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Tisbury, MA Homes for Sale with Garage

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  • /42

    $5,995,000

    • 3 Beds
    • 6 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

    Agent Photo

    Wendy Harman

    Compass

    (508) 205-8817

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /31

    $2,595,000

    • 5 Beds
    • 4 Baths
    • 3,329 Sq Ft

    159 Lake St, Vineyard Haven, MA 02568

    Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home's four-level design provides exceptional character and flexibility. The main level features a

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    159 Lake St, Vineyard Haven, MA 02568
  • /28

    $2,825,000

    • 5 Beds
    • 2 Baths
    • 2,386 Sq Ft

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568

    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

    Erin Leighton Compass

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /42

    $4,695,000

    • 5 Beds
    • 5.5 Baths
    • 4,003 Sq Ft

    97 Longview Rd, Vineyard Haven, MA 02568

    This beautifully designed post-and-beam home features stunning views of the Vineyard Sound, Elizabeth Islands, and unforgettable sunsets. Surrounded by beautiful stone walls, sited on 2.2 acres, this serene property offers luxury and comfort, exuding tranquility and timeless charm. The main home spans three spacious levels with generous decks ideal for outdoor living and entertaining. The upper

    Stephanie Roache Donnelly + Co.

    97 Longview Rd, Vineyard Haven, MA 02568
  • /43

    $4,999,000

    • 6 Beds
    • 5.5 Baths
    • 3,214 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

    Michael Schweikert Ocean Park Realty, Inc.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • /39

    $3,299,000

    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

    Jennifer B. DaSilva Compass

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /21

    $2,700,000

    • 3 Beds
    • 1 Bath
    • 1 Sq Ft

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557

    Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound--a setting that captures the very

    Rene Ben David Ocean Park Realty, Inc.

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557
  • /60

    $3,150,000

    • 4 Beds
    • 5 Baths
    • 5,165 Sq Ft

    63 Bayes Hill Rd, Oak Bluffs, MA 02557

    Picture yourself in this beautifully designed custom home offering the ultimate in privacy. The first floor has an open floor plan which includes the dining room, kitchen, wet bar, and living space. Bypass siding doors separate the living space from the dining and kitchen. Experience the ultimate in culinary luxury with a gourmet kitchen featuring custom cabinets, high end appliances, and ample

    Todd Machnik Today Real Estate

    63 Bayes Hill Rd, Oak Bluffs, MA 02557
  • /26

    $875,000

    • 2 Beds
    • 1 Bath
    • 861 Sq Ft

    24 School St, Oak Bluffs, MA 02557

    An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining

    Stephanie Roache Donnelly + Co.

    24 School St, Oak Bluffs, MA 02557
  • /12

    $1,495,000

    • 3 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 3 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space. with half bath. Open kitchen, dining & entertainment area. Large side deck. Living Room with additional nook. Half bath. Interior stairs to lower level with private exterior entrance and garage. 2nd floor has large primary bedroom with cathedral ceilings, walk through double

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • /18

    $1,200,000

    • 3 Beds
    • 1.5 Baths
    • 1 Sq Ft

    14 21st St N, Edgartown, MA 02539

    Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

    Francine Agnoli The Agency Martha's Vineyard

    14 21st St N, Edgartown, MA 02539
  • /42

    $2,499,000

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    47 Tiffany Dr, Oak Bluffs, MA 02557

    Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

    Jennifer B. DaSilva Compass

    47 Tiffany Dr, Oak Bluffs, MA 02557
  • /42

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /40

    $1,985,000

    • 6 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katherine Donahue Sandpiper Realty Inc

    36 Smith Hollow Dr, Edgartown, MA 02539
  • /32

    $14,500,000

    • 6 Beds
    • 5 Baths
    • 5,867 Sq Ft

    825 Main St, Vineyard Haven, MA 02568

    STUNNING WATERFRONT HOME IN WEST CHOPThis elegant six-bedroom home with 200 feet of private sandy beach overlooks Vineyard Haven's outer harbor, the East Chop lighthouse and Nantucket Sound on 1.75 acres of land. Built in 1945, it was renovated in 2002 to include an attached three-car garage with a two-bedroom guest apartment above. A small entry hall leads to the great room with hardwood floors,

    Judith Federowicz Landmarks at TODAY Real Estate

    825 Main St, Vineyard Haven, MA 02568
  • /41

    $1,475,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1 Saddle Club Rd, Edgartown, MA 02539

    Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    1 Saddle Club Rd, Edgartown, MA 02539
  • /28

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    7 Upper Meadow Ln, Oak Bluffs, MA 02557

    Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you'll find four well-sized bedrooms and two and a half baths, including a generous primary suite with double walk-in closets and a private

    Lesley Heidt Sandpiper Realty Inc

    7 Upper Meadow Ln, Oak Bluffs, MA 02557
  • /34

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s finest beaches.

    Jennifer B. DaSilva Compass

    400 Barnes Rd, Vineyard Haven, MA 02568
  • /21

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    111 Charles Neck Way, Vineyard Haven, MA 02568

    Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

    Emma Kennedy Sandpiper Realty Inc

    111 Charles Neck Way, Vineyard Haven, MA 02568
  • /66

    $6,495,000

    • 7 Beds
    • 5.5 Baths
    • 4,730 Sq Ft

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

    A storybook sanctuary in Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale.Set on nearly eight acres, this unique estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool, guest house, an art studio, and a carriage house with room for three cars, plus a

    Alexis Holden Tea Lane Associates

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
  • /21

    $650,000

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

    Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated

    Stephanie Roache Donnelly + Co.

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
  • /41

    $8,900,000

    • 8 Beds
    • 9 Baths
    • 8,560 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02557

    Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

    Moira Lown Coldwell Banker Realty - Wellesley

    150 E Chop Dr, Oak Bluffs, MA 02557
  • /3

    $1,795,000

    • 3 Beds
    • 3.5 Baths
    • 2,311 Sq Ft

    7 Candle Maker Cir, Edgartown, MA 02539

    3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

    Roy Cutrer LAER Realty Partners

    7 Candle Maker Cir, Edgartown, MA 02539
  • /46

    $1,675,000

    • 4 Beds
    • 2.5 Baths
    • 2,855 Sq Ft

    5 Bayes Hill Cir, Vineyard Haven, MA 02568

    Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning, 2 car garage and a freshly painted exterior this residence combines modern conveniences with

    Michele Moore Island Real Estate

    5 Bayes Hill Cir, Vineyard Haven, MA 02568
  • /26

    $2,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    30 Franklin Ave, Oak Bluffs, MA 02568

    Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

    Stacy Ickes Donnelly + Co

    30 Franklin Ave, Oak Bluffs, MA 02568
  • /39

    $2,495,000

    • 5 Beds
    • 2.5 Baths
    • 2,577 Sq Ft

    16 Atlantic Ave, Oak Bluffs, MA 02557

    East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most

    Katherine Donahue Sandpiper Realty Inc

    16 Atlantic Ave, Oak Bluffs, MA 02557
  • /58

    $5,999,000

    • 4 Beds
    • 3.5 Baths
    • 2,995 Sq Ft

    135 The Blvd, Edgartown, MA 02539

    Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

    Stephanie Roache Donnelly + Co.

    135 The Blvd, Edgartown, MA 02539
  • /37

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,628 Sq Ft

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in Tashmoo Woods, built in 1998. The updated kitchen with granite countertops and high-end appliances opens to a dining room with a private deck overlooking lush woods. The first floor includes a den and a renovated bathroom. Upstairs, both bedrooms have ensuite bathrooms. Upgrades include propane heat, central air, a

    Jennifer O'hanlon Compass

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
  • /58

    $2,250,000

    • 4 Beds
    • 2.5 Baths
    • 2,982 Sq Ft

    157 Ben Chase Rd, West Tisbury, MA 02575

    You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    157 Ben Chase Rd, West Tisbury, MA 02575
  • /24

    $2,260,000

    • 4 Beds
    • 3.5 Baths
    • 2,810 Sq Ft

    4 High Meadow Ln, Oak Bluffs, MA 02557

    Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

    Brian Smith Portfolio Real Estate Inc.

    4 High Meadow Ln, Oak Bluffs, MA 02557
  • /24

    $2,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    30 Franklin Ave, Oak Bluffs, MA 02568

    Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

    Stacy Ickes Donnelly + Co.

    30 Franklin Ave, Oak Bluffs, MA 02568
  • /2

    $1,699,000

    • 2 Beds
    • 3 Baths
    • 1,737 Sq Ft

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568

    The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area

    Michele Moore Island Real Estate

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568
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