20,060

Dukes County, MA Homes

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    • /23

      Not Listed For Sale

      301 Main St, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,632 Sq Ft
      • Built 1900
      301 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • $699/SF
      • 150 Days On Market

      Last Sold Price $1,140,000

      Last Listing Agent Madelyn Silvia Wallace & Co. Sotheby's International Realty

  • /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
  • /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
    • /32

      Est $2,187,775 Not Listed For Sale

      51 Hatch Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1 Sq Ft
      • Built 1910
      51 Hatch Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Above List Price
      • $1,950,000/SF
      • 76 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Judith Federowicz Landmarks at TODAY 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
  • /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 $3,585,064

    Last Listing Agent Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539
    • /12

      Est $1,008,077 Not Listed For Sale

      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 976 Sq Ft
      • Built 1968
      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $973/SF
      • 53 Days On Market

      Last Sold Price $950,000

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

  • /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
  • /43

    $2,100,000 Sold Nov 25, 2025

    6 Tabor Hills, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 1,968 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $1,067/SF
    • 50 Days On Market

    Last Listing Agent Dawn Bellante Sandpiper Realty Inc

    6 Tabor Hills, Chilmark, MA 02535
    • /27

      Est $1,021,399 Not Listed For Sale

      90 Holly Tree Ln, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,081 Sq Ft
      • Built 1980
      90 Holly Tree Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $856/SF
      • 1 Day On Market

      Last Sold Price $925,000

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /42

    $16,900,000

    • 8 Beds
    • 7.5 Baths
    • 6,041 Sq Ft

    114 N Water St, Edgartown, MA 02539

    Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house

    Erin Hegarty Donnelly + Co.

    114 N Water St, Edgartown, MA 02539
  • /20

    $821,000 Sold Jun 17, 2025

    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

    • Land
    • 1.4 Acres
    • $586,429 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 0 Days On Market

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
    • /27

      Est $2,583,277 Not Listed For Sale

      484 Main St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 3,310 Sq Ft
      • Built 1888
      484 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Below List Price
      • $814/SF
      • 14 Days On Market

      Last Sold Price $2,695,000

      Last Listing Agent Lenny Altieri Premier Properties

  • /39

    $2,400,000

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft

    21 Woodlawn Ave, Vineyard Haven, MA 02568

    Thoughtfully designed with custom features throughout, this in-town Vineyard Haven home is the perfect blend of coastal charm and modern sophistication. The 4 bedroom 3 bath property offers a comfortable, easy flowing layout with gleaming hardwood floors and open sun-filled spaces.At the heart of the home is a chef-inspired gourmet kitchen with premium appliances, ample counter space, a

    Beth Welch Viewpoints

    21 Woodlawn Ave, Vineyard Haven, MA 02568
  • /37

    $3,600,000 Sold Feb 12, 2026

    8 High St, Edgartown, MA 02539

    • 5 Beds
    • 4 Baths
    • 3,840 Sq Ft
    • Built 1910

    Last Sold Summary

    • 16% Below List Price
    • $938/SF
    • 62 Days On Market

    Current Estimated Value $4,247,444

    Last Listing Agent Valene Pires The Agency

    8 High St, Edgartown, MA 02539
    • /26

      Est $3,958,115 Not Listed For Sale

      137 Massasoit Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 3.5 Baths
      • 3,686 Sq Ft
      • Built 1988
      137 Massasoit Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 13% Above List Price
      • $950/SF
      • 437 Days On Market

      Last Sold Price $3,500,000

      Last Listing Agent Bobbi Reed Viewpoints

  • /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
  • /30

    $2,240,000 Sold Nov 06, 2025

    29 Pradas Way, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1998

    Last Sold Summary

    • 6% Below List Price
    • $1,270/SF
    • 27 Days On Market

    Current Estimated Value $2,205,469

    Last Listing Agent Wendy Harman Compass | Point B

    29 Pradas Way, Edgartown, MA 02539
    • /24

      Est $2,050,985 Not Listed For Sale

      125 Massasoit Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 1,830 Sq Ft
      • Built 1930
      125 Massasoit Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Above List Price
      • $1,025/SF
      • 1,036 Days On Market

      Last Sold Price $1,875,000

      Last Listing Agent Emily Flake Viewpoints

  • /11

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    52 Windsor Dr, Edgartown, MA 02539

    Nestled on a wooded lot only 3.5 miles from Edgartown Village, this three-bedroom home offers a bright, open-plan main level with kitchen, dining, and living area flowing onto a private deck—ideal for outdoor dining, morning coffee, or enjoying the outdoors. A first-floor bedroom and bath add convenience, while two upstairs bedrooms and a bath provide flexible space for families or guests. The

    Emma Kennedy Sandpiper Realty, Inc.

    52 Windsor Dr, Edgartown, MA 02539
  • /2

    $17,250,000 Sold Oct 30, 2025

    81 S Water St, Edgartown, MA 02539

    • 7 Beds
    • 6 Baths
    • 4,388 Sq Ft
    • Built 1875

    Last Sold Summary

    • $3,931/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    81 S Water St, Edgartown, MA 02539
    • /18

      Est $1,324,339 Not Listed For Sale

      46 Lake Ave, Edgartown, MA 02539

      • 3 Beds
      • 1.5 Baths
      • 1,764 Sq Ft
      • Built 1870
      46 Lake Ave, Edgartown, MA 02539

      Last Sold Summary

      • 10% Above List Price
      • $680/SF
      • 2 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Ed Charter Arrowhead Homes

  • /9

    $2,000,000 Pending

    • 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
  • /48

    $1,775,000 Sold Nov 07, 2025

    3 Fulling Mill Rd, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $1,027/SF
    • 170 Days On Market

    Current Estimated Value $1,808,806

    Last Listing Agent Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
    • /26

      Est $2,352,213 Not Listed For Sale

      437 State Rd, Aquinnah, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1955
      437 State Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 6% Above List Price
      • $1,419/SF
      • 357 Days On Market

      Last Sold Price $2,225,000

      Last Listing Agent Bill Rossi Studio Realty

  • /40

    $2,095,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft

    43C Dark Woods Rd, Edgartown, MA 02539

    Welcome to Dark Woods – A Quiet Retreat with Prime Convenience. Enjoy the ease and comfort of life in Dark Woods, a tranquil neighborhood ideally located just moments from the Village, scenic bike paths, pristine beaches, and 27 acres of Sheriff’s Meadow conservation land. This meticulously maintained property is being offered fully furnished and is ready for your immediate enjoyment. Sited on a

    Stephanie Roache Donnelly + Co

    43C Dark Woods Rd, Edgartown, MA 02539
  • /36

    $1,950,000 Sold Jul 02, 2025

    51 Black Brook Crossing Rd, West Tisbury, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,691 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $725/SF
    • 30 Days On Market

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

    51 Black Brook Crossing Rd, West Tisbury, MA 02568
    • /79

      Est $1,219,005 Not Listed For Sale

      76 State Rd, Aquinnah, MA 02535

      • 4 Beds
      • 2 Baths
      • 3,093 Sq Ft
      • Built 1856
      76 State Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 30% Below List Price
      • $566/SF
      • 190 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Jill Napior Tea Lane Associates

  • /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
  • /22

    $1,164,000 Sold Aug 12, 2025

    110 Daggett Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1921

    Last Sold Summary

    • 22% Below List Price
    • $705/SF
    • 106 Days On Market

    Current Estimated Value $1,157,517

    Last Listing Agent Kate Burnside Portfolio Properties

    110 Daggett Ave, Vineyard Haven, MA 02568
    • /33

      Est $3,365,938 Not Listed For Sale

      3 Oxcart Rd, Aquinnah, MA 02535

      • 2 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 1970
      3 Oxcart Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 2% Above List Price
      • $2,558/SF
      • 4 Days On Market

      Last Sold Price $3,295,000

      Last Listing Agent Sean Federowicz Landmarks at TODAY 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
  • /12

    $1,987,500 Sold Feb 19, 2026

    131 N Water St Unit 51, Edgartown, MA 02539

    • 1 Bed
    • 1 Bath
    • 862 Sq Ft
    • Built 2011

    Last Sold Summary

    • 3% Below List Price
    • $2,306/SF
    • 0 Days On Market

    Current Estimated Value $2,114,665

    Last Listing Agent Kim Naylor Donnelly + Co

    131 N Water St Unit 51, Edgartown, MA 02539
    • /16

      Est $1,997,871 Not Listed For Sale

      15 Kane Ln Unit 9, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 1 Sq Ft
      • Built 1975
      15 Kane Ln Unit 9, Edgartown, MA 02539

      Last Sold Summary

      • 8% Below List Price
      • $2,166,000/SF
      • 4 Days On Market

      Last Sold Price $2,166,000

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

  • /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
  • /13

    $2,050,000 Sold May 01, 2025

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $2,036/SF
    • 0 Days On Market

    Current Estimated Value $1,578,216

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    16 Red Coat Hill Rd, Vineyard Haven, MA 02568
    • /37

      Est $4,038,158 Not Listed For Sale

      119 S Water St, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 1,949 Sq Ft
      • Built 1850
      119 S Water St, Edgartown, MA 02539

      Last Sold Summary

      • 5% Above List Price
      • $1,981/SF
      • 37 Days On Market

      Last Sold Price $3,860,000

      Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

  • /27

    $2,400,000 Pending

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

    27 7th St N, Edgartown, MA 02539

    27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

    Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
  • /24

    $4,325,000 Sold Dec 05, 2025

    18 Homeward Way, Chilmark, MA 02535

    • 5 Beds
    • 2.5 Baths
    • 3,885 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $1,113/SF
    • 8 Days On Market

    Current Estimated Value $4,502,004

    Last Listing Agent Bill Rossi Studio Realty

    18 Homeward Way, Chilmark, MA 02535
    • /41

      Est $4,195,456 Not Listed For Sale

      109 School St, Edgartown, MA 02539

      • 6 Beds
      • 4 Baths
      • 3,193 Sq Ft
      • Built 1900
      109 School St, Edgartown, MA 02539

      Last Sold Summary

      • 10% Above List Price
      • $1,190/SF
      • 168 Days On Market

      Last Sold Price $3,800,000

      Last Listing Agent Grace Bishop Compass

Showing Results 641 - 680, Page 17 of 18

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