19,880

Martha's Vineyard, MA Homes

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  • /38

    $1,875,000 Sold Apr 01, 2025

    83 Dolan Ave, Vineyard Haven, MA 02568

    • 5 Beds
    • 4.5 Baths
    • 3,841 Sq Ft
    • Built 1994

    Last Sold Summary

    • 1% Below List Price
    • $488/SF
    • 24 Days On Market

    Current Estimated Value $1,838,313

    Last Listing Agent Courtney Marek Sandpiper Realty

    83 Dolan Ave, Vineyard Haven, MA 02568
    • /23

      Est $818,928 Not Listed For Sale

      95 Summer St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 836 Sq Ft
      • Built 1973
      95 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Below List Price
      • $1,094/SF
      • 25 Days On Market

      Last Sold Price $915,000

      Last Listing Agent kyle Neyer Tea Lane Associates

  • /19

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3 Kims Way, Oak Bluffs, MA 02557

    Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    3 Kims Way, Oak Bluffs, MA 02557
  • /21

    $435,000 Sold Aug 26, 2025

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    • Land
    • 0.1 Acre
    • $4,350,000 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 20 Days On Market

    Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    • /21

      Est $1,020,016 Not Listed For Sale

      26 Midland Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,186 Sq Ft
      • Built 1940
      26 Midland Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19% Above List Price
      • $720/SF
      • 8 Days On Market

      Last Sold Price $854,000

      Last Listing Agent Brad Morse Century 21 North East

  • /32

    $3,895,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    44 Plantingfield Way, Edgartown, MA 02539

    Post-and-beam style Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA accessory apartment over a one-car, detached garage on a

    David Dickinson Compass

    44 Plantingfield Way, Edgartown, MA 02539
  • /34

    $2,001,001 Sold Sep 19, 2025

    17 Sutton's Way, Edgartown, MA 02539

    • 2 Beds
    • 1.5 Baths
    • 1,746 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $1,146/SF
    • 116 Days On Market

    Last Listing Agent Carson Crissman Compass | Point B

    17 Sutton's Way, Edgartown, MA 02539
    • /44

      Est $1,400,834 Not Listed For Sale

      4 Lady Slipper Way, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 1,781 Sq Ft
      • Built 1997
      4 Lady Slipper Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Above List Price
      • $702/SF
      • 101 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent June Flake Viewpoints

  • /24

    $1,999,000

    • 4 Beds
    • 3 Baths
    • 2,730 Sq Ft

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • /13

    $1,195,000 Sold May 22, 2025

    34 10th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • Built 2006

    Last Sold Summary

    • $1,077/SF
    • 8 Days On Market

    Current Estimated Value $1,155,430

    Last Listing Agent Rose Ryley Sandpiper Realty Inc

    34 10th St S, Edgartown, MA 02539
    • /19

      Est $1,029,097 Not Listed For Sale

      160 Spring Hill Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1983
      160 Spring Hill Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $847/SF
      • 2 Days On Market

      Last Sold Price $1,045,500

      Last Listing Agent Rene Jackson Island Real Estate

  • /2

    $1,250,000

    • 1 Bed
    • 1 Bath
    • 855 Sq Ft

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

    Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

    Peyton Wallace Studio Realty

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
  • /16

    $800,000 Sold Sep 04, 2025

    21 Norris Ave, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,086 Sq Ft
    • Built 1948

    Last Sold Summary

    • $737/SF
    • 16 Days On Market

    Current Estimated Value $816,410

    Last Listing Agent Rene Ben David Ocean Park Realty Inc

    21 Norris Ave, Vineyard Haven, MA 02568
    • /53

      Est $1,233,638 Not Listed For Sale

      18 Goah Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,861 Sq Ft
      • Built 1998
      18 Goah Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14% Above List Price
      • $581/SF
      • 117 Days On Market

      Last Sold Price $1,081,892

      Last Listing Agent Stephanie Burke Portfolio Properties

  • /27

    $2,825,000

    • 5 Beds
    • 2 Baths
    • 2,386 Sq Ft

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568

    For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

    Erin Leighton Compass

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /31

    $941,000 Sold Oct 03, 2025

    4 Quail Run Unit 7, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1972

    Last Sold Summary

    • $711/SF
    • 52 Days On Market

    Current Estimated Value $945,708

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    • /35

      Est $1,367,263 Not Listed For Sale

      26 Heath Hen Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,076 Sq Ft
      • Built 1983
      26 Heath Hen Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $674/SF
      • 84 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /7

    $599,000

    • Land
    • 0.07 Acre
    • $8,160,763 per Acre

    112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

    Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

    Rose Ryley Wallace & Co. Sotheby's

    112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
  • /9

    $900,000 Sold Oct 10, 2025

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568

    • Land
    • 3.73 Acres
    • $241,287 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 462 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
    • /28

      Est $954,303 Not Listed For Sale

      280 State Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,387 Sq Ft
      • Built 1920
      280 State Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19% Above List Price
      • $577/SF
      • 3 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /26

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 5,884 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a

    Thomas Wallace Wallace & Co. Sotheby's

    24 Katama Bay View Rd, Edgartown, MA 02539
  • /26

    $782,000 Sold Mar 06, 2026

    24 School St, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 861 Sq Ft
    • Built 1925

    Last Sold Summary

    • 11% Below List Price
    • $908/SF
    • 86 Days On Market

    Current Estimated Value $881,297

    Last Listing Agent Stephanie Roache Donnelly + Co.

    24 School St, Oak Bluffs, MA 02557
    • /45

      Not Listed For Sale

      15 Canterbury Ln, Vineyard Haven, MA 02568

      • 6 Beds
      • 3 Baths
      • 3,394 Sq Ft
      • Built 1987
      15 Canterbury Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • $460/SF
      • 14 Days On Market

      Last Sold Price $1,560,000

      Last Listing Agent Nora Jardin Island Real Estate

  • /15

    $560,000

    • 1 Bed
    • 1.5 Baths
    • 591 Sq Ft

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

    Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

    Sheila Morse Island Real Estate

    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
  • /42

    $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
    • 137 Days On Market

    Current Estimated Value $1,429,917

    Last Listing Agent Skip Dostal, Jr Martha's Vineyard Real Estate

    58 Weaver Ct, Vineyard Haven, MA 02568
    • /30

      Est $867,211 Not Listed For Sale

      7 Elm St, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 962 Sq Ft
      • Built 1969
      7 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $852/SF
      • 213 Days On Market

      Last Sold Price $820,000

      Last Listing Agent Jennifer O'hanlon Compass

  • /9

    $2,000,000 Under Contract

    • Land
    • 1.28 Acres
    • $1,562,500 per Acre

    5 Louis Field Rd Unit 121.3, Edgartown, MA 02539

    CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

    Wendy Harman Compass | Point B

    5 Louis Field Rd Unit 121.3, Edgartown, MA 02539
  • /7

    $2,083,500 Sold Dec 19, 2025

    209 Chappaquiddick Rd, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 3,475 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $600/SF

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

    209 Chappaquiddick Rd, Edgartown, MA 02539
    • /29

      Est $1,031,177 Not Listed For Sale

      18 Lagoon Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,160 Sq Ft
      • Built 1968
      18 Lagoon Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 29% Above List Price
      • $370/SF
      • 101 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Rene Jackson Island Real Estate

  • /24

    $1,000,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    4, Edgartown, MA 02539

    Discover your dream retreat at 4 Dubud Lane, Edgartown, MA—a unique blend of Nova Scotia boatbuilder charm and Oak Bluffs gingerbread cottage whimsy. Set on a tranquil hilltop surrounded by mature trees on a generous 50,965 square foot lot, this delightful Colonial features 3 bedrooms and 2 bathrooms across 2 stories (1,728 square feet) and unfinished additional space in the both the

    Lisa Da Silva Compass | Point B

    4, Edgartown, MA 02539
  • /111

    $4,300,000 Sold Mar 24, 2025

    18 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 6 Baths
    • 4,797 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $896/SF
    • 241 Days On Market

    Current Estimated Value $4,103,357

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

    18 Bold Meadow Rd, Edgartown, MA 02539
    • /5

      Est $1,843,386 Not Listed For Sale

      47 Carl Lairs Ln, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 2,756 Sq Ft
      • Built 2002
      47 Carl Lairs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 15% Above List Price
      • $581/SF
      • 80 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Martha Smith C McManus Realty Group

  • /12

    $610,000

    • 2 Beds
    • 1 Bath
    • 705 Sq Ft

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

    Here is your chance to be a Homeowner on Martha's Vineyard. MOVE RIGHT IN! 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

    Michele Moore Island Real Estate

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
  • /32

    $941,000 Sold Oct 03, 2025

    4 Quail Run Rd, Oak Bluffs, MA 02568

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1972

    Last Sold Summary

    • $711/SF
    • 64 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    4 Quail Run Rd, Oak Bluffs, MA 02568
    • /22

      Not Listed For Sale

      189 Winyah Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 576 Sq Ft
      • Built 1974
      189 Winyah Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • $2,378/SF
      • 50 Days On Market

      Last Sold Price $1,370,000

      Last Listing Agent Sheila Morse Island Real Estate

  • /40

    $7,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,490 Sq Ft

    308 South Rd, Chilmark, MA 02535

    Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access.

    Rose Ryley Wallace & Co. Sotheby's International Realty

    308 South Rd, Chilmark, MA 02535
  • /44

    $37,000,000 Sold Jul 10, 2025

    41 Cobbs Hill Rd, Chilmark, MA 02535

    • 8 Beds
    • 5.5 Baths
    • 7,846 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $4,716/SF
    • 39 Days On Market

    Last Listing Agent Brian Dougherty Corcoran Property Advisors

    41 Cobbs Hill Rd, Chilmark, MA 02535
    • /35

      Est $1,372,244 Not Listed For Sale

      53 Weaver Ln, Vineyard Haven, MA 02568

      • 1 Bed
      • 1.5 Baths
      • 1,123 Sq Ft
      • Built 1996
      53 Weaver Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Below List Price
      • $1,336/SF
      • 27 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

  • /43

    $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
  • /39

    $3,515,000 Sold Aug 18, 2025

    7 Whistling Swan Cir, Edgartown, MA 02539

    • 5 Beds
    • 4.5 Baths
    • 4,218 Sq Ft
    • Built 2010

    Last Sold Summary

    • 4% Below List Price
    • $833/SF
    • 60 Days On Market

    Current Estimated Value $3,584,203

    Last Listing Agent Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539

Showing Results 601 - 640, Page 16 of 18

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