20,034

Dukes County, MA Homes

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    • /49

      Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 3,910 Sq Ft

      27 Pierce Ln, Edgartown, MA 02539

      27 Pierce Ln, Edgartown, MA 02539
  • /2

    $595,000 Pending

    • Land
    • 0.27 Acre
    • $2,228,464 per Acre

    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568

    Serious Seller.......Price will be discounted for cash sale................A perfect Vineyard location that is convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven. This is a unique location in an area of very substantial homes. Per an island engineer, your future house can possibly have up to seven bedrooms and have up to three floors. Include on the property

    Ed Charter Arrowhead Homes

    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
  • /20

    $675,000 Sold Apr 23, 2025

    9 Forest Cir, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 508 Sq Ft
    • Built 1868

    Last Sold Summary

    • $1,329/SF
    • 298 Days On Market

    Current Estimated Value $738,129

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    9 Forest Cir, Oak Bluffs, MA 02557
    • /15

      Est $1,056,824 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,152 Sq Ft

      20 Leonard Cir, Vineyard Haven, MA 02568

      20 Leonard Cir, Vineyard Haven, MA 02568
  • /34

    $4,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,413 Sq Ft

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
  • /25

    $917,500 Sold Mar 10, 2025

    40 Hidden Cove Rd, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft
    • Built 1983

    Last Sold Summary

    • 13% Below List Price
    • $483/SF
    • 139 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    40 Hidden Cove Rd, Edgartown, MA 02539
    • /43

      Est $2,132,856 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,668 Sq Ft

      21 Brushy Ln, Edgartown, MA 02539

      21 Brushy Ln, Edgartown, MA 02539
  • /36

    $4,950,000

    • 5 Beds
    • 4 Baths
    • 3,413 Sq Ft

    122 Old Farm Rd, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's

    122 Old Farm Rd, Chilmark, MA 02535
  • /5

    $2,995,000 Sold Sep 04, 2025

    9 Turkeyland Cove Rd, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $2,900,170

    Last Listing Agent Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
    • /21

      Est $2,239,775 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft

      5 Marsh Hawk Cir, Edgartown, MA 02539

      5 Marsh Hawk Cir, Edgartown, MA 02539
  • /44

    $1,650,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,815 Sq Ft

    105 Stoney Hill Rd, Vineyard Haven, MA 02568

    Welcome to 105 Stoney Hill Road, a serene retreat tucked in the heart of West Tisbury. This inviting Vineyard property combines comfort, thoughtful design, and practical amenities across 1,815 square feet of living space. The main level welcomes you with soaring ceilings and a natural flow. The living room features engineered hickory plank hardwood, while pine flooring carries warmth throughout

    Lisa Da Silva Compass | Point B

    105 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /32

    $1,100,000 Sold May 01, 2025

    10 Nunes Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 3.5 Baths
    • 1,680 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $655/SF
    • 172 Days On Market

    Current Estimated Value $1,193,224

    Last Listing Agent Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
    • /34

      Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 3,859 Sq Ft

      391 Middle Rd, Chilmark, MA 02535

      391 Middle Rd, Chilmark, MA 02535
  • /34

    $10,850,000

    • 7 Beds
    • 8 Baths
    • 10,142 Sq Ft

    14 Trapps Pond Rd, Edgartown, MA 02539

    Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized

    Gerrett Conover Landvest MV

    14 Trapps Pond Rd, Edgartown, MA 02539
  • /7

    $2,995,000 Sold Sep 04, 2025

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 389 Days On Market

    Last Listing Agent Wendy Harman Compass | Point B

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    • /29

      Est $1,110,555 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft

      129 Lagoon Ave, Vineyard Haven, MA 02568

      129 Lagoon Ave, Vineyard Haven, MA 02568
  • /28

    $7,450,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    7 Clay Pit Ln, Aquinnah, MA 02535

    Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house with

    Mark Jenkins Wallace & Co. Sotheby's

    7 Clay Pit Ln, Aquinnah, MA 02535
  • /38

    $1,850,000 Sold Sep 09, 2025

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $965/SF
    • 60 Days On Market

    Current Estimated Value $1,633,378

    Last Listing Agent Stephanie Roache Donnelly + Co.

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • /41

      Est $2,226,086 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,875 Sq Ft

      70 Marthas Rd, Edgartown, MA 02539

      70 Marthas Rd, Edgartown, MA 02539
  • /10

    $350,000

    • Land
    • 0 Acre

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535

    Enjoy coveted access to one of Martha's Vineyard's most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah's iconic ''Painted House,'' the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535
  • /2

    $4,450,000 Sold Mar 05, 2025

    90 Munroe Ave, Oak Bluffs, MA 02568

    • 7 Beds
    • 6.5 Baths
    • 3,698 Sq Ft
    • Built 2018

    Last Sold Summary

    • $1,203/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    90 Munroe Ave, Oak Bluffs, MA 02568
    • /24

      Est $1,430,783 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,625 Sq Ft

      92 Winyah Cir, Vineyard Haven, MA 02568

      92 Winyah Cir, Vineyard Haven, MA 02568
  • /65

    $2,690,000

    • 6 Beds
    • 4 Baths
    • 2,618 Sq Ft

    55 Old House Way, West Tisbury, MA 02575

    Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless

    Leslie Graham Anchor Realty of Martha's Vineyard

    55 Old House Way, West Tisbury, MA 02575
  • /46

    $6,200,000 Sold Jul 03, 2025

    79 Rachels Way, Vineyard Haven, MA 02568

    • 4 Beds
    • 4 Baths
    • 3,278 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $1,891/SF
    • 0 Days On Market

    Current Estimated Value $6,018,413

    Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group

    79 Rachels Way, Vineyard Haven, MA 02568
    • /34

      Est $1,870,509 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft

      21 Llewellyn Way, Edgartown, MA 02539

      21 Llewellyn Way, Edgartown, MA 02539
  • /4

    $474,000

    • Land
    • 0.55 Acre
    • $861,818 per Acre

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
  • /35

    $2,025,000 Sold Sep 30, 2025

    1 Rowland Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3 Baths
    • 3,009 Sq Ft
    • Built 1853

    Last Sold Summary

    • 7% Above List Price
    • $673/SF
    • 5 Days On Market

    Current Estimated Value $1,962,765

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    1 Rowland Ave, Oak Bluffs, MA 02557
    • /4

      Est $3,810,569 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 4,000 Sq Ft

      22 Herring Creek Rd, Edgartown, MA 02539

      22 Herring Creek Rd, Edgartown, MA 02539
  • /49

    $6,490,000 Pending

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft

    60 Meetinghouse Rd, Chilmark, MA 02535

    This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

    Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
  • /18

    $980,000 Sold Aug 11, 2025

    249 County Rd, Oak Bluffs, MA 02557

    • 1 Bed
    • 2 Baths
    • 1,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $700/SF
    • 64 Days On Market

    Current Estimated Value $994,803

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    249 County Rd, Oak Bluffs, MA 02557
    • /23

      Est $1,361,535 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,080 Sq Ft

      201 Spring St, Vineyard Haven, MA 02568

      201 Spring St, Vineyard Haven, MA 02568
  • /37

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    25 Boylston Dr, Edgartown, MA 02539

    CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1⁄2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz

    Patricia Lyman Compass

    25 Boylston Dr, Edgartown, MA 02539
  • /2

    $1,500,000 Sold Aug 13, 2025

    82 Christiantown Rd Unit R, West Tisbury, MA 02575

    • Land
    • 7.42 Acres
    • $202,156 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    82 Christiantown Rd Unit R, West Tisbury, MA 02575
    • /16

      Est $1,745,802 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,632 Sq Ft

      8 Marsh Hawk Cir, Edgartown, MA 02539

      8 Marsh Hawk Cir, Edgartown, MA 02539
  • /42

    $3,299,000

    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

    Jennifer B. DaSilva Compass

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /6

    $4,200,000 Sold May 09, 2025

    20 Mill Hill Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $1,167/SF
    • 11 Days On Market

    Current Estimated Value $3,508,001

    Last Listing Agent Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
    • /43

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,674 Sq Ft

      39 Sarita Walker Rd, Vineyard Haven, MA 02568

      39 Sarita Walker Rd, Vineyard Haven, MA 02568
  • /45

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

    Jennifer DaSilva Compass | Point B

    400 Barnes Rd, Vineyard Haven, MA 02568
  • /27

    $1,735,000 Sold Sep 29, 2025

    56 Bridle Path Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 4 Baths
    • 2,526 Sq Ft
    • Built 1996

    Last Sold Summary

    • 13% Below List Price
    • $687/SF
    • 2 Days On Market

    Current Estimated Value $1,881,150

    Last Listing Agent Tina Miller Donnelly + Co.

    56 Bridle Path Rd, Vineyard Haven, MA 02568
    • /41

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,598 Sq Ft

      566 Scrubby Neck Rd, Vineyard Haven, MA 02568

      566 Scrubby Neck Rd, Vineyard Haven, MA 02568

Showing Results 441 - 480, Page 12 of 18

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