Dukes County, MA Homes

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  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,202 Sq Ft

  2 Farmers Rd, Edgartown, MA 02539

  This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished

  Neal Stiller Cronigs Real Estate

  2 Farmers Rd, Edgartown, MA 02539
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  /9

  $160,000 Sold Nov 14, 2025

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568

  • 1 Bed
  • 1 Bath
  • 381 Sq Ft
  • Built 1958

  Last Sold Summary

  • $420/SF
  • 0 Days On Market

  Last Listing Agent Nantucket CompLINK LINK

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568
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  /5

  Est $1,818,926 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,756 Sq Ft

  47 Carl Lairs Ln, Vineyard Haven, MA 02568

  47 Carl Lairs Ln, Vineyard Haven, MA 02568
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  /8

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  260 The Blvd, Edgartown, MA 02539

  Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

  Sean Federowicz Landmarks at TODAY Real Estate

  260 The Blvd, Edgartown, MA 02539
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  /10

  $550,000 Sold Feb 28, 2025

  0 Shawanue Ave Unit 42704, Oak Bluffs, MA 02557

  • Land
  • 0.33 Acre
  • $1,656,627 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 70 Days On Market

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

  0 Shawanue Ave Unit 42704, Oak Bluffs, MA 02557
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  /22

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 576 Sq Ft

  189 Winyah Ln, Vineyard Haven, MA 02568

  189 Winyah Ln, Vineyard Haven, MA 02568
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  /2

  $674,000

  • Land
  • 0.49 Acre
  • $1,375,510 per Acre

  56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

  Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

  Marilyn Moses Ocean Park Realty Inc

  56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
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  /29

  $1,150,000 Sold Dec 16, 2025

  52 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $887/SF
  • 18 Days On Market

  Last Listing Agent Kathleen Kendrick Kathleen Kendrick

  52 Old Coach Rd, Vineyard Haven, MA 02568
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  /35

  Est $1,462,225 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,123 Sq Ft

  53 Weaver Ln, Vineyard Haven, MA 02568

  53 Weaver Ln, Vineyard Haven, MA 02568
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  /6

  $1,595,000

  • Land
  • 3.2 Acres
  • $498,438 per Acre

  9 Beach Pebble Rd, Vineyard Haven, MA 02568

  Vacant land in West Tisbury's Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive neighborhood. This property presents a unique opportunity to create an exceptional island retreat.

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  9 Beach Pebble Rd, Vineyard Haven, MA 02568
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  /38

  $1,875,000 Sold Apr 01, 2025

  83 Dolan Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 4.5 Baths
  • 3,841 Sq Ft
  • Built 1994

  Last Sold Summary

  • 1% Below List Price
  • $488/SF
  • 24 Days On Market

  Current Estimated Value $1,852,360

  Last Listing Agent Courtney Marek Sandpiper Realty

  83 Dolan Ave, Vineyard Haven, MA 02568
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  /20

  Est $1,039,044 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  33 Renear St, Vineyard Haven, MA 02568

  33 Renear St, Vineyard Haven, MA 02568
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  /2

  $899,000 Pending

  • Land
  • 4.2 Acres
  • $214,048 per Acre

  5A2.12 State Rd, Tisbury, MA 02568

  This is a beautiful 3.5 acre piece of land! Stunning and Peaceful!

  Fred Mascolo Jane Brown Assoc.

  5A2.12 State Rd, Tisbury, MA 02568
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  /21

  $435,000 Sold Aug 26, 2025

  0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

  • Land
  • 0.1 Acre
  • $4,350,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 20 Days On Market

  Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

  0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
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  /17

  Est $1,048,474 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  146 Edgartown Rd, Vineyard Haven, MA 02568

  146 Edgartown Rd, Vineyard Haven, MA 02568
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  /4

  $474,000

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

  11 Boylston Dr, 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 International Realty

  11 Boylston Dr, Edgartown, MA 02539
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  /34

  $2,001,001 Sold Sep 19, 2025

  17 Sutton's Way, Edgartown, MA 02539

  • 2 Beds
  • 1.5 Baths
  • 1,746 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $1,146/SF
  • 116 Days On Market

  Last Listing Agent Carson Crissman Compass | Point B

  17 Sutton's Way, Edgartown, MA 02539
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  /2

  Est $3,691,766 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 4,342 Sq Ft

  36 Burts Way, Vineyard Haven, MA 02568

  36 Burts Way, Vineyard Haven, MA 02568
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  $5,500,000

  • 4 Beds
  • 2 Baths
  • 2,808 Sq Ft

  31 Butlers Cove Rd, Edgartown, MA 02539

  This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private Atlantic

  Gerrett Conover Landvest MV

  31 Butlers Cove Rd, Edgartown, MA 02539
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  /13

  $1,195,000 Sold May 22, 2025

  34 10th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Built 2006

  Last Sold Summary

  • $1,077/SF
  • 8 Days On Market

  Current Estimated Value $1,139,077

  Last Listing Agent Rose Ryley Sandpiper Realty Inc

  34 10th St S, Edgartown, MA 02539
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  /16

  Est $1,869,798 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,068 Sq Ft

  39 Burts Way, Vineyard Haven, MA 02568

  39 Burts Way, Vineyard Haven, MA 02568
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  $5,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,018 Sq Ft

  9 Fowler Ave, Edgartown, MA 02539

  Edgartown Waterfront - Classic New England architecture meets the timeless allure of Martha’s Vineyard. This exceptional waterfront estate is set on the edge of Sengekontacket Pond, offering a sandy shoreline, panoramic water views, and a private mooring — the perfect setting for boating, paddle boarding, fishing, and clamming.A gated entrance opens to a beautifully landscaped property

  Andrew McElhinney Compass LLC

  9 Fowler Ave, Edgartown, MA 02539
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  /16

  $800,000 Sold Sep 04, 2025

  21 Norris Ave, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1948

  Last Sold Summary

  • $737/SF
  • 16 Days On Market

  Current Estimated Value $819,381

  Last Listing Agent Rene Ben David Ocean Park Realty Inc

  21 Norris Ave, Vineyard Haven, MA 02568
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  /42

  Est $1,936,182 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,677 Sq Ft

  201 Lagoon Pond Rd, Vineyard Haven, MA 02568

  201 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /2

  $1,250,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

  Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

  Peyton Wallace Studio Realty

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
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  /31

  $941,000 Sold Oct 03, 2025

  4 Quail Run Unit 7, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1972

  Last Sold Summary

  • $711/SF
  • 52 Days On Market

  Current Estimated Value $939,440

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  4 Quail Run Unit 7, Oak Bluffs, MA 02557
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  /25

  Est $1,030,153 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  160 Causeway Rd, Vineyard Haven, MA 02568

  160 Causeway Rd, Vineyard Haven, MA 02568
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  /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
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  /9

  $900,000 Sold Oct 10, 2025

  25 N Vine Ln Unit 70.3, West Tisbury, MA 02568

  • Land
  • 3.73 Acres
  • $241,287 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 462 Days On Market

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
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  /25

  Est $938,937 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,244 Sq Ft

  21 Walker Way, Vineyard Haven, MA 02568

  21 Walker Way, Vineyard Haven, MA 02568
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  /9

  $2,000,000 Under Contract

  • 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
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  /42

  $1,250,000 Sold Sep 25, 2025

  58 Weaver Ct, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 1969

  Last Sold Summary

  • 22% Below List Price
  • $566/SF
  • 137 Days On Market

  Current Estimated Value $1,418,426

  Last Listing Agent Skip Dostal, Jr Martha's Vineyard Real Estate

  58 Weaver Ct, Vineyard Haven, MA 02568
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  /6

  Est $573,947 Not Listed For Sale

  • 3 Beds

  92 Rogers Farm Rd, Vineyard Haven, MA 02568

  92 Rogers Farm Rd, Vineyard Haven, MA 02568
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  /79

  $1,845,000

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft

  10 Danls Way, West Tisbury, MA 02575

  HISTORIC WEST TISBURY 4-BEDROOM FARMHOUSE WITH 1-BEDROOM GUEST COTTAGEEnjoy all Martha’s Vineyard has to offer from this historic 4-bedroom, 2-bath farmhouse set on 1.27 acres in West Tisbury. Conveniently located just a short distance from Alley’s General Store, 7a Foods, and North Tisbury village, while also offering easy access to all up and down Island towns. This property offers the

  Emma Kiley Bryant Landmarks at TODAY Real Estate

  10 Danls Way, West Tisbury, MA 02575
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  /7

  $2,083,500 Sold Dec 19, 2025

  209 Chappaquiddick Rd, Edgartown, MA 02539

  • 5 Beds
  • 3 Baths
  • 3,475 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $600/SF

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

  209 Chappaquiddick Rd, Edgartown, MA 02539
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  /19

  Est $1,003,123 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft

  238 State Rd, Vineyard Haven, MA 02568

  238 State Rd, Vineyard Haven, MA 02568
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  /24

  $1,000,000 Under Contract

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

  4, Edgartown, MA 02539

  Discover your dream retreat at 4 Dubud Lane, Edgartown, MA—a unique blend of Nova Scotia boatbuilder charm and Oak Bluffs gingerbread cottage whimsy. Set on a tranquil hilltop surrounded by mature trees on a generous 50,965 square foot lot, this delightful Colonial features 3 bedrooms and 2 bathrooms across 2 stories (1,728 square feet) and unfinished additional space in the both the

  Lisa Da Silva Compass | Point B

  4, Edgartown, MA 02539
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  /111

  $4,300,000 Sold Mar 24, 2025

  18 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 4,797 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $896/SF
  • 241 Days On Market

  Current Estimated Value $3,825,498

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

  18 Bold Meadow Rd, Edgartown, MA 02539
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  /25

  Est $1,249,928 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft

  112 Spring St, Vineyard Haven, MA 02568

  112 Spring St, Vineyard Haven, MA 02568
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  /22

  $925,000

  • 2 Beds
  • 0.5 Baths
  • 953 Sq Ft

  50 Canonicus Ave, Oak Bluffs, MA 02557

  Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

  Michele Moore Island Real Estate

  50 Canonicus Ave, Oak Bluffs, MA 02557

Showing Results 601 - 640, Page 16 of 18