10,865

Vineyard Haven, MA Homes

Section Image
    • /40

      Not Listed For Sale

      79 Rachel's Way, Tisbury, MA 02568

      • 4 Beds
      • 4 Baths
      • 3,278 Sq Ft
      • Built 1983
      79 Rachel's Way, Tisbury, MA 02568

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jennifer O'hanlon Compass

  • /4

    $675,000

    • Land
    • 9,997 Sq Ft
    • $2,941,176 per Acre

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

    Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

    Andrew McElhinney Compass LLC

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
  • /2

    $612,500

    Sold Jul 29, 2026

    77 Sixth St N Unit 160, Edgartown, MA 02539

    • Land
    • 11,996 Sq Ft
    • $2,224,038 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 14 Days On Market

    Last Listing Agent Sheila Morse Island Real Estate

    77 Sixth St N Unit 160, Edgartown, MA 02539
    • /7

      Not Listed For Sale

      27 7th St N Unit 198, Edgartown, MA 02539

      27 7th St N Unit 198, Edgartown, MA 02539

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /2

    $399,000

    $26K PRICE DROP
    • Land
    • 7,840 Sq Ft
    • $2,216,667 per Acre

    0 Heather Ln Unit 73560451, Oak Bluffs, MA 02568

    Rare opportunity to build your dream retreat tucked away on a quiet lane just off Wing Road. This desirable vacant lot offers the perfect blank canvas to design a custom coastal home, seasonal sanctuary, or smart island investment. Enjoy the ideal balance of residential privacy and effortless convenience, located just minutes from iconic Circuit Avenue, Oak Bluffs Harbor, scenic biking trails,

    Jennifer B. DaSilva Compass

    0 Heather Ln Unit 73560451, Oak Bluffs, MA 02568
  • /35

    $1,035,000

    Sold Aug 13, 2026

    21 Butler Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,135 Sq Ft
    • Built 1870

    Last Sold Summary

    • 4% Below List Price
    • $912/SF
    • 46 Days On Market

    Current Estimated Value $1,083,961

    Last Listing Agent Jennifer O'hanlon Compass LLC

    21 Butler Ave, Oak Bluffs, MA 02557
    • /6

      Not Listed For Sale

      72 Windsor Dr Unit 99.71, Edgartown, MA 02539

      72 Windsor Dr Unit 99.71, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jim Joyce Carroll & Vincent R.E.

  • /41

    $2,595,000

    $55K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,858 Sq Ft

    59 Tuckernuck Ave, Oak Bluffs, MA 02557

    Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood

    Jennifer B. DaSilva Compass

    59 Tuckernuck Ave, Oak Bluffs, MA 02557
  • /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 $1,517,839

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

    58 Weaver Ct, Vineyard Haven, MA 02568
    • /27

      Not Listed For Sale

      2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,594 Sq Ft
      • Built 1933
      2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 532 Days On Market

      Last Listing Agent Carol Shore Donnelly + Co

  • /21

    $1,895,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    9 Chickawaukee St, Oak Bluffs, MA 02568

    Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property.Located just 0.8 miles from downtown Oak Bluffs, the home offers convenient access to beaches, restaurants, shops, ferries,

    Andrew McElhinney Compass LLC

    9 Chickawaukee St, Oak Bluffs, MA 02568
  • /28

    $917,500

    Sold Aug 31, 2026

    119 N William St, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,395 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $658/SF
    • 32 Days On Market

    Current Estimated Value $1,167,981

    Last Listing Agent Kelly Mercier The Agency

    119 N William St, Vineyard Haven, MA 02568
    • /2

      Not Listed For Sale

      35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,864 Sq Ft
      • Built 1970
      35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  • /12

    $1,095,000

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

    61 Wood Chips Cir, Vineyard Haven, MA 02568

    Set on a private, wooded lot in Vineyard Haven, this recently built home offers a rare combination of immediate enjoyment and exceptional future potential. Built in 2021, the thoughtfully designed 1-bedroom residence features a bright, modern interior, energy-efficient solar panels, and a peaceful setting surrounded by nature.The true value lies in the property’s remarkable expansion

    Andrew McElhinney Compass LLC

    61 Wood Chips Cir, Vineyard Haven, MA 02568
  • /2

    $1,125,000

    Sold Jan 23, 2026

    96 Manchester Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 3,192 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $352/SF
    • 7 Days On Market

    Current Estimated Value $1,196,406

    Last Listing Agent Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557
    • /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

      Last Listing Agent Christine Rose Martha's Vineyard Island-Wide Realty

  • /28

    $22,950,000

    • 7 Beds
    • 8.5 Baths
    • 8,200 Sq Ft

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568

    This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

    Gerrett Conover Landvest MV

    60 Bartimus Luce 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 $1,315,496

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

    21 Cromwell St, Vineyard Haven, MA 02568
    • /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

      Last Listing Agent Susan Austin Austin R.E. Properties of MV

  • /32

    $4,650,000

    $1M PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,650 Sq Ft

    217 Barnes Rd, Vineyard Haven, MA 02568

    This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vineyard Sound, and even distant views of Cape Cod. The property includes a renovated three-bedroom

    Elissa Lash Tea Lane Associates

    217 Barnes Rd, Vineyard Haven, MA 02568
  • /33

    $1,550,000

    Sold Jun 15, 2026

    1 Red Arrow Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $775/SF
    • 17 Days On Market

    Current Estimated Value $1,586,383

    Last Listing Agent Candy DaRosa Feiner Real Estate

    1 Red Arrow Rd, 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

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

  • /4

    $450,000

    • Land
    • 20,473 Sq Ft
    • $957,447 per Acre

    0 Old Country Ln Unit 73571746, Vineyard Haven, MA 02568

    Discover peace and privacy without sacrificing location. Nestled under a serene natural tree canopy, this central wooded parcel provides a quiet setting just minutes from local shops, dining, and beautiful beaches. Ready for your custom vision.

    Brenda Galligan Karen M. Overtoom R.E.

    0 Old Country Ln Unit 73571746, Vineyard Haven, MA 02568
  • /19

    $835,000

    Sold Nov 05, 2025

    1 Onondaga Ave, Oak Bluffs, MA 02557

    • 1 Bed
    • 1 Bath
    • 960 Sq Ft
    • Built 2000

    Last Sold Summary

    • 12% Below List Price
    • $870/SF
    • 119 Days On Market

    Last Listing Agent Leslie C. Floyd Portfolio Properties

    1 Onondaga Ave, Oak Bluffs, MA 02557
    • /26

      Est $3,774,194

      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

      Last Listing Agent Terie Geary Donnelly + Co

  • /2

    $850,000

    • Land
    • 10,890 Sq Ft
    • $3,400,000 per Acre

    15 Roger's Way, Oak Bluffs, MA 02557

    Build Your Dream Home. Close to town and all that Oak Bluffs has to offer, Roger's Way is a small enclave offering a wonderful opportunity to create your own Vineyard retreat. A paved road leads to 15 Roger's Way, one of the last remaining lots in this desirable neighborhood. A three-bedroom septic system is already installed, and electric access is available at the edge of the property. Bring

    Michele Moore Island Real Estate

    15 Roger's Way, Oak Bluffs, MA 02557
  • /18

    $3,100,000

    Sold Jul 01, 2026

    10 Fowler Ave, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 1,696 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $1,828/SF
    • 9 Days On Market

    Last Listing Agent Andrew McElhinney Compass LLC

    10 Fowler Ave, Edgartown, MA 02539
    • /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

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

  • /6

    $7,200,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    111 Old Herring Creek Rd, Vineyard Haven, MA 02568

    Surrounded by hundreds of acres of conservation-minded land, this private 4.3-acre parcel presents a rare opportunity to create a truly exceptional architectural masterpiece. Perched atop a high ridge, a three-bedroom home currently exists that commands panoramic water views across the Elizabeth Islands and Lamberts Cove. A gently winding walking path leads approximately 150 feet downhill to a

    Thomas Leclair Landvest MV

    111 Old Herring Creek Rd, Vineyard Haven, MA 02568
  • /33

    $839,000

    Sold Nov 14, 2025

    16 Cottage Park, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 939 Sq Ft
    • Built 1870

    Last Sold Summary

    • $894/SF
    • 12 Days On Market

    Current Estimated Value $818,918

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    16 Cottage Park, Oak Bluffs, MA 02557
    • /5

      Not Listed For Sale

      9 Crowell Ln, Tisbury, MA 02568

      9 Crowell Ln, Tisbury, MA 02568

      Last Sold Summary

      • 220 Days On Market

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • /34

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 1,270 Sq Ft

    21 W Spring St, Vineyard Haven, MA 02568

    Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard. The main house has three full bedrooms and two full bathrooms. The one-bedroom and one-bathroom guest house

    Casandra Hyland Sandpiper Realty, Inc.

    21 W Spring St, Vineyard Haven, MA 02568
  • /26

    $4,583,000

    Sold Jun 23, 2026

    9 Fowler Ave, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,018 Sq Ft
    • Built 1940

    Last Sold Summary

    • 13% Below List Price
    • $1,519/SF
    • 236 Days On Market

    Current Estimated Value $4,651,815

    Last Listing Agent Andrew McElhinney Compass LLC

    9 Fowler Ave, Edgartown, 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

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /25

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    4 Periwinkle Ln, Oak Bluffs, MA 02557

    Stylish, thoughtfully designed ranch style home built in 2014 is bright and sunny. Tucked away in a private tranquil setting just a stroll to downtown, harbor, beaches, ferries, library, restaurants and shops, the home features solar panels, large living room with separate dining area, kitchen with stainless steel appliances, 3 bedrooms, 2 full baths with tiled floors, and laundry room.

    Perry Patterson MV Luxury Homes

    4 Periwinkle Ln, Oak Bluffs, MA 02557
  • /2

    $625,000

    Sold Dec 03, 2025

    0 Lyle Ln Unit 2B, Vineyard Haven, MA 02568

    • Land
    • 31,184 Acres
    • $20 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    0 Lyle Ln Unit 2B, Vineyard Haven, 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

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

  • /79

    $5,950,000

    • 6 Beds
    • 6.5 Baths
    • 5,424 Sq Ft

    41 Hagerty Dr, Vineyard Haven, MA 02568

    Welcome to your Vineyard dream home in the highly sought-after West Chop neighborhood. This exceptional brand-new construction offers 6 bedrooms, 6 full baths, and 1 half bath, thoughtfully designed with timeless coastal elegance and modern luxury.Filled with natural light, the home’s bright and airy interior showcases impeccable craftsmanship, spacious living areas, and a gourmet chef’s

    Joe & Nicole Holland Vineyard Dream Realty LLC

    41 Hagerty Dr, Vineyard Haven, MA 02568
  • /3

    $3,067,050

    Sold Oct 22, 2025

    114 Park, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 1,872 Sq Ft
    • Built 1985

    Last Sold Summary

    • $1,638/SF
    • 0 Days On Market

    Current Estimated Value $3,022,689

    Last Listing Agent LINK Email Cache LINK

    114 Park, Oak Bluffs, MA 02557
    • /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

      Last Listing Agent Jim Feiner Feiner Real Estate

Showing Results 441 - 480, Page 12 of 18

How to Buy a Home How to Finance a Home How to Sell a Home