536 MLS
Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance is the newly renovated Tisbury School! The interior delivers classic warmth, showcasing mellow wide pine floors in the living areas. Enjoy the convenience of an efficient kitchen with deck access to the back yard, a cheerful updated bathroom, and comfortable carpeted bedrooms. The full, dry basement is a blank canvas, offering massive potential. This is your affordable opportunity to settle on Martha's Vineyard! Schedule your showing! Property being sold as-is. Seller providing a 3 bedroom septic design. Buyer is responsible for installation and payment of the new system.

51 Lantern Ln, Tisbury

Listing courtesy of Listing Agent: Idalyn Macchia Gilstad from Listing Office: Wallace & Co. Sotheby's International Realty.
17 Mariner Rd, Tisbury
$800,000
3 Beds ⋅ 2 Baths ⋅ 73502474 MLS
This home has been patiently awaiting its next chapter in Vineyard living. Built in 1983, it offers a functional center-entrance layout with efficient use of space and modern systems already in place. The generously sized lot, both wide and deep, presents an excellent opportunity to expand the home's footprint and tailor it to your vision. Located in the Spring Hill neighborhood of single-family homes, just one mile from the heart of Vineyard Haven and moments from Lake Tashmoo. This property provides easy access to downtown amenities while remaining close to peaceful water views and natural surroundings for which Martha's Vineyard is known. Please note, this property is being sold in "as-is" condition, and a new septic system is needed at the buyer's expense. Possibility of a 5-bedroom septic allowed. Ring cameras on the property. Please don't walk the property without an appointment.

17 Mariner Rd, Tisbury

Listing courtesy of Listing Agent: Karl Olsen from Listing Office: Carlson & Company, LLC.
151 Tashmoo Ave, Tisbury
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 73449959 MLS
The Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to a peaceful and private deck. Living room offers a comfortable space for TV and relaxing. There is also nice size first floor primary with walk-in closet and spacious en-suite bathroom. The grand entryway takes you to the second floor which offers a second primary bedroom with walk-in closet and en-suite bath. There are two guest rooms that share bath and second floor laundry. Wood and tile floors throughout, propane FHA with A/C. The walkout basement offers almost 10' of ceiling height and is ready to be finished off for additional living space, workshop or office.

151 Tashmoo Ave, Tisbury

Listing courtesy of Listing Agent: Brenda Galligan from Listing Office: Karen M. Overtoom R.E..
61 Causeway Road, Tisbury
$2,448,000
3 Beds ⋅ 4 Baths ⋅ 73470913 MLS
Welcome to this fabulous property, within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse. This beautifully designed home has been lovingly maintained and offers the ideal balance of Vineyard charm and modern convenience. Designed across multi-levels of living spaces, the home provides a flexible layout that works beautifully for entertaining, relaxing, and hosting guests. The main floor welcomes you to an inviting open floor plan living room filled with natural light and open to the dining area with direct access to the wrap-around deck, perfect for outdoor entertaining. The fabulous kitchen with a custom bar and cabinetry by Ryan Dillon Designs, and a bedroom with ensuite bath complete this floor. The second-floor features the primary ensuite and another ensuite bedroom and half bath. A third-floor retreat and finished lower-level offer plenty of flexible bonus space. For added convenience there is a two-car garage.

61 Causeway Road, Tisbury

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
140 Midland Ave, Tisbury
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 73448340 MLS
MULTI-FAMILY HOME- 4 Units, centrally located. The property features 4- 1-bedroom 1-bath apartments. Situated on a generous 9,600 sqft lot with off-street parking, garage, and yard with mature plantings. Recent upgrades include a new Nitro septic/wastewater system (2023), roof (2021), solar panels (2022), windows (2013), and hot water heaters (2024)

140 Midland Ave, Tisbury

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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