19,926

Martha's Vineyard, MA Homes

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  • 35 Double Ox Rd, Oak Bluffs, MA 02557
    35 Double Ox Rd, Oak Bluffs, MA 02557
    35 Double Ox Rd, Oak Bluffs, MA 02557
    /9

    $2,250,000

    • 3 Beds
    • 3.5 Baths
    • 2,475 Sq Ft

    35 Double Ox Rd, Oak Bluffs, MA 02557

    Would you love to live or vacation in a brand-new home on Martha’s Vineyard?We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD!Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood.Easy to show – Call now! To be built with lot purchase$700,000 and building contract $1,550,000.This 3-bedroom dream home is set in an elevated

    Marilyn Moses Ocean Park Realty Inc

    35 Double Ox Rd, Oak Bluffs, MA 02557
  • 44 Music St Wt153, West Tisbury, MA 02575
    44 Music St Wt153, West Tisbury, MA 02575
    44 Music St Wt153, West Tisbury, MA 02575
    /12

    $6,180 total monthly price

    • 3 Beds
    • 3.5 Baths
    • 1,872 Sq Ft
    • House for Rent

    44 Music St Wt153, West Tisbury, MA 02575

    PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

    Karen Overtoom Karen M. Overtoom R.E.

    44 Music St Wt153, West Tisbury, MA 02575
  • 60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    /9

    $160,000 Sold Nov 14, 2025

    • 381 Sq Ft
    • $420/SF
    • 0 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1958

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568

    Not Listed in LINK

    Nantucket CompLINK LINK

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    • 38 Edgewood Dr, Edgartown, MA 02539
      38 Edgewood Dr, Edgartown, MA 02539
      38 Edgewood Dr, Edgartown, MA 02539
      /45

      Est $1,706,944 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,576 Sq Ft

      38 Edgewood Dr, Edgartown, MA 02539

      38 Edgewood Dr, Edgartown, MA 02539
  • 6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    /16

    $3,200,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    6 Trails End, Chilmark, MA 02535

    Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered completely furnished with a well-equipped kitchen, large living room with wood burning fireplace,

    Russell Maloney Russell Maloney Real Estate

    6 Trails End, Chilmark, MA 02535
  • 41 Naushon Rd Wt116, Aquinnah, MA 02575
    41 Naushon Rd Wt116, Aquinnah, MA 02575
    41 Naushon Rd Wt116, Aquinnah, MA 02575
    /12

    $15,000 total monthly price

    • 5 Beds
    • 6.5 Baths
    • 4,137 Sq Ft
    • House for Rent

    41 Naushon Rd Wt116, Aquinnah, MA 02575

    Stunning water views from this expansive beachfront estate in Makonikey off Lambert's Cove Rd. Enjoy the large living area with comfortable couches, floor to ceiling windows and french doors for seamless indoor to outdoor living and dining. There is a fully equipped kitchen. Some folks will enjoy the treadmill and elliptical while watching boats pass by or even play squash in the indoor squash

    Karen Overtoom Karen M. Overtoom R.E.

    41 Naushon Rd Wt116, Aquinnah, MA 02575
  • 16 Cottage Park, Oak Bluffs, MA 02557
    16 Cottage Park, Oak Bluffs, MA 02557
    16 Cottage Park, Oak Bluffs, MA 02557
    /33

    $839,000 Sold Nov 14, 2025

    • 939 Sq Ft
    • $894/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1870

    16 Cottage Park, Oak Bluffs, MA 02557

    Just steps from the iconic Tabernacle and Trinity Park, this charming cottage is nestled in the heart of the historic Martha's Vineyard Camp Meeting Association—a designated National Historic Landmark District. Surrounded by colorful gardens and picturesque pedestrian walkways, it offers an easy stroll to Oak Bluffs Harbor, beaches, ferries, art galleries, restaurants, and all the vibrant charm

    Marilyn Moses Ocean Park Realty Inc

    16 Cottage Park, Oak Bluffs, MA 02557
    • 53 Peases Point Way N, Edgartown, MA 02539
      53 Peases Point Way N, Edgartown, MA 02539
      53 Peases Point Way N, Edgartown, MA 02539
      /41

      Est $2,541,338 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,704 Sq Ft

      53 Peases Point Way N, Edgartown, MA 02539

      53 Peases Point Way N, Edgartown, MA 02539
  • 27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    /27

    $2,400,000

    • 3 Beds
    • 3.5 Baths
    • 1,884 Sq Ft

    27 7th St N, Edgartown, MA 02539

    27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

    Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
  • 3 E Pasture Ln, Aquinnah, MA 02535
    3 E Pasture Ln, Aquinnah, MA 02535
    3 E Pasture Ln, Aquinnah, MA 02535
    /11

    $20,000 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    3 E Pasture Ln, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Breathtaking water views from this contemporary home located on Menemsha Pond and recently renovated with new kitchen and baths. This four bedroom retreat offers the perfect place to come during the summer months or even enjoy during the shoulder season while sitting by the fire with a warm cup of your favorite hot beverage. PLEASE TAKE NOTE!!!!!THIS IS

    Karen Overtoom Karen M. Overtoom R.E.

    3 E Pasture Ln, Aquinnah, MA 02535
  • 20 Eliot Ave, Chilmark, MA 02535
    20 Eliot Ave, Chilmark, MA 02535
    20 Eliot Ave, Chilmark, MA 02535
    /37

    $6,550,000 Sold Nov 14, 2025

    • 3,355 Sq Ft
    • $1,952/SF
    • 46 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    20 Eliot Ave, Chilmark, MA 02535

    Waterfront home on Stonewall Pond with Ocean Views. Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark's most idyllic locations. This remarkable property offers an unparalleled living experience with breathtaking Atlantic Ocean views and exclusive access to Stonewall Beach. Step inside and be greeted by a seamless fusion of elegance and comfort.

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    20 Eliot Ave, Chilmark, MA 02535
    • 56 Pinehurst Rd, Edgartown, MA 02539
      56 Pinehurst Rd, Edgartown, MA 02539
      56 Pinehurst Rd, Edgartown, MA 02539
      /38

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,328 Sq Ft

      56 Pinehurst Rd, Edgartown, MA 02539

      56 Pinehurst Rd, Edgartown, MA 02539
  • 69 School St, Edgartown, MA 02539
    69 School St, Edgartown, MA 02539
    69 School St, Edgartown, MA 02539
    /23

    $4,288,000

    • 7 Beds
    • 3.5 Baths
    • 2,461 Sq Ft

    69 School St, Edgartown, MA 02539

    Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

    Peyton Wallace Studio Realty

    69 School St, Edgartown, MA 02539
  • 227 S Gate Rd Wt120, West Tisbury, MA 02575
    227 S Gate Rd Wt120, West Tisbury, MA 02575
    227 S Gate Rd Wt120, West Tisbury, MA 02575
    /8

    $8,250 total monthly price

    • 7 Beds
    • 5 Baths
    • 3,528 Sq Ft
    • House for Rent

    227 S Gate Rd Wt120, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY PROPERTY!! Set on 12 acres of peaceful woods, meadows, stone walls and its own pond, this charming 18th century 4 bedroom farmhouse and 3 bedroom rustic barn sleeps 12 and is perfect for larger groups wanting peace and tranquility all within a short distance to private swimming beaches. The setting, on exclusive Seven Gates Farm, offers miles of sandy trails through

    Karen Overtoom Karen M. Overtoom R.E.

    227 S Gate Rd Wt120, West Tisbury, MA 02575
  • 1054 State Rd, Vineyard Haven, MA 02568
    1054 State Rd, Vineyard Haven, MA 02568
    1054 State Rd, Vineyard Haven, MA 02568
    /32

    $1,250,000 Sold Nov 12, 2025

    • 1,845 Sq Ft
    • $678/SF
    • 60 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1881

    1054 State Rd, Vineyard Haven, MA 02568

    This historic Sea Captain’s home offers a rare opportunity to own a piece of West Tisbury’s rich heritage. Owned by the same family since 1947, the home exudes warmth, character, and timeless Vineyard charm. The property sits in an ideal in-town location, near beloved local landmarks like Alley's General Store, 7a Foods, the West Tisbury Library, the Field Gallery, and the Grange Hall. The

    Stephanie Roache Donnelly + Co.

    1054 State Rd, Vineyard Haven, MA 02568
    • 260 South Rd, Chilmark, MA 02535
      260 South Rd, Chilmark, MA 02535
      260 South Rd, Chilmark, MA 02535
      /79

      Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 2,604 Sq Ft

      260 South Rd, Chilmark, MA 02535

      260 South Rd, Chilmark, MA 02535
  • 187 Lagoon Pond Rd, Vineyard Haven, MA 02568
    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
    187 Lagoon Pond Rd, 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
  • 4 Windy Way Wt143, West Tisbury, MA 02575
    4 Windy Way Wt143, West Tisbury, MA 02575
    4 Windy Way Wt143, West Tisbury, MA 02575
    /8

    $18,500 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 1,714 Sq Ft
    • House for Rent

    4 Windy Way Wt143, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! The 3.3 acre private setting is most picturesque with its positioning in private Upper Makonikey , the long circular driveway , its grassy lawn, and rolling landscape fields . Only a short distance away is over 3,000 feet of PRIVATE sandy association Beaches , directly below , with two nearby parking lot access-ways . Nestled onto this promontory is a

    Karen Overtoom Karen M. Overtoom R.E.

    4 Windy Way Wt143, West Tisbury, MA 02575
  • 41 Trinity Park, Oak Bluffs, MA 02557
    41 Trinity Park, Oak Bluffs, MA 02557
    41 Trinity Park, Oak Bluffs, MA 02557
    /19

    $750,000 Sold Nov 07, 2025

    • 1,154 Sq Ft
    • $650/SF
    • 14 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1867

    41 Trinity Park, Oak Bluffs, MA 02557

    Step back in time with this quintessential Martha’s Vineyard Campground Cottage, nestled in the heart of Wesleyan Grove. The cottage captures the spirit of the Island’s rich history, with its storybook architecture, vibrant community setting, and proximity to all that Oak Bluffs has to offer. The cottage features classic Victorian-era details, starting with its inviting front porch. The

    Stacy Ickes Donnelly + Co.

    41 Trinity Park, Oak Bluffs, MA 02557
    • 53 N Neck Rd, Edgartown, MA 02539
      53 N Neck Rd, Edgartown, MA 02539
      53 N Neck Rd, Edgartown, MA 02539
      /7

      Not Listed For Sale

      • 4 Beds

      53 N Neck Rd, Edgartown, MA 02539

      53 N Neck Rd, Edgartown, MA 02539
  • 159 Lake St, Vineyard Haven, MA 02568
    159 Lake St, Vineyard Haven, MA 02568
    159 Lake St, Vineyard Haven, MA 02568
    /36

    $2,595,000

    • 5 Beds
    • 4 Baths
    • 3,328 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

    159 Lake St, Vineyard Haven, MA 02568
  • 16 Majors Cove Ln, Edgartown, MA 02539
    16 Majors Cove Ln, Edgartown, MA 02539
    16 Majors Cove Ln, Edgartown, MA 02539
    /6

    $6,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 2,213 Sq Ft
    • House for Rent

    16 Majors Cove Ln, Edgartown, MA 02539

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Light and spacious home in Major's Cove. Privacy, sunshine, spacious deck out back. Nicely maintained and convenient to all down island towns. Close to Oak Bluffs and Edgartown. Nestled privately in the Major's Cove association, this house is filled with light. It has cathedral ceilings in the living room, a gourmet kitchen open to a dining area or

    Karen Overtoom Karen M. Overtoom R.E.

    16 Majors Cove Ln, Edgartown, MA 02539
  • 96 Pondview Dr, Oak Bluffs, MA 02536
    96 Pondview Dr, Oak Bluffs, MA 02536
    96 Pondview Dr, Oak Bluffs, MA 02536
    /26

    $1,600,000 Sold Nov 07, 2025

    • 2,115 Sq Ft
    • $757/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    96 Pondview Dr, Oak Bluffs, MA 02536

    This spacious fully furnished turn key four bedroom colonial style home is nestled on one half an acre of landscaped grounds with a quiet wooded backyard with a recently renovated back deck and outdoor shower. It's located in an excellent location off of Pond View Drive with access to conservation trails, bike path and local bus routes. A spacious design with 2,115 square feet of living space. A

    Doug Burke Cronigs Real Estate

    96 Pondview Dr, Oak Bluffs, MA 02536
    • 100 Meetinghouse Way, Edgartown, MA 02539
      100 Meetinghouse Way, Edgartown, MA 02539
      100 Meetinghouse Way, Edgartown, MA 02539
      /14

      Est $6,018,616 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,193 Sq Ft

      100 Meetinghouse Way, Edgartown, MA 02539

      100 Meetinghouse Way, Edgartown, MA 02539
  • 8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    /24

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    8 Old Purchase Way, Edgartown, MA 02539

    Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary

    Tjark Aldeborgh eXp Realty, LLC

    8 Old Purchase Way, Edgartown, MA 02539
  • 33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    /8

    $4,500 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535

    THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

    Karen Overtoom Karen M. Overtoom R.E.

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
  • 3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    /48

    $1,775,000 Sold Nov 07, 2025

    • 1,728 Sq Ft
    • $1,027/SF
    • 170 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    3 Fulling Mill Rd, Chilmark, MA 02535

    Tucked away in a prime location just off Middle Road is this bright modern home offering the perfect blend of comfort and style. The main level features a large bedroom or first-floor office and a full bath, while the upper floor boasts two additional bedrooms and a beautifully appointed bathroom with a steam shower and double vanity. The open concept living and dining areas flow effortlessly

    Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
    • 45 Pine Tree Ln, Vineyard Haven, MA 02568
      45 Pine Tree Ln, Vineyard Haven, MA 02568
      /2

      Est $1,321,507 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,400 Sq Ft

      45 Pine Tree Ln, Vineyard Haven, MA 02568

      45 Pine Tree Ln, Vineyard Haven, MA 02568
  • 33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    /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
  • 19 Morse St, Edgartown, MA 02539
    19 Morse St, Edgartown, MA 02539
    19 Morse St, Edgartown, MA 02539
    /8

    $19,000 total monthly price

    • 5 Beds
    • 5 Baths
    • 3,137 Sq Ft
    • House for Rent

    19 Morse St, Edgartown, MA 02539

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all

    Karen Overtoom Karen M. Overtoom R.E.

    19 Morse St, Edgartown, MA 02539
  • 22 Greenleaf Ave, Oak Bluffs, MA 02557
    22 Greenleaf Ave, Oak Bluffs, MA 02557
    22 Greenleaf Ave, Oak Bluffs, MA 02557
    /37

    $2,100,000 Sold Nov 07, 2025

    • 1,608 Sq Ft
    • $1,306/SF
    • 201 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    22 Greenleaf Ave, Oak Bluffs, MA 02557

    Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect

    Jennifer O'hanlon Compass

    22 Greenleaf Ave, Oak Bluffs, MA 02557
    • 62 Whalers Walk, Edgartown, MA 02539
      62 Whalers Walk, Edgartown, MA 02539
      62 Whalers Walk, Edgartown, MA 02539
      /36

      Est $1,738,192 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,122 Sq Ft

      62 Whalers Walk, Edgartown, MA 02539

      62 Whalers Walk, Edgartown, MA 02539
  • 19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    /137

    $4,175,000 Open House 12/13

    • 6 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    19 Kitts Field Cir, Edgartown, MA 02539

    Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

    Michele Casavant Vineyard Village Realty

    19 Kitts Field Cir, Edgartown, MA 02539
  • 165 Christiantown Rd, West Tisbury, MA 02575
    165 Christiantown Rd, West Tisbury, MA 02575
    165 Christiantown Rd, West Tisbury, MA 02575
    /8

    $4,800 total monthly price

    • 3 Beds
    • 3 Baths
    • 3,279 Sq Ft
    • House for Rent

    165 Christiantown Rd, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

    Karen Overtoom Karen M. Overtoom R.E.

    165 Christiantown Rd, West Tisbury, MA 02575
  • 22 Greenleaf Ave, Oak Bluffs, MA 02539
    22 Greenleaf Ave, Oak Bluffs, MA 02539
    22 Greenleaf Ave, Oak Bluffs, MA 02539
    /39

    $2,100,000 Sold Nov 07, 2025

    • 1,608 Sq Ft
    • $1,306/SF
    • 197 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    22 Greenleaf Ave, Oak Bluffs, MA 02539

    Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

    Jen O'Hanlon Compass | The O'Hanlon Group

    22 Greenleaf Ave, Oak Bluffs, MA 02539
    • 377 State Rd, Vineyard Haven, MA 02568
      377 State Rd, Vineyard Haven, MA 02568
      377 State Rd, Vineyard Haven, MA 02568
      /36

      Est $2,328,792 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,436 Sq Ft

      377 State Rd, Vineyard Haven, MA 02568

      377 State Rd, Vineyard Haven, MA 02568
  • 229 Oak Ln, West Tisbury, MA 02575
    229 Oak Ln, West Tisbury, MA 02575
    229 Oak Ln, West Tisbury, MA 02575
    /39

    $2,600,000

    • 3 Beds
    • 4 Baths
    • 2,300 Sq Ft

    229 Oak Ln, West Tisbury, MA 02575

    A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

    Doug Burke Cronigs Real Estate

    229 Oak Ln, West Tisbury, MA 02575
  • 6 Briar Path, Aquinnah, MA 02535
    6 Briar Path, Aquinnah, MA 02535
    6 Briar Path, Aquinnah, MA 02535
    /15

    $5,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    6 Briar Path, Aquinnah, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Down a private country road, this bright and breezy post and beam home sits on a 3-acre rolling wooded parcel. With southern views of the Atlantic Ocean, it's just a short drive or bike to Philbin and Lobsterville beaches and Gay Head cliffs. This very Vineyard house offers three levels of living space, chef's kitchen, spacious

    Karen Overtoom Karen M. Overtoom R.E.

    6 Briar Path, Aquinnah, MA 02535
  • 2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    /18

    $995,000 Sold Nov 06, 2025

    • 990 Sq Ft
    • $1,005/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    2 Flamingo Dr, Edgartown, MA 02539

    Dodger's Hole - Traditional ranch style home with 3 bedrooms and 1 bath, set upon a half acre, corner lot located within a mature association neighborhood. A comfortable outdoor deck and outdoor shower completes the Vineyard experience. Convenient to the waters of Sengekontacket, and immediate access to bikes paths leading to the villages of Edgartown, Oak Bluffs and Vineyard Haven.

    Sean Federowicz Landmarks at TODAY Real Estate

    2 Flamingo Dr, Edgartown, MA 02539
    • 94 Marthas Rd, Edgartown, MA 02539
      94 Marthas Rd, Edgartown, MA 02539
      94 Marthas Rd, Edgartown, MA 02539
      /36

      Est $3,534,275 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 3,902 Sq Ft

      94 Marthas Rd, Edgartown, MA 02539

      94 Marthas Rd, Edgartown, MA 02539

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