Dukes County, MA Homes

• 

  

  

  /3

  $375,000

  $75K PRICE DROP

  • Land
  • 8,712 Sq Ft
  • $1,875,000 per Acre

  00 Moshup Trail Unit 7-5, Aquinnah, MA 02535

  Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/5 acre of beach on the Atlantic. This is not a buildable lot, no structures of any kind are permitted. Map 10, Lot 7-5

  Russell Maloney Russell Maloney Real Estate

  00 Moshup Trail Unit 7-5, Aquinnah, MA 02535
• 

  

  

  /7

  $550,000

  Sold Apr 15, 2026

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

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Below List Price
  • $406/SF
  • 5 Days On Market

  Current Estimated Value $641,835

  Last Listing Agent Emma Kennedy Sandpiper Realty, Inc.

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

  

  /2

  Est $3,291,693

  Not Listed For Sale

  44 S Summer St, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft
  • Built 1780

  44 S Summer St, Edgartown, MA 02539

  Last Sold Summary

  • 23% Below List Price
  • $1,202/SF

  • Last Sold Price $2,675,000

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

  

  

  /4

  $439,500

  $6K PRICE DROP

  • Land
  • 24,393 Sq Ft
  • $784,821 per Acre

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

  Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

  Alyssa Halisky Wallace & Co. Sotheby's

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
• 

  

  

  /41

  $1,310,000

  Sold Aug 18, 2025

  35 E Side Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $667/SF
  • 0 Days On Market

  Current Estimated Value $1,346,390

  Last Listing Agent Kristin Buck Donnelly + Co

  35 E Side Rd, Oak Bluffs, MA 02557
• 

  

  /35

  Not Listed For Sale

  37 Cooke St, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft
  • Built 1680

  37 Cooke St, Edgartown, MA 02539

  Last Sold Summary

  • $4,216/SF
  • 103 Days On Market

  • Last Sold Price $8,500,000
  • Jul 25, 2018

  Last Listing Agent Gerrett Conover Landvest MV
• 

  

  /34

  $1,599,000

  • 5 Beds
  • 2 Baths
  • 1,440 Sq Ft

  393 Lighthouse Rd, Aquinnah, MA 02535

  Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

  Julianna Flanders Flanders Real Estate

  393 Lighthouse Rd, Aquinnah, MA 02535
• 

  

  /15

  $1,150,000

  Sold May 30, 2025

  14 Galway Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,338 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $859/SF
  • 48 Days On Market

  Current Estimated Value $1,165,612

  Last Listing Agent Michele Casavant Vineyard Village Realty

  14 Galway Rd, Vineyard Haven, MA 02568
• 

  

  /19

  Est $1,500,666

  Not Listed For Sale

  67 Simpsons Ln, Edgartown, MA 02539

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Built 1930

  67 Simpsons Ln, Edgartown, MA 02539

  Last Sold Summary

  • 11% Above List Price
  • $1,512/SF
  • 21 Days On Market

  • Last Sold Price $1,350,000
  • Jul 30, 2024

  Last Listing Agent Martha Smith C McManus Realty Group
• 

  

  /21

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 2,730 Sq Ft

  5 Pine Tree Ln, Vineyard Haven, MA 02568

  Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for

  Kristin Francoeur Gibson Sotheby's International Realty

  5 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  /37

  $4,350,000

  Sold Jan 07, 2026

  146 Quansoo Rd, Chilmark, MA 02535

  • 5 Beds
  • 3 Baths
  • 3,440 Sq Ft
  • Built 1988

  Last Sold Summary

  • 21% Below List Price
  • $1,265/SF
  • 155 Days On Market

  Current Estimated Value $4,293,857

  Last Listing Agent Meg Bodnar Tea Lane Associates

  146 Quansoo Rd, Chilmark, MA 02535
• 

  

  /25

  Est $1,988,331

  Not Listed For Sale

  61 Simpsons Ln, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,195 Sq Ft
  • Built 1935

  61 Simpsons Ln, Edgartown, MA 02539

  Last Sold Summary

  • 6% Above List Price
  • $1,569/SF
  • 269 Days On Market

  • Last Sold Price $1,875,000
  • Jun 13, 2024

  Last Listing Agent Martha Smith C McManus Realty Group
• 

  

  /26

  $1,595,000

  $55K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,810 Sq Ft

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568

  This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for

  Jessie Holtham Wallace & Co. Sotheby's International Realty

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568
• 

  

  /45

  $5,250,000

  Sold Jul 02, 2025

  14 Katama Farm S, Edgartown, MA 02539

  • 3 Beds
  • 4.5 Baths
  • 2,869 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $1,830/SF
  • 37 Days On Market

  Last Listing Agent Courtney Marek Sandpiper Realty

  14 Katama Farm S, Edgartown, MA 02539
• 

  

  /25

  Est $3,611,678

  Not Listed For Sale

  18 Pent Ln, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 1820

  18 Pent Ln, Edgartown, MA 02539

  Last Sold Summary

  • 4% Below List Price
  • $2,243/SF
  • 27 Days On Market

  • Last Sold Price $3,750,000
  • Oct 02, 2024

  Last Listing Agent Gerrett Conover Landvest MV
• 

  

  /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
• 

  

  /32

  $2,475,000

  Sold Feb 20, 2026

  28 Marthas Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,566 Sq Ft
  • Built 1987

  Last Sold Summary

  • 21% Below List Price
  • $965/SF
  • 219 Days On Market

  Current Estimated Value $2,525,718

  Last Listing Agent Stacy Ickes Donnelly + Co.

  28 Marthas Rd, Edgartown, MA 02539
• 

  

  /46

  Est $3,631,056

  Not Listed For Sale

  34 School St, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,548 Sq Ft
  • Built 1820

  34 School St, Edgartown, MA 02539

  Last Sold Summary

  • 10% Above List Price
  • $1,297/SF
  • 48 Days On Market

  • Last Sold Price $3,305,000
  • Jan 22, 2025

  Last Listing Agent Trish Lyman Compass | Point B
• 

  /2

  $674,000

  $25K PRICE DROP Pending

  • Land
  • 21,344 Sq Ft
  • $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
• 

  

  /20

  $992,500

  Sold Dec 22, 2025

  72 Washington Ave, Vineyard Haven, MA 02568

  • 1 Bed
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $862/SF
  • 6 Days On Market

  Current Estimated Value $970,809

  Last Listing Agent Martha Smith C McManus Realty Group

  72 Washington Ave, Vineyard Haven, MA 02568

Showing Results 681 - 720, Page 18 of 18