20,059

Dukes County, MA Homes

Section Image
    • /28

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,862 Sq Ft

      26 Dark Woods Rd, Edgartown, MA 02539

      26 Dark Woods Rd, Edgartown, MA 02539
  • /20

    $1,200,000

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft

    14 21st St N, Edgartown, MA 02539

    Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

    Fran Agnoli The Agency

    14 21st St N, Edgartown, MA 02539
  • /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 $989,946

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    249 County Rd, Oak Bluffs, MA 02557
    • /16

      Est $1,755,799 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
  • /40

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1 Saddle Club Rd, Edgartown, MA 02539

    Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage—perfect for storing vehicles, bikes, and beach gear, or even setting up a

    Madelyn Silvia Wallace & Co. Sotheby's

    1 Saddle Club Rd, 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
    • /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
  • /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
  • /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 $3,371,884

    Last Listing Agent Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
    • /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
  • /7

    $1,575,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    47 Quenames Rd, Chilmark, MA 02535

    On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural

    Dawn Bellante-Holand Sandpiper Realty

    47 Quenames Rd, Chilmark, MA 02535
  • /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

    Last Listing Agent Tina Miller Donnelly + Co.

    56 Bridle Path Rd, Vineyard Haven, MA 02568
    • /15

      Est $2,614,745 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft

      119 Old Thumb Point Rd, Vineyard Haven, MA 02568

      119 Old Thumb Point Rd, Vineyard Haven, MA 02568
  • /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
  • /42

    $2,900,000 Sold Jul 03, 2025

    67 Hidden Village Rd, Vineyard Haven, MA 02568

    • 7 Beds
    • 5.5 Baths
    • 4,476 Sq Ft
    • Built 1997

    Last Sold Summary

    • 24% Below List Price
    • $648/SF
    • 347 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    67 Hidden Village Rd, Vineyard Haven, MA 02568
    • /13

      Est $4,498,963 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      144 Pond View Farm Rd, Vineyard Haven, MA 02568

      144 Pond View Farm Rd, Vineyard Haven, MA 02568
  • /44

    $1,650,000 Under Contract

    • 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
  • /28

    $1,400,000 Sold Nov 26, 2025

    5 Scottys Ln, Vineyard Haven, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,592 Sq Ft
    • Built 1968

    Last Sold Summary

    • 22% Below List Price
    • $879/SF
    • 126 Days On Market

    Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    5 Scottys Ln, Vineyard Haven, MA 02568
    • /42

      Est $1,939,115 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 2,172 Sq Ft

      44 Music St, Vineyard Haven, MA 02568

      44 Music St, Vineyard Haven, MA 02568
  • /43

    $1,985,000

    • 6 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katherine Donahue Sandpiper Realty Inc

    36 Smith Hollow Dr, Edgartown, MA 02539
  • /25

    $917,500 Sold Mar 10, 2025

    40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

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

    Last Sold Summary

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

    Last Listing Agent Stephanie Roache Donnelly + Co

    40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557
    • /23

      Est $2,085,280 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,370 Sq Ft

      50 Campbell Rd, Vineyard Haven, MA 02568

      50 Campbell Rd, Vineyard Haven, MA 02568
  • /67

    $10,850,000

    • 7 Beds
    • 8 Baths
    • 12,051 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
  • /15

    $975,000 Sold May 02, 2025

    15 14th St N, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2018

    Last Sold Summary

    • 19% Below List Price
    • $923/SF
    • 55 Days On Market

    Current Estimated Value $1,166,105

    Last Listing Agent Mike Sawyer Sawyer Realty Group

    15 14th St N, Edgartown, MA 02539
    • /6

      Est $2,980,493 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,935 Sq Ft

      71 Runner Rd, Vineyard Haven, MA 02568

      71 Runner Rd, 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
  • /34

    $3,746,925 Sold Nov 14, 2025

    39 Sengekontacket Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,310/SF
    • 114 Days On Market

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
    • /11

      Est $1,681,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft

      111 Charles Neck Way, Vineyard Haven, MA 02568

      111 Charles Neck Way, Vineyard Haven, MA 02568
  • /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
  • /11

    $749,000 Sold Apr 14, 2025

    488 Lighthouse Rd, Aquinnah, MA 02535

    • 1 Bed
    • 0.5 Baths
    • 240 Sq Ft
    • Built 1980

    Last Sold Summary

    • $3,121/SF
    • 0 Days On Market

    Current Estimated Value $1,057,679

    Last Listing Agent Meg Bodnar Tea Lane Associates

    488 Lighthouse Rd, Aquinnah, MA 02535
    • /31

      Est $1,312,470 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 855 Sq Ft

      16 Elias Ln, Vineyard Haven, MA 02568

      16 Elias Ln, Vineyard Haven, MA 02568
  • /24

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    8 Old Purchase Way, Edgartown, MA 02539

    Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary

    Tjark Aldeborgh eXp Realty, LLC

    8 Old Purchase Way, Edgartown, MA 02539
  • /17

    $700,000 Sold Jun 20, 2025

    2 Fisk Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1870

    Last Sold Summary

    • 7% Below List Price
    • $966/SF
    • 111 Days On Market

    Current Estimated Value $735,801

    Last Listing Agent Julie Walker Century 21 North East

    2 Fisk Ave, Oak Bluffs, MA 02557
    • /26

      Est $1,051,339 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,182 Sq Ft

      4 Elias Ln, Vineyard Haven, MA 02568

      4 Elias Ln, Vineyard Haven, MA 02568
  • /13

    $1,100,000

    • Land
    • 1 Acre
    • $1,100,000 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    One-Acre Lot in a Peaceful Edgartown Neighborhood. Build your island dream home on this spacious one acre lot, nestled in a quiet, centrally located Edgartown neighborhood. Enjoy the best of both worlds-a tranquil setting that's just minutes from town, beaches, and all the Vineyard's favorite spots.This 3-bedroom lot offers excellent potential. Per the Board of Health, an enhanced septic

    Casandra Hyland Landmarks at TODAY Real Estate

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • /21

    $1,325,000 Sold Aug 29, 2025

    19 S Vine Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft
    • Built 1992

    Last Sold Summary

    • 17% Below List Price
    • $669/SF
    • 89 Days On Market

    Current Estimated Value $1,402,208

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

    19 S Vine Ln, Vineyard Haven, MA 02568
    • /28

      Est $1,299,006 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft

      175 Oak Ln, Vineyard Haven, MA 02568

      175 Oak Ln, Vineyard Haven, MA 02568
  • /29

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    52 Old Coach Rd, Vineyard Haven, MA 02568

    This charming cape-style home on beautiful Martha's Vineyard in West Tisbury*, has a large two-car detached garage on the one-acre property with lovely flowering gardens. The home is year-round; has an open plan living, dining, kitchen areas with French doors from the kitchen/dining area to the large side & rear deck with lovely seating & dining areas. There are 3 bedrooms:1 on the first floor &

    Kathleen Kendrick Kathleen Kendrick

    52 Old Coach Rd, Vineyard Haven, MA 02568
  • /23

    $1,500,000 Sold Sep 25, 2025

    190 Longview Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1995

    Last Sold Summary

    • 15% Below List Price
    • $1,071/SF
    • 43 Days On Market

    Last Listing Agent Kathleen Kendrick Kendrick Real Estate

    190 Longview Rd, Vineyard Haven, MA 02568
    • /23

      Est $1,891,585 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,026 Sq Ft

      171 Otis Bassett Rd, Vineyard Haven, MA 02568

      171 Otis Bassett Rd, Vineyard Haven, MA 02568

Showing Results 481 - 520, Page 13 of 18

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