12,001

Tisbury, MA Homes

Section Image
  • /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
  • /35

    $1,500,000

    Sold Sep 22, 2025

    8 Schoolhouse Village, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 2,336 Sq Ft
    • Built 1980

    Last Sold Summary

    • 11% Below List Price
    • $642/SF
    • 277 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    8 Schoolhouse Village, Oak Bluffs, MA 02557
    • /19

      Not Listed For Sale

      37 Circuit Ave Unit 2, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 797 Sq Ft
      • Built 1900
      37 Circuit Ave Unit 2, Oak Bluffs, MA 02557

      Last Sold Summary

      • 7 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
  • /17

    $1,450,000

    Sold Aug 26, 2025

    61 Dodgers Hole Rd, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 2,311 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $627/SF
    • 78 Days On Market

    Current Estimated Value $1,852,934

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hole Rd, Edgartown, MA 02539
    • /56

      Not Listed For Sale

      5 & 7 Lyme St, Oak Bluffs, MA 02557

      • 5 Beds
      • 3 Baths
      • 1,999 Sq Ft
      • Built 1960
      5 & 7 Lyme St, Oak Bluffs, MA 02557

      Last Sold Summary

      • 26 Days On Market

  • /23

    $869,000

    $30K PRICE DROP
    • 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
  • /27

    $1,875,000

    Sold May 13, 2026

    58 Munroe Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 2,215 Sq Ft
    • Built 1986

    Last Sold Summary

    • $847/SF
    • 0 Days On Market

    Current Estimated Value $1,838,362

    Last Listing Agent Kerry Quinlan-Potter Breakwater MV

    58 Munroe Ave, Oak Bluffs, MA 02557
    • /34

      Est $1,499,652

      Not Listed For Sale

      18 Jesses Way, Tisbury, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,484 Sq Ft
      • Built 2003
      18 Jesses Way, Tisbury, MA 02568

      Last Sold Summary

      • 85 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
  • /27

    $2,337,500

    Sold May 19, 2026

    27 7th St N, Edgartown, MA 02539

    • 3 Beds
    • 3.5 Baths
    • 1,884 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $1,241/SF
    • 105 Days On Market

    Last Listing Agent Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
    • /5

      Not Listed For Sale

      45 Ice Pond Ln, Oak Bluffs, MA 02557

      • 1 Bed
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 1984
      45 Ice Pond Ln, Oak Bluffs, MA 02557

      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
  • /40

    $3,381,000

    Sold May 08, 2026

    25 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,327 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $1,016/SF
    • 20 Days On Market

    Current Estimated Value $3,397,929

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

    25 Bold Meadow Rd, Edgartown, MA 02539
    • /30

      Not Listed For Sale

      12 W Farm Rd, West Tisbury, MA 02575

      • 3 Beds
      • 2 Baths
      • 1,389 Sq Ft
      • Built 1988
      12 W Farm Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 173 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
  • /45

    $1,700,000

    Sold Oct 08, 2025

    51 Skiffs Ln, Vineyard Haven, MA 02568

    • 7 Beds
    • 4.5 Baths
    • 3,213 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $529/SF
    • 52 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    51 Skiffs Ln, Vineyard Haven, MA 02568
    • /24

      Not Listed For Sale

      19 The Blvd, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,073 Sq Ft
      • Built 1940
      19 The Blvd, Edgartown, MA 02539

      Last Sold Summary

      • 145 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
  • /42

    $1,530,000

    Sold Jan 13, 2026

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $759/SF
    • 164 Days On Market

    Last Listing Agent Susie Wallo Compass LLC

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    • /19

      Not Listed For Sale

      2 Lagrange Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1996
      2 Lagrange Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 4 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

    $750,000

    Sold Oct 03, 2025

    35 Breakdown Ln, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • Built 1983

    Last Sold Summary

    • $382/SF
    • 0 Days On Market

    Current Estimated Value $1,228,838

    Last Listing Agent LINK Email Cache LINK

    35 Breakdown Ln, Oak Bluffs, MA 02557
    • /27

      Not Listed For Sale

      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      • 1 Bath
      • 366 Sq Ft
      • Built 1989
      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      Last Sold Summary

      • 12 Days On Market

  • /9

    $1,200,000

    • Land
    • 3.42 Acres
    • $350,877 per Acre

    23 Onkokemmy Rd, West Tisbury, MA 02557

    Just beyond the Great White Oak and down scenic Rogers Path, this pastoral West Tisbury parcel offers nearly 3.5 acres of privacy and natural beauty. Moments from the village center yet tucked into a peaceful landscape, the property presents an opportunity to create a custom Vineyard compound. As you traverse your own grove of majestic oak trees, the landscape opens to an idyllic pasture dotted

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    23 Onkokemmy Rd, West Tisbury, MA 02557
  • /30

    $1,416,500

    Sold Nov 25, 2025

    11 Ephriam Allen Rd, West Tisbury, MA 02568

    • 1 Bed
    • 1 Bath
    • 780 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $1,816/SF
    • 34 Days On Market

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    11 Ephriam Allen Rd, West Tisbury, MA 02568
    • /12

      Not Listed For Sale

      61 E Ocean Ave, Oak Bluffs, MA 02557

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft
      • Built 1870
      61 E Ocean Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 45 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
  • /32

    $1,475,000

    Sold Oct 10, 2025

    11 John Wesley Ave, Oak Bluffs, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1905

    Last Sold Summary

    • 5% Below List Price
    • $1,131/SF
    • 50 Days On Market

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

    11 John Wesley Ave, Oak Bluffs, MA 02568
    • /14

      Est $664,827

      Not Listed For Sale

      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 647 Sq Ft
      • Built 1880
      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      Last Sold Summary

      • 178 Days On Market

  • /33

    $1,790,000

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

    41 & 0 Cook Rd, Vineyard Haven, MA 02568

    Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or future investment. An easement is being established along the existing driveway to

    Jennifer O'hanlon Compass LLC

    41 & 0 Cook Rd, Vineyard Haven, MA 02568
  • /46

    $1,600,000

    Sold Jan 20, 2026

    5 Bayes Hill Cir, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,127 Sq Ft
    • Built 1997

    Last Sold Summary

    • 26% Below List Price
    • $752/SF
    • 182 Days On Market

    Current Estimated Value $2,078,772

    Last Listing Agent Rene Jackson Island Real Estate

    5 Bayes Hill Cir, Vineyard Haven, MA 02568
    • /3

      Not Listed For Sale

      28 Chickawaukee St (Subdivided Lot #1), Oak Bluffs, MA 02557

      28 Chickawaukee St (Subdivided Lot #1), 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
  • /35

    $2,250,000

    Sold Dec 10, 2025

    10 Wood Duck Way, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $747/SF
    • 119 Days On Market

    Current Estimated Value $2,958,875

    Last Listing Agent Marcia Sullivan Garvey Donnelly + Co.

    10 Wood Duck Way, Oak Bluffs, MA 02557
    • /27

      Not Listed For Sale

      46 Towanticut Ave, Oak Bluffs, MA 02568

      • 3 Beds
      • 3 Baths
      • 1,642 Sq Ft
      • Built 1990
      46 Towanticut Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 6 Days On Market

  • /42

    $1,895,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 2,527 Sq Ft

    18 Puritan Dr, Vineyard Haven, MA 02568

    Craving the ultimate Martha's Vineyard escape? Discover a hidden architectural gem in the serene Tower Ridge community, across the street from Farm Neck Golf Club & Cafe! This striking contemporary home perfectly blends sophisticated design with the tranquil beauty of an expansive, private lot. Step inside to experience a breathtaking layout defined by soaring cathedral ceilings and an abundance

    Jennifer B. DaSilva Compass

    18 Puritan Dr, Vineyard Haven, MA 02568
  • /2

    $500,000

    Sold Oct 02, 2025

    00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568

    • Land
    • 14,422 Sq Ft
    • $1,510,118 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568
    • /8

      Not Listed For Sale

      0 Concord Ave, Oak Bluffs, MA 02568

      0 Concord Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 83 Days On Market

  • /73

    $4,125,000

    Open Sat 10AM - 12PM $525K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 3,312 Sq Ft

    31 Josiah Sachem Way, Vineyard Haven, MA 02568

    OPEN HOUSE SATURDAY JULY 18th 10am - 12 noon. An Inspirational Oasis - Come unwind and experience a secluded multi-dwelling compound nestled along the gentle slopes of Indian Hill, where rural tranquility meets effortless island living on more than three acres of uncommon beauty. Centered around a heated saltwater pool reminiscent of a private resort, the main house, studio barn, and guesthouse

    Helena Kirschenbaum Studio Realty

    31 Josiah Sachem Way, Vineyard Haven, MA 02568

Showing Results 521 - 560, Page 14 of 18

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