11,368

Vineyard Haven, MA Homes

Section Image
    • /31

      Not Listed For Sale

      107 & 105 Barnes Rd, Oak Bluffs, MA 02557

      • 5 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1945
      107 & 105 Barnes Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 51 Days On Market

  • /35

    $1,600,000

    • 3 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 fine 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

    Michele Moore Island Real Estate

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568
  • /28

    $1,235,000

    Sold May 29, 2026

    56 Garvin St, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $950/SF
    • 24 Days On Market

    Current Estimated Value $1,324,930

    Last Listing Agent Casandra Hyland Sandpiper Realty, Inc.

    56 Garvin St, Oak Bluffs, MA 02557
    • /43

      Not Listed For Sale

      76 Circuit Avenue- Oklahoma- Lagoon Pond Neighbrhd Vh, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,786 Sq Ft
      • Built 1974
      76 Circuit Avenue- Oklahoma- Lagoon Pond Neighbrhd Vh, Vineyard Haven, MA 02568

      Last Sold Summary

      • 221 Days On Market

  • /26

    $1,299,000

    $100K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    61 Ocean Ave Unit 4, Oak Bluffs, MA 02557

    THE BEST SEAT IN TOWN! This one-bedroom, one-bathroom condo offers incomparable, panoramic views of Vineyard Sound and the open ocean beyond, across the green expanse of Ocean Park with the Steamship Authority dock in the distance. Door to door, the ferry dock is 392 yards away. This perfect pied-a-terre is convenient to long stretches of beach, numerous shops, great and varied restaurants and

    Buder Team Sandpiper Realty, Inc.

    61 Ocean Ave Unit 4, Oak Bluffs, MA 02557
  • /55

    $1,100,000

    Sold Oct 31, 2025

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1999

    Last Sold Summary

    • 19% Below List Price
    • $579/SF
    • 91 Days On Market

    Current Estimated Value $1,196,232

    Last Listing Agent Emily Flake Viewpoints

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
    • /7

      Not Listed For Sale

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 2 Days On Market

  • /68

    $6,495,000

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

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

    A storybook setting in beautiful 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 seven bedroom estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool house, an art studio, and a carriage house with room for three

    Alexis Holden Tea Lane Associates

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
  • /25

    $3,925,000

    Sold Sep 24, 2025

    966 Main St, Vineyard Haven, MA 02568

    • 8 Beds
    • 4.5 Baths
    • 3,954 Sq Ft
    • Built 1730

    Last Sold Summary

    • 7% Below List Price
    • $993/SF
    • 4 Days On Market

    Current Estimated Value $4,438,225

    Last Listing Agent Grant Rudolph Viewpoints

    966 Main St, Vineyard Haven, MA 02568
    • /26

      Est $3,486,632

      Not Listed For Sale

      156 Winyah Cir, Tisbury, MA 02568

      • 5 Beds
      • 5.5 Baths
      • 3,982 Sq Ft
      • Built 2011
      156 Winyah Cir, Tisbury, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /23

    $899,000

    • 1 Bed
    • 1.5 Baths
    • 1,182 Sq Ft

    4 Quail Run Unit 1, Oak Bluffs, MA 02557

    Located in a desirable waterfront community, this newly painted end-unit condo offers 1 bedroom plus a versatile loft and 1.5 bathrooms, combining comfort with easy, low-maintenance ownership. Residents enjoy a community dock, pond access, kayak storage, boat launch, a clubhouse, and tennis courts. This year-round home is filled with natural light and features a spacious deck —perfect for

    Jarrett Hurwitz Keller Williams Realty

    4 Quail Run Unit 1, Oak Bluffs, MA 02557
  • /37

    $2,100,000

    Sold Nov 07, 2025

    22 Greenleaf Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $1,306/SF
    • 201 Days On Market

    Current Estimated Value $2,139,344

    Last Listing Agent Jennifer O'hanlon Compass

    22 Greenleaf Ave, Oak Bluffs, MA 02557
    • /10

      Not Listed For Sale

      0 Shawanue Ave Unit 42704, Oak Bluffs, MA 02557

      0 Shawanue Ave Unit 42704, Oak Bluffs, MA 02557

      Last Sold Summary

      • 70 Days On Market

  • /41

    $8,900,000

    Under Contract
    • 8 Beds
    • 9 Baths
    • 8,170 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02568

    BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and

    Andrew McElhinney Compass LLC

    150 E Chop Dr, Oak Bluffs, MA 02568
  • /25

    $1,000,000

    Sold Mar 31, 2026

    113 Leonard Cir, Vineyard Haven, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • Built 1997

    Last Sold Summary

    • 26% Below List Price
    • $766/SF
    • 244 Days On Market

    Current Estimated Value $995,841

    Last Listing Agent Karen Overtoom Karen M. Overtoom R.E.

    113 Leonard Cir, Vineyard Haven, MA 02568
    • /14

      Not Listed For Sale

      3 Hope's Way, Oak Bluffs, MA 02568

      • 2 Beds
      • 2.5 Baths
      • Built 2023
      3 Hope's Way, Oak Bluffs, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /3

    $525,000

    • Land
    • 10,454 Sq Ft
    • $2,187,500 per Acre

    Lot 1 Dolan Ave, Tisbury, MA 02568

    A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way. 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, the setting provides the perfect balance of

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

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

    $835,000

    Sold Feb 06, 2026

    136 W Spring St, Vineyard Haven, MA 02568

    • 1 Bed
    • 1 Bath
    • 534 Sq Ft
    • Built 2017

    Last Sold Summary

    • 12% Below List Price
    • $1,564/SF
    • 130 Days On Market

    Current Estimated Value $1,367,915

    Last Listing Agent David Dickinson Compass

    136 W Spring St, Vineyard Haven, MA 02568
    • /5

      Not Listed For Sale

      9 Crowell Ln, Tisbury, MA 02568

      9 Crowell Ln, Tisbury, MA 02568

      Last Sold Summary

      • 220 Days On Market

  • /22

    $899,000

    $71K PRICE DROP
    • 2 Beds
    • 0.5 Baths
    • 953 Sq Ft

    50 Canonicus Ave, Oak Bluffs, MA 02557

    Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

    Michele Moore Island Real Estate

    50 Canonicus Ave, Oak Bluffs, MA 02557
  • /2

    $1,100,000

    Sold Dec 29, 2025

    200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539

    • Land
    • 1.37 Acres
    • $802,920 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539
    • /25

      Not Listed For Sale

      40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

      • 3 Beds
      • 2.5 Baths
      • 1,898 Sq Ft
      • Built 1983
      40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

      Last Sold Summary

      • 140 Days On Market

  • /38

    $5,800,000

    $450K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft

    31 Lamberts Cove Rd, Vineyard Haven, MA 02568

    Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and burgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    31 Lamberts Cove Rd, Vineyard Haven, 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 $1,814,573

    Last Listing Agent Sheila Morse Island Real Estate

    14 Rebekahs Way, Vineyard Haven, MA 02568
    • /11

      Est $964,556

      Not Listed For Sale

      7 Richmond Ave, Oak Bluffs, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1970
      7 Richmond Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 25 Days On Market

  • /68

    $2,300,000

    $900K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,274 Sq Ft

    70 Spring St, Vineyard Haven, MA 02568

    Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

    June Flake Viewpoints

    70 Spring St, Vineyard Haven, MA 02568
  • /2

    $450,000

    Sold Jun 15, 2026

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

    • Land
    • 21,344 Sq Ft
    • $918,367 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 406 Days On Market

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
    • /16

      Not Listed For Sale

      19 2nd Ave, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1988
      19 2nd Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 7 Days On Market

  • /34

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,682 Sq Ft

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS. This well-maintained 3-bedroom, 3-bath end-unit condo offers a rare combination of privacy, space, and access to one of Vineyard Haven’s most sought-after communities. As an end unit with its own private driveway, this home offers added separation and a more single-family feel—along with a one-car garage and additional storage for bikes and beach

    Jennifer O'hanlon Compass LLC

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
  • /47

    $1,250,000

    Sold Sep 25, 2025

    58 Weaver Ct, Vineyard Haven, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 1969

    Last Sold Summary

    • 22% Below List Price
    • $566/SF
    • 230 Days On Market

    Current Estimated Value $1,427,192

    Last Listing Agent Skip Dostal Martha's Vineyard R.E.

    58 Weaver Ct, Vineyard Haven, MA 02568
    • /6

      Not Listed For Sale

      5 Tori Ln, Oak Bluffs, MA 02568

      5 Tori Ln, Oak Bluffs, MA 02568

      Last Sold Summary

      • 20 Days On Market

  • /39

    $2,500,000

    • 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 Signal House Group at Compass

    229 Oak Ln, West Tisbury, MA 02575
  • /29

    $999,000

    Sold Sep 04, 2025

    11 Onondaga Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq Ft
    • Built 1996

    Last Sold Summary

    • 20% Below List Price
    • $501/SF
    • 21 Days On Market

    Current Estimated Value $1,093,784

    Last Listing Agent Rene Ben David Ocean Park Realty Inc

    11 Onondaga Ave, Vineyard Haven, MA 02568
    • /6

      Not Listed For Sale

      00 Crowell Lane - Lot 3 4, Vineyard Haven, MA 02568

      00 Crowell Lane - Lot 3 4, Vineyard Haven, MA 02568

      Last Sold Summary

      • 287 Days On Market

  • /33

    $1,790,000

    • 3 Beds
    • 2.5 Baths
    • 2,347 Sq Ft

    41 & 0 Cook Rd, Vineyard Haven, MA 02568

    Experience the perfect blend of character, modern comfort, and future potential with this beautifully maintained Vineyard Haven property, offered together with an adjacent 16,000 square foot buildable lot. Encompassing approximately .69 acres in total, this unique offering provides immediate enjoyment along with the flexibility to create a family compound, construct a second home, or potentially

    Jennifer O'hanlon Compass LLC

    41 & 0 Cook Rd, Vineyard Haven, MA 02568
  • /49

    $1,230,000

    Sold Dec 17, 2025

    21 Cromwell St, Vineyard Haven, MA 02568

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $647/SF
    • 0 Days On Market

    Current Estimated Value $1,242,694

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

    21 Cromwell St, Vineyard Haven, MA 02568
    • /28

      Not Listed For Sale

      40 Hidden Cove Rd Unit 7, Oak Bluffs, MA 02557

      • 3 Beds
      • 3.5 Baths
      • 2,754 Sq Ft
      • Built 1983
      40 Hidden Cove Rd Unit 7, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

  • /14

    $5,100,000

    • Land
    • 2.34 Acres
    • $2,182,285 per Acre

    7 Overview Ln Unit 47, Oak Bluffs, MA 02557

    A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

    Alyssa Halisky Wallace & Co. Sotheby's

    7 Overview Ln Unit 47, Oak Bluffs, MA 02557
  • /26

    $1,400,000

    Sold Jul 10, 2025

    73 Dodgers Hole Rd, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 2,019 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $693/SF
    • 8 Days On Market

    Current Estimated Value $1,453,429

    Last Listing Agent Stephanie Roache Donnelly + Co.

    73 Dodgers Hole Rd, Edgartown, MA 02539
    • /7

      Not Listed For Sale

      609 State Rd, West Tisbury, MA 02575

      609 State Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 423 Days On Market

Showing Results 441 - 480, Page 12 of 18

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