Dukes County, MA Homes

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  /76

  $2,195,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  15 Night Heron Rd, Edgartown, MA 02539

  KATAMA - NEWLY RENOVATED! This Quintessential Martha’s Vineyard saltbox blends timeless island character with wonderful thoughtful updates, having been recently renovated. Set in a quiet location, Island Grove, one of the most popular locations in Edgartown, you're just a short drive to Wilson's Landing, South Beach and downtown Edgartown, an ideal location for summer escapes, year-round living,

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  15 Night Heron Rd, Edgartown, MA 02539
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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

  Last Listing Agent Janna O'Loughlin Portfolio Real Estate, Inc.

  4 Quail Run Unit 7, Oak Bluffs, MA 02557
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  /10

  Est $1,109,916 Not Listed For Sale

  • 4 Beds

  35 Mount Aldworth Rd, Vineyard Haven, MA 02568

  35 Mount Aldworth Rd, Vineyard Haven, MA 02568
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  /29

  $2,275,000

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  9 Moshup Trail, Aquinnah, MA 02535

  Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation. Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

  Patrick McCarthy Grace Hagerty Real Estate Inc

  9 Moshup Trail, Aquinnah, MA 02535
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  /2

  $10,000,000 Sold Dec 30, 2024

  3 Dunes Rd, Edgartown, MA 02539

  • 4 Beds
  • 8 Baths
  • 5,593 Sq Ft
  • Built 2005

  Last Sold Summary

  • $1,788/SF
  • 73 Days On Market

  Current Estimated Value $7,990,022

  Last Listing Agent Courtney Marek Sandpiper Realty Inc

  3 Dunes Rd, Edgartown, MA 02539
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  /25

  Est $934,026 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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  /17

  $1,250,000

  • Land
  • 5.7 Acres
  • $219,298 per Acre

  14 Ridge Rd Unit 94, Aquinnah, MA 02535

  Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A large level building envelope has been cleared. A house and an ADU are permitted by right and a barn(subject to town approval) will fit nicely on this secluded parcel with room for a horse to graze and access nearby Land Bank and Sheriffs Meadow conservation land .It is walking distance to Menemsha

  Jim Wallen Feiner Real Estate

  14 Ridge Rd Unit 94, Aquinnah, MA 02535
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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 Real Estate, Inc.

  25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
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  /6

  Est $611,667 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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  /11

  $495,000

  • Land
  • 0.23 Acre
  • $2,152,174 per Acre

  0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557

  Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

  Alyssa Halisky Wallace & Co. Sotheby's

  0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557
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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

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

  58 Weaver Ct, Vineyard Haven, MA 02568
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  /19

  Est $1,012,830 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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  /32

  $2,095,000

  • 4 Beds
  • 2.5 Baths
  • 2,706 Sq Ft

  35 Mariners Way, Edgartown, MA 02539

  35 Mariner’s Way is sited on nearly a half acre lot and lies within walking distance to Edgartown Village shops, restaurants, galleries, and inns and Sheriff’s Meadow conservation land. This 4 bedroom, 2 1⁄2 bath home features a large living room and formal dining room, chef’s kitchen with two ovens and wine room/pantry, and a spacious family room with a gas fireplace. There are two ensuite

  Russell Maloney Russell Maloney Real Estate

  35 Mariners Way, Edgartown, MA 02539
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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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  /25

  Est $1,230,189 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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  /26

  $2,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  34 Davis St, Tisbury, MA 02568

  NEW CONSTRUCTION - Designed by Outlands Design and built by McElhinney Construction, this home exemplifies modern coastal design. 34 Davis Street delivers the perfect balance of sophistication and relaxed island living. Positioned to offer both privacy and proximity to the Island's harbors, shops, and beaches. Spread across two thoughtfully designed levels, the interiors are bathed in natural

  Andrew McElhinney Compass Massachusetts, LLC

  34 Davis St, Tisbury, MA 02568
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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 $3,955,670

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

  18 Bold Meadow Rd, Edgartown, MA 02539
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  /23

  Est $1,166,311 Not Listed For Sale

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

  180 Main St Unit 30, Vineyard Haven, MA 02568

  180 Main St Unit 30, 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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  /32

  $941,000 Sold Oct 03, 2025

  4 Quail Run Rd, Oak Bluffs, MA 02568

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

  Last Sold Summary

  • $711/SF
  • 64 Days On Market

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  4 Quail Run Rd, Oak Bluffs, MA 02568
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  /7

  Est $1,225,887 Not Listed For Sale

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

  180 Main St Unit 20, Vineyard Haven, MA 02568

  180 Main St Unit 20, Vineyard Haven, MA 02568
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  /18

  $1,045,000

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  12 Park Ave, Vineyard Haven, MA 02568

  Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and

  Sheila Morse Island Real Estate

  12 Park Ave, Vineyard Haven, MA 02568
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  /44

  $37,000,000 Sold Jul 10, 2025

  41 Cobbs Hill Rd, Chilmark, MA 02535

  • 8 Beds
  • 5.5 Baths
  • 7,846 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $4,716/SF
  • 39 Days On Market

  Last Listing Agent Brian Dougherty Corcoran Property Advisors

  41 Cobbs Hill Rd, Chilmark, MA 02535
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  /24

  Est $1,901,215 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,298 Sq Ft

  70 Tashmoo Ave, Vineyard Haven, MA 02568

  70 Tashmoo Ave, 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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  /43

  $2,100,000 Sold Nov 25, 2025

  6 Tabor Hills, Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft
  • Built 1993

  Last Sold Summary

  • 11% Below List Price
  • $1,067/SF
  • 50 Days On Market

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  6 Tabor Hills, Chilmark, MA 02535
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  /19

  Est $1,272,731 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  26 Daggett Ave, Vineyard Haven, MA 02568

  26 Daggett Ave, Vineyard Haven, MA 02568
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  /32

  $2,999,000

  • 8 Beds
  • 7.5 Baths
  • 3,770 Sq Ft

  72 Chappaquiddick Ave, Edgartown, MA 02539

  WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

  Michele Casavant Vineyard Village Realty

  72 Chappaquiddick Ave, Edgartown, MA 02539
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  /39

  $3,515,000 Sold Aug 18, 2025

  7 Whistling Swan Cir, Edgartown, MA 02539

  • 5 Beds
  • 4.5 Baths
  • 4,218 Sq Ft
  • Built 2010

  Last Sold Summary

  • 4% Below List Price
  • $833/SF
  • 60 Days On Market

  Current Estimated Value $3,435,891

  Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  7 Whistling Swan Cir, Edgartown, MA 02539
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  /23

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,632 Sq Ft

  301 Main St, Vineyard Haven, MA 02568

  301 Main St, Vineyard Haven, MA 02568
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  /4

  $1,595,000 Under Contract

  • Land
  • 2 Acres
  • $797,500 per Acre

  501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539

  Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

  Stacy Ickes Donnelly + Co

  501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
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  /20

  $821,000 Sold Jun 17, 2025

  168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

  • Land
  • 1.4 Acres
  • $586,429 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 0 Days On Market

  Last Listing Agent Janna O'Loughlin Portfolio Real Estate, Inc.

  168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
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  /32

  Est $2,291,058 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1 Sq Ft

  51 Hatch Rd, Vineyard Haven, MA 02568

  51 Hatch Rd, Vineyard Haven, MA 02568
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  /15

  $799,000

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  60 -R Carol Ln, Oak Bluffs, MA 02557

  Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

  Sheila Morse Island Real Estate

  60 -R Carol Ln, Oak Bluffs, MA 02557
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  /30

  $2,240,000 Sold Nov 06, 2025

  29 Pradas Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $1,270/SF
  • 27 Days On Market

  Last Listing Agent Wendy Harman Compass | Point B

  29 Pradas Way, Edgartown, MA 02539
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  /12

  Est $1,047,337 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft

  50 Old Lighthouse Rd, Vineyard Haven, MA 02568

  50 Old Lighthouse Rd, Vineyard Haven, MA 02568
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  /26

  $2,150,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  30 Franklin Ave, Oak Bluffs, MA 02568

  Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

  Stacy Ickes Donnelly + Co

  30 Franklin Ave, Oak Bluffs, MA 02568
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  /2

  $17,250,000 Sold Oct 30, 2025

  81 S Water St, Edgartown, MA 02539

  • 7 Beds
  • 6 Baths
  • 4,388 Sq Ft
  • Built 1875

  Last Sold Summary

  • $3,931/SF
  • 0 Days On Market

  Last Listing Agent Gerrett Conover Landvest MV

  81 S Water St, Edgartown, MA 02539
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  /15

  Est $1,078,223 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  75 Fairfield Ave, Vineyard Haven, MA 02568

  75 Fairfield Ave, Vineyard Haven, MA 02568
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  /12

  $1,495,000

  • 1 Bed
  • 1 Bath
  • 731 Sq Ft

  47 E Chop Dr Unit 1, Oak Bluffs, MA 02568

  East Chop Water Front Luxury Condominium -- This 1-bedroom, 1st floor, waterfront condominium, ''Oak Bluffs'', features outstanding water views of the harbor and sound beyond. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living room, dining area and a private covered front porch

  Perry Patterson MV Luxury Homes, LLC

  47 E Chop Dr Unit 1, Oak Bluffs, MA 02568

Showing Results 641 - 680, Page 17 of 18