20,059

Dukes County, MA Homes

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    • /17

      Est $1,204,786 Not Listed For Sale

      22 Briarwood Ln, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,241 Sq Ft
      • Built 2018
      22 Briarwood Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7% Below List Price
      • $1,048/SF
      • 4 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Carol Shore Donnelly + Co

  • /52

    $4,900,000

    • 5 Beds
    • 5.5 Baths
    • 5,394 Sq Ft

    23 Pinehurst Rd, Edgartown, MA 02539

    New Construction in Edgartown with a heated saltwater POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering

    Michele Casavant Vineyard Village Realty

    23 Pinehurst Rd, Edgartown, MA 02539
  • /81

    $1,650,000 Sold Jan 09, 2026

    209 Cove Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,194 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $752/SF
    • 182 Days On Market

    Current Estimated Value $1,629,837

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

    209 Cove Rd, Vineyard Haven, MA 02568
    • /25

      Est $5,328,625 Not Listed For Sale

      135 Capawock Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2001
      135 Capawock Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7% Below List Price
      • $1,969/SF
      • 7 Days On Market

      Last Sold Price $5,750,000

      Last Listing Agent Jill Napior Tea Lane Associates

  • /46

    $1,200,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and

    Candy DaRosa Feiner Real Estate

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
  • /39

    $1,575,000 Sold Jan 09, 2026

    453 Lighthouse Rd, Aquinnah, MA 02535

    • 3 Beds
    • 4 Baths
    • 2,308 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $682/SF
    • 169 Days On Market

    Current Estimated Value $1,588,669

    Last Listing Agent We Close Deals Team Lamacchia Realty, Inc.

    453 Lighthouse Rd, Aquinnah, MA 02535
    • /2

      Est $2,337,600 Not Listed For Sale

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 2,396 Sq Ft
      • Built 2001
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Above List Price
      • $960/SF
      • 40 Days On Market

      Last Sold Price $2,300,000

      Last Listing Agent Rose Ryley Sandpiper Realty Inc

  • /15

    $2,490,000

    • Land
    • 7.08 Acres
    • $351,695 per Acre

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    Build your dream home or homes on the special 7.1 acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all convenient to

    Robert Kenney Tea Lane Associates

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
  • /17

    $970,000 Sold Dec 08, 2025

    6 Sachem Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Above List Price
    • $627/SF
    • 57 Days On Market

    Current Estimated Value $1,004,171

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

    6 Sachem Way, Oak Bluffs, MA 02557
    • /24

      Est $900,079 Not Listed For Sale

      19 Speed Andrews Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1972
      19 Speed Andrews Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $837/SF
      • 20 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Grace Bishop Compass

  • /13

    $1,150,000

    • Land
    • 2.02 Acres
    • $569,307 per Acre

    00 Old Field Rd, Aquinnah, MA 02535

    The nearby roar of the Atlantic can be heard from this pristine two-acre building opportunity in Aquinnah, ideally located at the end of Old Field Road with easy access from Moshup Trail. A storybook walking path through woods and fields over an easement bordering a majestic beetlebung grove and over a bubbling stream, leads directly to the entrance of cherished Philbin Beach. A thoughtfully

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    00 Old Field Rd, Aquinnah, MA 02535
  • /44

    $8,178,500 Sold Oct 27, 2025

    94 Menemsha Inn Rd, Chilmark, MA 02535

    • 6 Beds
    • 4.5 Baths
    • 4,104 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $1,993/SF
    • 38 Days On Market

    Last Listing Agent Julianna Flanders Flanders Real Estate

    94 Menemsha Inn Rd, Chilmark, MA 02535
    • /54

      Est $5,025,961 Not Listed For Sale

      14 E Sound Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,470 Sq Ft
      • Built 1978
      14 E Sound Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $1,852/SF
      • 635 Days On Market

      Last Sold Price $4,574,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /7

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

    Emma Kennedy Sandpiper Realty, Inc.

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
  • /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 International Realty

    32 Beach Rd, Oak Bluffs, MA 02557
    • /35

      Est $1,848,196 Not Listed For Sale

      83 William Norton Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,907 Sq Ft
      • Built 1999
      83 William Norton Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • $970/SF
      • 62 Days On Market

      Last Sold Price $1,850,000

      Last Listing Agent Alexis Holden Tea Lane Associates

  • /63

    $3,995,000

    • 7 Beds
    • 6 Baths
    • 9,686 Sq Ft

    56 N Neck Rd, Edgartown, MA 02539

    A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH BEACH ACCESS— Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, with 4 conforming size parcels, on Martha’s Vineyard’s treasured Chappaquiddick

    Leslie C. Floyd Portfolio Properties

    56 N Neck Rd, Edgartown, MA 02539
  • /34

    $2,475,000 Sold Sep 05, 2025

    31 N Slope Ln, Chilmark, MA 02535

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • Built 1983

    Last Sold Summary

    • 15% Below List Price
    • $1,076/SF
    • 117 Days On Market

    Current Estimated Value $2,662,887

    Last Listing Agent Bill Rossi Studio Realty

    31 N Slope Ln, Chilmark, MA 02535
    • /41

      Est $1,792,542 Not Listed For Sale

      93 Hvoslef Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 2007
      93 Hvoslef Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • $881/SF
      • 51 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Jennifer O'hanlon Compass

  • /39

    $3,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,068 Sq Ft

    241 Daggett Ave, Vineyard Haven, MA 02568

    Built in 2016 by Squash Meadow Builders, this exceptional five bedroom Colonial sits moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Spanning four levels, it blends timeless architecture with modern comfort. The main floor offers open living with gas fireplace, a gourmet kitchen with custom built-ins and bench seating, and a sunlit sunroom for relaxed coastal living. A private

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    241 Daggett Ave, Vineyard Haven, MA 02568
  • /51

    $4,850,000 Sold Dec 05, 2025

    49 Gosnold's Way, Chilmark, MA 02535

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $1,199/SF
    • 115 Days On Market

    Last Listing Agent Meg Bodnar Tea Lane Associates

    49 Gosnold's Way, Chilmark, MA 02535
    • /16

      Est $1,826,828 Not Listed For Sale

      585 Herring Creek Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1950
      585 Herring Creek Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 5% Below List Price
      • $2,734/SF
      • 10 Days On Market

      Last Sold Price $1,925,000

      Last Listing Agent Cassie Courtney Wallace & Co. Sotheby's

  • /72

    $3,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,274 Sq Ft

    70 Spring St, Vineyard Haven, MA 02568

    NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach, tennis,

    June Flake Viewpoints

    70 Spring St, Vineyard Haven, MA 02568
  • /22

    $2,899,000 Sold Oct 01, 2025

    78 Winemack St, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1956

    Last Sold Summary

    • $1,535/SF
    • 0 Days On Market

    Current Estimated Value $2,406,315

    Last Listing Agent Susan Austin Austin R.E. Properties of MV

    78 Winemack St, Oak Bluffs, MA 02557
    • /44

      Est $7,785,235 Not Listed For Sale

      1115 Main St, Vineyard Haven, MA 02568

      • 11 Beds
      • 10 Baths
      • 7,026 Sq Ft
      • Built 1893
      1115 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Below List Price
      • $1,263/SF
      • 280 Days On Market

      Last Sold Price $8,875,000

      Last Listing Agent Gerrett Conover Landvest MV

  • /4

    $675,000

    • Land
    • 0.23 Acre
    • $2,941,176 per Acre

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

    Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

    Andrew McElhinney Compass LLC

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
  • /138

    $4,800,000 Sold Sep 24, 2025

    264 Katama Rd, Edgartown, MA 02539

    • 4 Beds
    • 4.5 Baths
    • 4,167 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $1,152/SF
    • 50 Days On Market

    Current Estimated Value $4,900,494

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

    264 Katama Rd, Edgartown, MA 02539
    • /47

      Est $2,235,089 Not Listed For Sale

      42 Hagerty Dr, Vineyard Haven, MA 02568

      • 4 Beds
      • 4.5 Baths
      • 2,569 Sq Ft
      • Built 1970
      42 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $817/SF
      • 58 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Bobbi Reed Viewpoints

  • /2

    $12,500,000

    • Land
    • 38 Acres
    • $328,947 per Acre

    2 Old Farms Trail, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and moments from Edgartown Great Pond. This premier parcel offers an unparalleled setting for a world-class residential retreat. The

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail, Edgartown, MA 02539
  • /18

    $1,200,000 Sold May 19, 2025

    193 Franklin Terrace, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $577/SF
    • 590 Days On Market

    Current Estimated Value $1,292,443

    Last Listing Agent Claire Callagy Compass

    193 Franklin Terrace, Vineyard Haven, MA 02568
    • /16

      Est $1,319,076 Not Listed For Sale

      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

      • 2 Beds
      • 3 Baths
      • 1,750 Sq Ft
      • Built 1988
      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Above List Price
      • $729/SF
      • 8 Days On Market

      Last Sold Price $1,276,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /10

    $350,000

    • Land
    • 1.26 Acres
    • $277,778 per Acre

    0 Moshup Trail Unit 27 & 146 43498, 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

    0 Moshup Trail Unit 27 & 146 43498, Aquinnah, MA 02535
  • /20

    $1,295,000 Sold Sep 05, 2025

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $818/SF
    • 5 Days On Market

    Current Estimated Value $1,275,314

    Last Listing Agent Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    • /28

      Est $1,277,079 Not Listed For Sale

      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1988
      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $722/SF
      • 15 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Perry Patterson MV Luxury Homes

  • /32

    $22,950,000

    • 7 Beds
    • 8.5 Baths
    • 8,200 Sq Ft

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568

    This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

    Gerrett Conover Landvest MV

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
  • /30

    $815,000 Sold Nov 14, 2025

    17 Siloam Ave, Oak Bluffs, MA 02557

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

    Last Sold Summary

    • 2% Below List Price
    • $899/SF
    • 100 Days On Market

    Current Estimated Value $782,573

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    17 Siloam Ave, Oak Bluffs, MA 02557
    • /86

      Est $1,503,175 Not Listed For Sale

      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 2,455 Sq Ft
      • Built 1988
      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Below List Price
      • $672/SF
      • 187 Days On Market

      Last Sold Price $1,650,000

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

  • /8

    $599,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

    Emma Kennedy Sandpiper Realty

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
  • /2

    $6,825,000 Sold Jan 05, 2026

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $3,566/SF
    • 0 Days On Market

    Current Estimated Value $4,092,753

    Last Listing Agent Jill Napior Tea Lane Associates

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    • /46

      Est $1,445,434 Not Listed For Sale

      140 Tashmoo Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 1993
      140 Tashmoo Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7% Above List Price
      • $644/SF
      • 59 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

Showing Results 521 - 560, Page 14 of 18

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