19,346

Dukes County, MA Homes

Section Image
    • /35

      Est $1,431,817

      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

      • 84 Days On Market

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /41

    $7,200,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,389 Sq Ft

    2 Noras Ln, Edgartown, MA 02539

    Located in the highly sought-after Nora’s Meadow community in Edgartown, this exceptional coastal property offers privacy, acreage, and close proximity to downtown Edgartown, South Beach, and the Katama bike path. Set on 1.7 beautifully landscaped acres, this custom home, built in 2014, features over 4,000 square feet of living space across three levels. The open main living area includes a

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    2 Noras Ln, Edgartown, MA 02539
  • /35

    $1,035,000

    Sold Aug 13, 2026

    21 Butler Ave Unit 1, Oak Bluffs, MA 02557

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

    Last Sold Summary

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

    Last Listing Agent Jennifer O'hanlon Compass

    21 Butler Ave Unit 1, Oak Bluffs, MA 02557
    • /28

      Est $1,010,024

      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

      • 3 Days On Market

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /20

    $1,745,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    11 Beach Rd, Oak Bluffs, MA 02568

    Oceanfront Cottage on .21 acre of waterfront property and over 50ft of shoreline on East Chop. Wake up to breathtaking ocean views and the soothing sound of waves from this charming two-bedroom oceanfront cottage. Perfectly positioned along the shoreline, this inviting coastal retreat offers the rare opportunity to own a slice of waterfront paradise. Designed for relaxed seaside living, the home

    Carleen Cordwell Anchor Realty of Martha's Vineyard

    11 Beach Rd, Oak Bluffs, 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 $4,422,569

    Last Listing Agent Valene Pires The Agency

    8 High St, Edgartown, MA 02539
    • /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

      • 14 Days On Market

      Last Listing Agent Nora Jardin Island Real Estate

  • /6

    $995,000

    $105K PRICE DROP
    • Land
    • 43,472 Sq Ft
    • $996,994 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    Per Board of Health approval, this 1.0-acre parcel is approved for the construction of a six-bedroom dwelling. Seller is offering a $40,000 credit at closing to assist the buyer with costs associated with the design, permitting, and installation of the septic system. The property is located in a centrally situated neighborhood and abuts conservation land, providing a private setting. Conveniently

    Casandra Hyland Sandpiper Realty

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • /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 $2,387,951

    Last Listing Agent Wendy Harman Compass | Point B

    29 Pradas Way, Edgartown, MA 02539
    • /30

      Est $923,972

      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

      • 213 Days On Market

      Last Listing Agent Jennifer O'hanlon Compass

  • /56

    $16,250,000

    • 6 Beds
    • 8 Baths
    • 8,648 Sq Ft

    25 Brickyard Rd, Chilmark, MA 02535

    Perched on an elevated 10.69-acre site off picturesque North Road in Chilmark, this exceptional private compound pairs natural beauty with architectural distinction. Designed by renowned architect Patrick Ahearn and built by Rosbeck Builders, the 7,691-square-foot residence enjoys dramatic views across the Menemsha Hills and Vineyard Sound toward the Elizabeth Islands, with spectacular sunsets.

    Peyton Wallace Studio Realty LLC

    25 Brickyard Rd, Chilmark, MA 02535
  • /42

    $2,013,500

    Sold Aug 05, 2026

    35 Nat's Farm Ln, West Tisbury, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,428 Sq Ft
    • Built 1986

    Last Sold Summary

    • 12% Below List Price
    • $829/SF
    • 79 Days On Market

    Current Estimated Value $2,565,136

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

    35 Nat's Farm Ln, West Tisbury, MA 02568
    • /2

      Not Listed For Sale

      189 Winyah Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,465 Sq Ft
      • Built 1974
      189 Winyah Ln, Vineyard Haven, MA 02568

  • /38

    $12,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    18 Spruce Gate Rd, Chilmark, MA 02535

    Welcome to an extraordinary coastal retreat within the exclusive gates of Squibnocket Farm, a 450+ acre private community offering access to over two miles of oceanfront, pond frontage, and conservation land. Designed and built by Soikkeli & Company, this elegant home blends timeless New England farmhouse architecture with refined modern luxury. The chef’s kitchen features soapstone countertops,

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    18 Spruce Gate Rd, Chilmark, MA 02535
  • /48

    $1,375,000

    Sold Jul 20, 2026

    651 State Rd, Vineyard Haven, MA 02568

    • 5 Beds
    • 4 Baths
    • 2,516 Sq Ft
    • Built 1880

    Last Sold Summary

    • 8% Below List Price
    • $547/SF
    • 41 Days On Market

    Current Estimated Value $1,537,170

    Last Listing Agent Jim Feiner Feiner Real Estate

    651 State Rd, Vineyard Haven, MA 02568
    • /20

      Est $1,064,739

      Not Listed For Sale

      33 Renear St, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1950
      33 Renear St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Tina Miller Donnelly + Co.

  • /28

    $2,395,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,968 Sq Ft

    105 Whalers Walk, Edgartown, MA 02539

    Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an

    Katherine Donahue Sandpiper Realty

    105 Whalers Walk, 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
    • /2

      Est $1,011,713

      Not Listed For Sale

      146 Edgartown Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,214 Sq Ft
      • Built 1958
      146 Edgartown Rd, Vineyard Haven, MA 02568

  • /37

    $2,999,000

    $196K PRICE DROP Pending
    • 5 Beds
    • 4.5 Baths
    • 3,881 Sq Ft

    10 N Bog Rd, Edgartown, MA 02539

    Set on 2.2 private acres in Edgartown, this exceptional five-bedroom home with a heated saltwater pool offers the ideal blend of privacy, comfort, and convenience. Perfectly located just moments from Morning Glory Farm, South Beach, the bike path, and downtown Edgartown Village, the property provides easy access to some of the island’s most sought-after destinations while maintaining a peaceful,

    Michele Casavant Vineyard Village Realty

    10 N Bog Rd, Edgartown, MA 02539
  • /20

    $975,000

    Sold Sep 30, 2025

    32 Beach Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $1,166/SF
    • 29 Days On Market

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

    32 Beach Rd, Oak Bluffs, MA 02557
    • /15

      Est $1,308,623

      Not Listed For Sale

      31 Davis St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,945 Sq Ft
      • Built 1966
      31 Davis St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Nora Jardin Island Real Estate

  • /7

    $2,795,000

    • Land
    • 3.05 Acres
    • $916,393 per Acre

    Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539

    Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

    Courtney Marek Sandpiper Realty

    Lot 4A Browns Farm Ln Unit Portion of 10, 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 $2,046,848

    Last Listing Agent Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
    • /25

      Est $4,298,577

      Not Listed For Sale

      36 Burts Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 7 Baths
      • 4,000 Sq Ft
      • Built 2004
      36 Burts Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Elaine Miller & Partners Realty, EMPR Sandpiper Realty

  • /22

    $5,500,000

    • 2 Beds
    • 1 Bath
    • 808 Sq Ft

    17 Chockers Ln, Chilmark, MA 02535

    Perfectly situated on Nashaquitsa Pond, this charming two-bedroom cottage offers sweeping views of Quitsa and Menemsha Pond from a rare vantage point few properties can match. The cottage includes private beach rights to Short Beach and dock access for a mooring. Inside, hand-painted floors and a warm, unpretentious interior reflect the authentic character of Old Vineyard — a property that has

    Julianna Flanders Flanders Real Estate

    17 Chockers Ln, Chilmark, MA 02535
  • /26

    $3,250,000

    Sold May 15, 2026

    99 Cooke St, Edgartown, MA 02539

    • 4 Beds
    • 4 Baths
    • 1,590 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $2,044/SF
    • 42 Days On Market

    Current Estimated Value $3,332,121

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

    99 Cooke St, Edgartown, MA 02539
    • /2

      Est $1,921,014

      Not Listed For Sale

      39 Burts Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 3 Baths
      • 2,068 Sq Ft
      • Built 1965
      39 Burts Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent LINK Email Cache LINK

  • /48

    $2,000,000

    • 4 Beds
    • 6 Baths
    • 2,972 Sq Ft

    398 Main St, Vineyard Haven, MA 02568

    Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living.Set on a quarter-acre lot, the property features a private and inviting backyard—ideal for entertaining, gardening, or simply enjoying warm summer evenings. Inside, generous

    Peter Cronig Cronigs Real Estate

    398 Main St, Vineyard Haven, MA 02568
  • /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 $2,163,411

    Last Listing Agent Kim Naylor Donnelly + Co

    131 N Water St Unit 51, Edgartown, MA 02539
    • /2

      Est $1,913,810

      Not Listed For Sale

      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,676 Sq Ft
      • Built 1870
      201 Lagoon Pond Rd, Vineyard Haven, MA 02568

  • /37

    $15,000,000

    • 7 Beds
    • 9 Baths
    • 6,462 Sq Ft

    14 Cow Bay Rd, Edgartown, MA 02539

    Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion,

    Gerrett Conover Landvest MV

    14 Cow Bay Rd, Edgartown, MA 02539
  • /29

    $2,000,000

    Sold Feb 11, 2026

    34 Massasoit Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3.5 Baths
    • 1,616 Sq Ft
    • Built 1900

    Last Sold Summary

    • $1,238/SF
    • 0 Days On Market

    Current Estimated Value $1,613,456

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

    34 Massasoit Ave, Oak Bluffs, MA 02557
    • /21

      Est $1,938,242

      Not Listed For Sale

      61 Hines Point Rd, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 524 Sq Ft
      • Built 1915
      61 Hines Point Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 591 Days On Market

      Last Listing Agent Wendy Harman Compass | Point B

  • /3

    $639,000

    • Land
    • 13,068 Sq Ft
    • $2,130,000 per Acre

    52 Heath Hen Ln, Vineyard Haven, MA 02568

    GOOD TO GO! This sunny 13,000-square-foot sunny lot is ready for your Vineyard home. The property comes with a complete six bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process.Conveniently located just

    Tina Miller Donnelly + Co.

    52 Heath Hen Ln, Vineyard Haven, MA 02568
  • /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 $4,722,902

    Last Listing Agent Bill Rossi Studio Realty

    18 Homeward Way, Chilmark, MA 02535
    • /25

      Est $1,232,165

      Not Listed For Sale

      160 Causeway Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1948
      160 Causeway Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 115 Days On Market

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

  • /13

    $2,250,000

    $250K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 726 Sq Ft

    18 Allen Farm Rd, Chilmark, MA 02535

    Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1+ bedroom cottage with screened porch. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, especially for solar designs. The cottage is offered full furnished with exception of some art and a few

    Patty Kendall Kendall & Kendall

    18 Allen Farm Rd, Chilmark, MA 02535
  • /30

    $946,500

    Sold Mar 11, 2026

    22 Clark Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $939/SF
    • 82 Days On Market

    Current Estimated Value $1,011,338

    Last Listing Agent Helena Kirschenbaum Studio Realty

    22 Clark Ave, Vineyard Haven, MA 02568
    • /19

      Est $987,622

      Not Listed For Sale

      238 State Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1920
      238 State Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Elissa Lash Tea Lane Associates

Showing Results 601 - 640, Page 16 of 18

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