10,865

Vineyard Haven, MA Homes

Section Image
  • /8

    $685,000

    $65K PRICE DROP
    • Land
    • 11,417 Sq Ft
    • $2,613,506 per Acre

    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

    GOING, GOING... GONE!This is the LAST 3-bedroom lot available in Cluster C.12 lots SOLD9 homes already built.Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, offering sweeping sky views, vibrant sunsets, and refreshing sea breezes.The lot is

    Marilyn Moses Ocean Park Realty Inc

    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
  • /15

    $487,500

    Sold Jun 30, 2026

    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

    • 1 Bed
    • 1.5 Baths
    • 591 Sq Ft
    • Built 1983

    Last Sold Summary

    • 13% Below List Price
    • $825/SF
    • 112 Days On Market

    Last Listing Agent Sheila Morse Island Real Estate

    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    • /159

      Est $3,707,192

      Not Listed For Sale

      1 Narragansett Ave, Oak Bluffs, MA 02557

      • 9 Beds
      • 3.5 Baths
      • 4,488 Sq Ft
      • Built 1890
      1 Narragansett Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 191 Days On Market

      Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

  • /2

    $799,000

    • Land
    • 39,639 Sq Ft
    • $878,022 per Acre

    22 Bramble Path, West Tisbury, MA 02568

    Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

    Michele Casavant Vineyard Village Realty

    22 Bramble Path, West Tisbury, MA 02568
  • /24

    $1,875,000

    Sold Dec 08, 2025

    14 Rebekahs Way, Vineyard Haven, MA 02568

    • 5 Beds
    • 3 Baths
    • 1,916 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $979/SF
    • 22 Days On Market

    Current Estimated Value $1,963,707

    Last Listing Agent Sheila Morse Island Real Estate

    14 Rebekahs Way, Vineyard Haven, MA 02568
    • /43

      Est $899,405

      Not Listed For Sale

      8 Wesleyan Grove, Oak Bluffs, MA 02557

      • 2 Beds
      • 0.5 Baths
      • 1,042 Sq Ft
      • Built 1870
      8 Wesleyan Grove, Oak Bluffs, MA 02557

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Nya Clarke Martha's Vineyard Island-Wide Realty

  • /33

    $1,095,000

    $154K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 998 Sq Ft

    299 Daggett Ave, Vineyard Haven, MA 02568

    This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

    Alyson Parker Karen M. Overtoom R.E.

    299 Daggett Ave, Vineyard Haven, MA 02568
  • /15

    $1,050,000

    Sold May 20, 2026

    78 Forest Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,547 Sq Ft
    • Built 1995

    Last Sold Summary

    • $679/SF
    • 11 Days On Market

    Current Estimated Value $1,136,056

    Last Listing Agent Jennifer O'hanlon Compass LLC

    78 Forest Ave, Oak Bluffs, MA 02557
    • /30

      Est $2,267,563

      Not Listed For Sale

      26 Box Turtle Ln, Oak Bluffs, MA 02557

      • 4 Beds
      • 3.5 Baths
      • 2,891 Sq Ft
      • Built 1980
      26 Box Turtle Ln, Oak Bluffs, MA 02557

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jayne Isford Ocean Park Realty Inc

  • /14

    $825,000

    • 2 Beds
    • 1 Bath
    • 985 Sq Ft

    19 Perkins Ave, Oak Bluffs, MA 02557

    Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter — whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island setting.

    Katherine Donahue Sandpiper Realty

    19 Perkins Ave, Oak Bluffs, MA 02557
  • /16

    $1,100,000

    Sold Dec 31, 2025

    44 Iron Hill Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft
    • Built 1987

    Last Sold Summary

    • 19% Below List Price
    • $735/SF
    • 137 Days On Market

    Current Estimated Value $1,250,383

    Last Listing Agent Cheri Mason Landvest MV

    44 Iron Hill Rd, Vineyard Haven, MA 02568
    • /35

      Est $944,573

      Not Listed For Sale

      16 Victorian Park, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 956 Sq Ft
      • Built 1870
      16 Victorian Park, Oak Bluffs, MA 02557

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent kyle Neyer Tea Lane Associates

  • /29

    $1,875,000

    $120K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,439 Sq Ft

    33 Vineyard Ave, Oak Bluffs, MA 02557

    Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha's Vineyard. This fully gut renovated property 3B/2Ba in total features a 2BR/2BA primary home plus a distinctly separate attached 1BR/1BA ADU suite - offering flexible, move-in ready living or investment potential in a prime in-town location.The main residence in the primary showcases a light-filled interior, wood floors, beamwork, and

    Allison Cameron Parry Douglas Elliman of MA, LLC

    33 Vineyard Ave, Oak Bluffs, MA 02557
  • /43

    $1,775,000

    Sold Sep 26, 2025

    10 Bridge Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 3.5 Baths
    • 2,512 Sq Ft
    • Built 1991

    Last Sold Summary

    • 19% Below List Price
    • $707/SF
    • 157 Days On Market

    Current Estimated Value $2,082,446

    Last Listing Agent Jill Napior Tea Lane Associates

    10 Bridge Ln, Vineyard Haven, MA 02568
    • /45

      Est $1,233,645

      Not Listed For Sale

      31 Winthrop Ave, Oak Bluffs, MA 02557

      • 2 Beds
      • 2 Baths
      • 1,646 Sq Ft
      • Built 1900
      31 Winthrop Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /42

    $1,225,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    52 Oak Knoll Rd, Vineyard Haven, MA 02568

    Year-round living in the desirable Island Farms Road neighborhood of West Tisbury. This well-built, three-bedroom, two-bath home offers a comfortable layout with a first-floor primary bedroom. While ready for your personal updates, the home provides a solid foundation to create your forever home.The open kitchen and living area create a welcoming space for everyday living and gathering. A

    Tina Miller Donnelly + Co

    52 Oak Knoll Rd, Vineyard Haven, MA 02568
  • /16

    $1,195,000

    Sold Jun 18, 2026

    10 Winthrop Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,006/SF
    • 35 Days On Market

    Current Estimated Value $1,144,880

    Last Listing Agent Katherine Donahue Sandpiper Realty

    10 Winthrop Ave, Oak Bluffs, MA 02557
    • /36

      Not Listed For Sale

      34 Tower Ridge Rd, Oak Bluffs, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,450 Sq Ft
      • Built 1988
      34 Tower Ridge Rd, Oak Bluffs, MA 02568

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Katherine Donahue Sandpiper Realty

  • /57

    $3,295,000

    • 5 Beds
    • 4 Baths
    • 2,330 Sq Ft

    29 & 33 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive

    Madelyn Silvia Wallace & Co. Sotheby's

    29 & 33 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /57

    $1,885,000

    Sold Jul 29, 2026

    18 Puritan Dr, Vineyard Haven, MA 02568

    • 5 Beds
    • 3.5 Baths
    • 2,527 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $746/SF
    • 6 Days On Market

    Current Estimated Value $1,884,786

    Last Listing Agent Jennifer DaSilva Compass | Point B

    18 Puritan Dr, Vineyard Haven, MA 02568
    • /24

      Not Listed For Sale

      51 Rural Cir, Oak Bluffs, MA 02557

      • 3 Beds
      • 1.5 Baths
      • 806 Sq Ft
      • Built 1876
      51 Rural Cir, Oak Bluffs, MA 02557

      Last Sold Summary

      • 171 Days On Market

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

  • /36

    $3,975,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    99 Ocean Ave, Oak Bluffs, MA 02557

    A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ferries, the Campground and the Tabernacle. This treasured property has been home to family and

    Perry Patterson MV Luxury Homes

    99 Ocean Ave, Oak Bluffs, MA 02557
  • /44

    $3,120,000

    Sold Dec 09, 2025

    110 5th St N, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 4,372 Sq Ft
    • Built 1948

    Last Sold Summary

    • 13% Below List Price
    • $714/SF
    • 181 Days On Market

    Current Estimated Value $3,050,125

    Last Listing Agent Stephanie Roache Donnelly + Co

    110 5th St N, Edgartown, MA 02539
    • /14

      Not Listed For Sale

      9 Leslie Ln, Oak Bluffs, MA 02568

      • 3 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1974
      9 Leslie Ln, Oak Bluffs, MA 02568

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Michele Moore Island Real Estate

  • /3

    $525,000

    • Land
    • 10,240 Sq Ft
    • $2,233,092 per Acre

    Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568

    A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set on a no-through street within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way and the town library. Only one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach,

    Katherine Donahue Sandpiper Realty

    Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568
  • /17

    $1,050,000

    Sold Sep 11, 2026

    1 Dodgers Hole Rd, Edgartown, MA 02539

    • 4 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 1987

    Last Sold Summary

    • 19% Below List Price
    • $694/SF
    • 96 Days On Market

    Current Estimated Value $1,310,580

    Last Listing Agent Sheila Morse Island Real Estate

    1 Dodgers Hole Rd, Edgartown, MA 02539
    • /2

      Est $963,700

      Not Listed For Sale

      40 Hidden Cove Rd Unit 15, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 1,898 Sq Ft
      • Built 1983
      40 Hidden Cove Rd Unit 15, Edgartown, MA 02539

  • /25

    $4,695,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    16 Frog Hollow, Vineyard Haven, MA 02568

    Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

    Rose Ryley Wallace & Co. Sotheby's International Realty

    16 Frog Hollow, Vineyard Haven, MA 02568
  • /39

    $1,470,000

    Sold Oct 27, 2025

    26 Winne Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft
    • Built 2007

    Last Sold Summary

    • $907/SF
    • 23 Days On Market

    Current Estimated Value $1,459,612

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    26 Winne Ave, Vineyard Haven, MA 02568
    • /25

      Not Listed For Sale

      40 Hidden Cove Rd, Edgartown, MA 02539

      • 3 Beds
      • 2.5 Baths
      • 1,898 Sq Ft
      • Built 1983
      40 Hidden Cove Rd, Edgartown, MA 02539

      Last Sold Summary

      • 139 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /23

    $1,100,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    54 Towanticut Ave, Oak Bluffs, MA 02568

    Living is easy in this beautifully maintained 3-bedroom, 2-bath air-conditioned Ranch located just one mile from the center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace, an updated kitchen with granite countertops and stainless-steel appliances, and a dining area with sliders leading to a spacious deck and outdoor shower overlooking the yard. The generous

    JoJo Lambert Island Home Realty Inc.

    54 Towanticut Ave, Oak Bluffs, MA 02568
  • /8

    $850,000

    Sold Aug 24, 2026

    200 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,737 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $489/SF
    • 0 Days On Market

    Current Estimated Value $1,340,733

    Last Listing Agent Sheila Morse Island Real Estate

    200 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    • /45

      Not Listed For Sale

      27 Leslie Ln, Oak Bluffs, MA 02568

      • 3 Beds
      • 3 Baths
      • 1,632 Sq Ft
      • Built 2006
      27 Leslie Ln, Oak Bluffs, MA 02568

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Bill Aibel Coldwell Banker

  • /54

    $2,999,000

    $300K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach.At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, a handmade subway tile backsplash, Wolf

    Jennifer DaSilva Compass | Point B

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /29

    $5,000,000

    Sold Jun 04, 2026

    57 Hines Point Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 2,589 Sq Ft
    • Built 1951

    Last Sold Summary

    • 31% Below List Price
    • $1,931/SF
    • 199 Days On Market

    Current Estimated Value $4,384,804

    Last Listing Agent Elissa Lash Tea Lane Associates

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

      Not Listed For Sale

      4 Elisha Ln, Oak Bluffs, MA 02557

      • 2 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 2006
      4 Elisha Ln, Oak Bluffs, MA 02557

      Last Sold Summary

      • 113 Days On Market

      Last Listing Agent Allison Cameron Parry Douglas Elliman of MA, LLC

  • /46

    $1,650,000

    $145K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,406 Sq Ft

    17 John Wesley Ave, Vineyard Haven, MA 02568

    Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by an open-plan first floor with a large kitchen, living room, and dining area. The first floor features

    kyle Neyer Tea Lane Associates

    17 John Wesley Ave, Vineyard Haven, MA 02568
  • /68

    $1,160,000

    Sold Jan 05, 2026

    208 Irenes Way, Tisbury, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,961 Sq Ft
    • Built 2005

    Last Sold Summary

    • 24% Below List Price
    • $392/SF
    • 168 Days On Market

    Current Estimated Value $1,347,996

    Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568
    • /3

      Est $1,044,034

      Not Listed For Sale

      249 County Rd, Oak Bluffs, MA 02557

      • 1 Bed
      • 2 Baths
      • 1,547 Sq Ft
      • Built 2005
      249 County Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Fran Agnoli The Agency

  • /20

    $1,525,000

    $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,334 Sq Ft

    150 Field View Ln, Vineyard Haven, MA 02568

    A pastoral country road leads to this enchanting wood-shingled Cape-style home, offering three bedrooms and a welcoming blend of comfort and charm. The open-concept kitchen flows into a sunken living and dining area, creating an inviting space for everyday living and entertaining. A desirable first-floor bedroom and convenient first-floor laundry add to the home's thoughtful design. Upstairs you

    Sheila Morse Island Real Estate

    150 Field View Ln, Vineyard Haven, MA 02568

Showing Results 601 - 640, Page 16 of 18

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