12,001

Tisbury, MA Homes

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  • /39

    $1,575,000

    • 3 Beds
    • 3 Baths
    • 1,621 Sq Ft

    27 Laurel Ave, Oak Bluffs, MA 02557

    Located in exclusive East Chop, this sun-filled 3BR Cottage blends authentic Martha’s Vineyard charm with modern coastal living. Immaculate, fully furnished, and turn-key, this property presents a phenomenal island retreat or a lucrative investment with fantastic rental potential.The main home pairs classic character with upgraded 200-amp electric, featuring bright spaces, a large kitchen, and

    Lisa Sheehan Berkshire Hathaway HomeServices Robert Paul Properties

    27 Laurel Ave, Oak Bluffs, MA 02557
  • /30

    $28,500 Per Month

    • 9 Beds
    • 6.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    9 Tuckernuck Ave, Oak Bluffs, MA 02557

    **SHORT TERM ONLY - WEEKLY RATE ADVERTISED ** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and

    Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    9 Tuckernuck Ave, Oak Bluffs, MA 02557
  • /37

    $2,775,000

    Sold Jun 29, 2026

    33 Ocean Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft
    • Built 1875

    Last Sold Summary

    • 6% Below List Price
    • $1,504/SF
    • 140 Days On Market

    Current Estimated Value $2,967,052

    Last Listing Agent Katrina Lima Donnelly + Co

    33 Ocean Ave, Oak Bluffs, MA 02557
    • /49

      Not Listed For Sale

      670 State Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,092 Sq Ft
      • Built 1920
      670 State Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 68 Days On Market

  • /12

    $3,400,000

    New Construction
    • 3 Beds
    • 4.5 Baths
    • 3,260 Sq Ft

    27 Double Ox Rd, Oak Bluffs, MA 02557

    Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor-outdoor living

    Lesley Heidt Sandpiper Realty, Inc.

    27 Double Ox Rd, Oak Bluffs, MA 02557
  • /22

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,703 Sq Ft
    • House for Rent

    41 Oak Lane Wt147, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

    Karen Overtoom Karen M. Overtoom R.E.

    41 Oak Lane Wt147, West Tisbury, MA 02575
  • /2

    $505,000

    Sold Sep 26, 2025

    02 John Hoft Rd Unit 2, Tisbury, MA 02568

    • Land
    • 1.3 Acres
    • $388,462 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 120 Days On Market

    Last Listing Agent Tony Tobia Tobia Real Estate, LTD

    02 John Hoft Rd Unit 2, Tisbury, MA 02568
    • /35

      Est $1,204,783

      Not Listed For Sale

      29 Dunham Ave, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1965
      29 Dunham Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /19

    $9,250,000

    $1M PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    33 Goethals Way, Vineyard Haven, MA 02568

    A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

    Buder Team Sandpiper Realty, Inc.

    33 Goethals Way, Vineyard Haven, MA 02568
  • /10

    $20,000 Per Month

    • 5 Beds
    • 3 Baths
    • 2,352 Sq Ft
    • House for Rent

    55 Samoset Ave Unit 1, Oak Bluffs, MA 02557

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

    Karen Overtoom Karen M. Overtoom R.E.

    55 Samoset Ave Unit 1, Oak Bluffs, MA 02557
  • /38

    $1,500,000

    Sold Jan 23, 2026

    128 W Spring St, Vineyard Haven, MA 02568

    • 5 Beds
    • 3.5 Baths
    • 2,436 Sq Ft
    • Built 2013

    Last Sold Summary

    • 14% Below List Price
    • $616/SF
    • 145 Days On Market

    Current Estimated Value $1,184,858

    Last Listing Agent David Dickinson Compass

    128 W Spring St, Vineyard Haven, MA 02568
    • /13

      Est $810,226

      Not Listed For Sale

      32 Clark Ave, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1968
      32 Clark Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 17 Days On Market

  • /46

    $2,400,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,873 Sq Ft

    50 Hidden Cove Rd, Edgartown, MA 02539

    Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering

    Sean Federowicz Landmarks at TODAY Real Estate

    50 Hidden Cove Rd, Edgartown, MA 02539
  • /18

    $10,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft
    • House for Rent

    100 Franklin Terrace Vh411, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and

    Karen Overtoom Karen M. Overtoom R.E.

    100 Franklin Terrace Vh411, Tisbury, MA 02568
  • /30

    $1,995,000

    Sold Aug 29, 2025

    26 Box Turtle Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 2,891 Sq Ft
    • Built 1980

    Last Sold Summary

    • $690/SF
    • 5 Days On Market

    Current Estimated Value $2,708,272

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    26 Box Turtle Ln, Oak Bluffs, MA 02557
    • /18

      Est $683,744

      Not Listed For Sale

      5 Village Ct Unit 3, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 658 Sq Ft
      • Built 1972
      5 Village Ct Unit 3, Vineyard Haven, MA 02568

      Last Sold Summary

      • 87 Days On Market

  • /66

    $1,899,000

    $101K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,075 Sq Ft

    63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

    Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island's most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beauty and offers a sense of calm that defines up-island living.The three-bedroom main residence is

    Valene Pires The Agency

    63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
  • /25

    $10,800 Per Month

    • 2 Beds
    • 4 Baths
    • 1,800 Sq Ft
    • House for Rent

    256 Sandpiper Lane Vh417, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This well appointed condo will make you feel comfortable and at home the moment you walk in. Swimming, kayaking, tennis, walking trails, and shopping are all at your finger tips. Mink Meadows Golf Course is just a stroll down the street as well. Enjoy all the Island has

    Karen Overtoom Karen M. Overtoom R.E.

    256 Sandpiper Lane Vh417, Tisbury, MA 02568
  • /18

    $995,000

    Sold Nov 06, 2025

    2 Flamingo Dr, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $1,005/SF
    • 5 Days On Market

    Current Estimated Value $1,061,146

    Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

    2 Flamingo Dr, Edgartown, MA 02539
    • /2

      Est $2,259,866

      Not Listed For Sale

      23 Oak Ln, Vineyard Haven, MA 02568

      • 6 Beds
      • 5 Baths
      • 3,035 Sq Ft
      • Built 2007
      23 Oak Ln, Vineyard Haven, MA 02568

  • /16

    $565,000

    $90K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

    MOVE RIGHT IN! Just in time to ENJOY FOR THE SUMMER! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island.

    Rene Jackson Island Real Estate

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
  • /15

    $7,500 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    83 Ashtons Way, Vineyard Haven, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $1,875. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This two bedroom cottage is set in a private setting in the woods, just a short distance to downtown Vineyard Haven. Sleeps four comfortably, open living space, deck and outside shower. If rented with the main house, access to private association beach and golf would be

    Karen Overtoom Karen M. Overtoom R.E.

    83 Ashtons Way, Vineyard Haven, MA 02568
  • /44

    $1,890,000

    Sold Aug 29, 2025

    1 Thames Ct, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 3,270 Sq Ft
    • Built 1981

    Last Sold Summary

    • $578/SF
    • 38 Days On Market

    Current Estimated Value $2,619,546

    Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

    1 Thames Ct, Edgartown, MA 02539
    • /23

      Est $2,074,815

      Not Listed For Sale

      79 Watcha Path, Edgartown, MA 02539

      • 4 Beds
      • 6 Baths
      • 4,306 Sq Ft
      • Built 1980
      79 Watcha Path, Edgartown, MA 02539

      Last Sold Summary

      • 3 Days On Market

  • /39

    $4,300,000

    $395K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,606 Sq Ft

    95 Hines Point Rd, Vineyard Haven, MA 02568

    A rare opportunity, this Hines Point waterfront compound offers expansive views of the Lagoon and 100 feet of private beach. The home was built and has been enjoyed by the same family for gathering and summer recreation over generations. The main house offers an open first floor layout with high ceilings and large windows facing the water where you can watch sunrise over the water. A first floor

    Elissa Lash Tea Lane Associates

    95 Hines Point Rd, Vineyard Haven, MA 02568
  • /21

    $8,000 Per Month

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft
    • House for Rent

    10 James Pond Way, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

    Karen Overtoom Karen M. Overtoom R.E.

    10 James Pond Way, West Tisbury, MA 02575
  • /26

    $2,450,000

    Sold Jun 02, 2026

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,336 Sq Ft
    • Built 1953

    Last Sold Summary

    • 6% Below List Price
    • $1,834/SF
    • 66 Days On Market

    Last Listing Agent Rene Ben David Ocean Park Realty, Inc.

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557
    • /35

      Est $4,690,054

      Not Listed For Sale

      225 Bigelow Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,603 Sq Ft
      • Built 1976
      225 Bigelow Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 70 Days On Market

  • /15

    $1,925,000

    • 5 Beds
    • 1 Bath
    • 2,232 Sq Ft

    8 Pequot Ave, Oak Bluffs, MA 02557

    This Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering place for 50+ years, and the views have not been expanded. So much opportunity with direct access to

    Kerry Quinlan-Potter Breakwater MV

    8 Pequot Ave, Oak Bluffs, MA 02557
  • /20

    $12,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,068 Sq Ft
    • House for Rent

    76 Ben Chase Rd Wt136, West Tisbury, MA 02575

    Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

    Karen Overtoom Karen M. Overtoom R.E.

    76 Ben Chase Rd Wt136, West Tisbury, MA 02575
  • /23

    $1,067,000

    Sold Sep 26, 2025

    112 W Spring St, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,503 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $710/SF
    • 9 Days On Market

    Current Estimated Value $1,449,558

    Last Listing Agent Katherine Donahue Sandpiper Realty

    112 W Spring St, Vineyard Haven, MA 02568
    • /20

      Est $1,725,764

      Not Listed For Sale

      21 Bold Meadow Ln, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,971 Sq Ft
      • Built 1991
      21 Bold Meadow Ln, Edgartown, MA 02539

      Last Sold Summary

      • 34 Days On Market

  • /41

    $1,975,000

    $175K PRICE DROP
    • 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
  • /17

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • House for Rent

    223 Sandpiper Lane Vh405, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three bedroom two bath condo is just a short walk to association tennis, pool and the beach. Comfortable easy summer living with outdoor shower, spacious deck, and central AC for those really hot August days!Amenities include Direct TV DVD set up. There is an open

    Karen Overtoom Karen M. Overtoom R.E.

    223 Sandpiper Lane Vh405, Tisbury, MA 02568
  • /20

    $929,000

    Sold Aug 18, 2025

    299 Franklin St, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,286 Sq Ft
    • Built 1950

    Last Sold Summary

    • $722/SF
    • 7 Days On Market

    Current Estimated Value $1,259,186

    Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

    299 Franklin St, Vineyard Haven, MA 02568
    • /27

      Est $1,289,657

      Not Listed For Sale

      46 Windsor Dr, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1987
      46 Windsor Dr, Edgartown, MA 02539

      Last Sold Summary

      • 1,366 Days On Market

  • /48

    $839,000

    $60K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 804 Sq Ft

    26 Winthrop Ave, Oak Bluffs, MA 02557

    This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with tons of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    26 Winthrop Ave, Oak Bluffs, MA 02557
  • /35

    $112,000 Per Month

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft
    • House for Rent

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
  • /42

    $4,150,000

    Sold Feb 19, 2026

    97 Longview Rd, Vineyard Haven, MA 02568

    • 5 Beds
    • 5.5 Baths
    • 4,003 Sq Ft
    • Built 2008

    Last Sold Summary

    • 12% Below List Price
    • $1,037/SF
    • 74 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    97 Longview Rd, Vineyard Haven, MA 02568
    • /2

      Est $6,953,676

      Not Listed For Sale

      103 Main St, Vineyard Haven, MA 02568

      • 5 Beds
      • 6 Baths
      • 6,546 Sq Ft
      • Built 2008
      103 Main St, Vineyard Haven, MA 02568

Showing Results 81 - 120, Page 3 of 18

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