Dukes County, MA Homes

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  /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

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

  209 Cove Rd, Vineyard Haven, MA 02568
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  /26

  Est $1,605,380 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  33 Hidden Village Rd, Vineyard Haven, MA 02568
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  /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
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  /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

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

  453 Lighthouse Rd, Aquinnah, MA 02535
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  /30

  Est $2,498,674 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  41 Hidden Village Rd, Vineyard Haven, MA 02568
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  /46

  $1,200,000

  • 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
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  /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

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

  6 Sachem Way, Oak Bluffs, MA 02557
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  /30

  Est $1,523,464 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  12 Lily Farm Rd, Vineyard Haven, MA 02568
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  /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
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  /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
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  /25

  Est $5,233,347 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  135 Capawock Rd, Vineyard Haven, MA 02568

  135 Capawock Rd, Vineyard Haven, MA 02568
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  /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
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  /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
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  /2

  Est $2,480,991 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
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  /43

  $7,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,490 Sq Ft

  308 South Rd, Chilmark, MA 02535

  Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access.

  Rose Ryley Wallace & Co. Sotheby's

  308 South Rd, Chilmark, MA 02535
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  /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 $2,576,026

  Last Listing Agent Bill Rossi Studio Realty

  31 N Slope Ln, Chilmark, MA 02535
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  /24

  Est $930,086 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  19 Speed Andrews Way, Vineyard Haven, MA 02568
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  /32

  $2,750,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,566 Sq Ft

  28 Marthas Rd, Edgartown, MA 02539

  Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

  Stacy Ickes Donnelly + Co.

  28 Marthas Rd, Edgartown, MA 02539
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  /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
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  /54

  Est $5,369,693 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft

  14 E Sound Ln, Vineyard Haven, MA 02568

  14 E Sound Ln, Vineyard Haven, MA 02568
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  /134

  $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
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  /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 $2,438,148

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

  78 Winemack St, Oak Bluffs, MA 02557
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  /35

  Est $1,921,372 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft

  83 William Norton Rd, Vineyard Haven, MA 02568

  83 William Norton Rd, Vineyard Haven, MA 02568
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  /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
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  /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 $4,713,549

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

  264 Katama Rd, Edgartown, MA 02539
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  /41

  Est $1,879,797 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  93 Hvoslef Way, Vineyard Haven, MA 02568

  93 Hvoslef Way, Vineyard Haven, MA 02568
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  /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
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  /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 $1,198,063

  Last Listing Agent Claire Callagy Compass

  193 Franklin Terrace, Vineyard Haven, MA 02568
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  /16

  Est $1,850,832 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  585 Herring Creek Rd, Vineyard Haven, MA 02568

  585 Herring Creek Rd, Vineyard Haven, MA 02568
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  /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
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  /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 $1,268,469

  Last Listing Agent Lynn Buder Sandpiper Realty

  2 Upper Douglas Ln, Oak Bluffs, MA 02557
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  /44

  Est $8,182,339 Not Listed For Sale

  • 11 Beds
  • 10 Baths
  • 7,026 Sq Ft

  1115 Main St, Vineyard Haven, MA 02568

  1115 Main St, Vineyard Haven, MA 02568
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  /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
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  /2

  $3,900,000 Sold Mar 06, 2025

  57 S Summer St, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,181 Sq Ft
  • Built 1880

  Last Sold Summary

  • $1,788/SF
  • 0 Days On Market

  Current Estimated Value $4,009,297

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

  57 S Summer St, Edgartown, MA 02539
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  /47

  Est $2,236,433 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,569 Sq Ft

  42 Hagerty Dr, Vineyard Haven, MA 02568

  42 Hagerty Dr, Vineyard Haven, MA 02568
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  /7

  $1,499,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  76 Norton Orchard Rd, Edgartown, MA 02539

  Located in the hot new area of downtown where new construction and renovation of older homes is making this the most desirable area of in-town. It is a sleepy quiet area near Edgartown Golf Course that still allows you to walk to shops, restaurants, pharmacy, grocery store, library and conservation trails. Come see why this home on town sewer and town water is best value in the Village today.

  Jim Joyce Carroll & Vincent R.E.

  76 Norton Orchard Rd, Edgartown, MA 02539
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  /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

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  17 Siloam Ave, Oak Bluffs, MA 02557
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  /16

  Est $1,359,659 Not Listed For Sale

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

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
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  /16

  $389,000

  • Land
  • 0.17 Acre
  • $2,316,855 per Acre

  00 Moshup Trail Unit 6, Aquinnah, MA 02535

  Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to

  Alyssa Halisky Wallace & Co. Sotheby's

  00 Moshup Trail Unit 6, Aquinnah, MA 02535
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  /2

  $250,500 Sold Mar 04, 2025

  38 N Water St Unit R-2, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 797 Sq Ft
  • Built 1890

  Last Sold Summary

  • 9% Below List Price
  • $314/SF
  • 73 Days On Market

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  38 N Water St Unit R-2, Edgartown, MA 02539

Showing Results 521 - 560, Page 14 of 18