Dukes County, MA Homes

• 

  

  

  /29

  Est $1,483,009

  Not Listed For Sale

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft
  • Built 1993

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 122 Days On Market
• 

  

  

  /22

  $1,100,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,118 Sq Ft

  4 5th St N, Edgartown, MA 02539

  An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement

  Doug Burke Signal House Group at Compass

  4 5th St N, Edgartown, MA 02539
• 

  

  /2

  $5,000,000

  Sold Jun 30, 2025

  93 Oyster Pond Rd Unit 10, Edgartown, MA 02539

  • Land
  • 4.1 Acres
  • $1,219,512 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
• 

  

  /2

  Est $1,173,926

  Not Listed For Sale

  284 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1970

  284 Daggett Ave, Vineyard Haven, MA 02568
• 

  

  

  /21

  $1,195,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  34 10th St S, Edgartown, MA 02539

  Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional

  Chrissie Teague

  34 10th St S, Edgartown, MA 02539
• 

  

  /28

  $6,650,000

  Sold Mar 17, 2026

  7 Clay Pit Ln, Aquinnah, MA 02535

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 1999

  Last Sold Summary

  • 11% Below List Price
  • $1,330/SF
  • 98 Days On Market

  Current Estimated Value $7,336,095

  Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

  7 Clay Pit Ln, Aquinnah, MA 02535
• 

  

  /23

  Est $999,570

  Not Listed For Sale

  95 Summer St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 836 Sq Ft
  • Built 1973

  95 Summer St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 25 Days On Market
• 

  

  /15

  $3,095,000

  $150K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,927 Sq Ft

  44 Tiffany Dr, Oak Bluffs, MA 02557

  This handsome, newly renovated classic Cape, is nestled on a private 1.38-acre lot in the sought after Lagoon Estates community, Oak Bluffs. The property has been thoughtfully renovated with two new kitchens, 5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with

  Perry Patterson MV Luxury Homes LLC

  44 Tiffany Dr, Oak Bluffs, MA 02557
• 

  

  /22

  $975,000

  Sold Jul 07, 2025

  128 Manchester Ave, Oak Bluffs, MA 02568

  • 1 Bed
  • 2 Baths
  • 940 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,037/SF
  • 61 Days On Market

  Last Listing Agent Michele Moore Island Real Estate

  128 Manchester Ave, Oak Bluffs, MA 02568
• 

  /2

  Est $972,084

  Not Listed For Sale

  26 Midland Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft
  • Built 1940

  26 Midland Ave, Vineyard Haven, MA 02568
• 

  

  /28

  $2,950,000

  • 4 Beds
  • 3 Baths
  • 2,927 Sq Ft

  2 Bold Meadow Rd, Edgartown, MA 02539

  Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a

  Stacy Ickes Donnelly + Co.

  2 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /24

  $1,200,180

  Sold Aug 12, 2025

  110 Otis Bassett Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1972

  Last Sold Summary

  • $1,049/SF
  • 13 Days On Market

  Current Estimated Value $1,218,869

  Last Listing Agent Jennifer O'hanlon Compass LLC

  110 Otis Bassett Rd, Vineyard Haven, MA 02568
• 

  

  /44

  Est $1,402,287

  Not Listed For Sale

  4 Lady Slipper Way, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,781 Sq Ft
  • Built 1997

  4 Lady Slipper Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 101 Days On Market
• 

  

  /11

  $650,000

  • 1 Bed
  • 1 Bath
  • 478 Sq Ft

  20 Peases Point Way N Unit 4, Edgartown, MA 02539

  Perfectly situated in the heart of downtown Edgartown, this recently renovated first-floor 1-bedroom, 1-bathroom retreat offers effortless access to the village’s acclaimed shops, galleries, restaurants, Fuller Street Beach, and Edgartown Harbor. The bright, open-concept living space seamlessly connects the kitchen, dining, and living areas, creating an inviting setting for relaxing or

  Jarrett Hurwitz Keller Williams Realty

  20 Peases Point Way N Unit 4, Edgartown, MA 02539
• 

  

  /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

  Current Estimated Value $159,143

  Last Listing Agent Nantucket CompLINK LINK

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568
• 

  

  /19

  Est $1,069,013

  Not Listed For Sale

  160 Spring Hill Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 1983

  160 Spring Hill Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2 Days On Market
• 

  

  /16

  $1,249,000

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  299 Daggett Ave Unit A, Vineyard Haven, MA 02568

  This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

  Karen Overtoom Karen M. Overtoom R.E.

  299 Daggett Ave Unit A, Vineyard Haven, MA 02568
• 

  

  /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

  Current Estimated Value $1,197,612

  Last Listing Agent Kathleen Kendrick Kathleen Kendrick

  52 Old Coach Rd, Vineyard Haven, MA 02568
• 

  

  /72

  Est $1,193,874

  Not Listed For Sale

  18 Goah Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft
  • Built 1998

  18 Goah Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 135 Days On Market
• 

  

  /7

  $650,000

  • Land
  • 1.02 Acres
  • $636,444 per Acre

  23 Calebs Common Ln Unit 101, Edgartown, MA 02539

  CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

  Katherine Donahue Sandpiper Realty

  23 Calebs Common Ln Unit 101, Edgartown, MA 02539
• 

  

  /21

  $435,000

  Sold Aug 26, 2025

  0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

  • Land
  • 4,356 Sq Ft
  • $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
• 

  

  /35

  Est $1,425,133

  Not Listed For Sale

  26 Heath Hen Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 1983

  26 Heath Hen Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 84 Days On Market
• 

  

  /65

  $2,690,000

  $509K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 2,618 Sq Ft

  55 Old House Way, West Tisbury, MA 02575

  Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless

  Leslie Graham Anchor Realty of Martha's Vineyard

  55 Old House Way, West Tisbury, MA 02575
• 

  

  /22

  $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 $1,461,153

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

  19 S Vine Ln, Vineyard Haven, MA 02568
• 

  

  /28

  Est $1,017,911

  Not Listed For Sale

  280 State Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1920

  280 State Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3 Days On Market
• 

  

  /28

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  268 Tashmoo Ave, Vineyard Haven, MA 02568

  Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

  Michele Casavant Vineyard Village Realty

  268 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /49

  $6,100,000

  Sold Mar 24, 2026

  60 Meetinghouse Rd, Chilmark, MA 02535

  • 6 Beds
  • 8 Baths
  • 5,660 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $1,078/SF
  • 111 Days On Market

  Last Listing Agent Jim Feiner Feiner Real Estate

  60 Meetinghouse Rd, Chilmark, MA 02535
• 

  

  /45

  Not Listed For Sale

  15 Canterbury Ln, Vineyard Haven, MA 02568

  • 6 Beds
  • 3 Baths
  • 3,394 Sq Ft
  • Built 1987

  15 Canterbury Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14 Days On Market
• 

  

  /10

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 2,345 Sq Ft

  318 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Walk to the splendid sands of Lamberts Cove Beach as well as Seth's Pond for a dip and the nearby Inn for a romantic dinner. Fabulous location. The enchanting path to the white-rimmed cove is a mere 5-minute walk away. Main house with three bedrooms,large livingroom,many-windowed kitchen, artist;s studio and upstairs sun room. The newer two story Guest House is bright and inviting nestled in the

  Holly Alaimo Tashmoo Realty

  318 Lamberts Cove Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /30

  Est $909,177

  Not Listed For Sale

  7 Elm St, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft
  • Built 1969

  7 Elm St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 213 Days On Market
• 

  

  /4

  $445,000

  $53K PRICE DROP

  • Land
  • 23,958 Sq Ft
  • $809,091 per Acre

  11 Boylston Dr Unit 1.314, 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

  11 Boylston Dr Unit 1.314, Edgartown, MA 02539
• 

  

  /42

  $3,710,000

  Sold Mar 12, 2026

  15 Old Farm Rd, Chilmark, MA 02535

  • 3 Beds
  • 6 Baths
  • 3,171 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Below List Price
  • $1,170/SF
  • 136 Days On Market

  Current Estimated Value $3,907,832

  Last Listing Agent Tina Miller Donnelly + Co.

  15 Old Farm Rd, Chilmark, MA 02535
• 

  

  /22

  Not Listed For Sale

  189 Winyah Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 576 Sq Ft
  • Built 1974

  189 Winyah Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 50 Days On Market
• 

  

  /36

  $2,250,000

  • 4 Beds
  • 4 Baths
  • 2,340 Sq Ft

  11 Oak Ln, Vineyard Haven, MA 02568

  Welcome to 11 Oak Lane, a rare West Tisbury offering that lives as a true Martha's Vineyard family compound, an income-producing investment, or both. Set on 2.7 private acres, the property has been meticulously maintained and recently updated from the systems up, giving you the flexibility to gather generations under one address, live in one home and rent the other, or simply enjoy an exceptional

  Patrick McCarthy Grace Hagerty Real Estate Inc

  11 Oak Ln, Vineyard Haven, MA 02568
• 

  

  /65

  $2,275,000

  Sold May 14, 2026

  69 Whalers Walk, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 2,760 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $824/SF
  • 46 Days On Market

  Current Estimated Value $2,105,603

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

  69 Whalers Walk, Edgartown, MA 02539
• 

  

  /20

  Est $1,021,364

  Not Listed For Sale

  33 Renear St, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1950

  33 Renear St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7 Days On Market
• 

  

  /40

  $1,395,000

  • 4 Beds
  • 3 Baths
  • 1,305 Sq Ft

  46 Kennebec Ave, Oak Bluffs, MA 02557

  This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs'

  Michael Schweikert Ocean Park Realty Inc

  46 Kennebec Ave, Oak Bluffs, MA 02557
• 

  

  /37

  $2,495,000

  Sold Nov 20, 2025

  16 Mockingbird Dr, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 2,694 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Below List Price
  • $926/SF
  • 146 Days On Market

  Current Estimated Value $2,475,249

  Last Listing Agent Emma Kennedy Sandpiper Realty

  16 Mockingbird Dr, Edgartown, MA 02539
• 

  

  /5

  Est $971,396

  Not Listed For Sale

  146 Edgartown Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft
  • Built 1958

  146 Edgartown Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 138 Days On Market

Showing Results 561 - 600, Page 15 of 18