Dukes County, MA Homes

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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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  /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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  /20

  $850,000

  • 2 Beds
  • 1 Bath
  • 834 Sq Ft

  21 Clay Pit Rd, Edgartown, MA 02539

  EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the

  Leslie C. Floyd Portfolio Properties

  21 Clay Pit Rd, Edgartown, MA 02539
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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 $1,897,206 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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  /51

  $9,499,000

  • 4 Beds
  • 7 Baths
  • 5,458 Sq Ft

  43 Peases Point Way S, Edgartown, MA 02539

  Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

  Katherine Donahue Sandpiper Realty Inc

  43 Peases Point Way S, 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 $3,400,251

  Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  7 Whistling Swan Cir, Edgartown, MA 02539
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  /19

  Est $1,280,068 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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  /14

  $4,950,000

  • Land
  • 14.4 Acres
  • $343,750 per Acre

  3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

  Build your dream home or homes on a special two lot 14+ 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

  Robert Kenney Tea Lane Associates

  3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
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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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  /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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  /45

  $1,600,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  10 Dory Cir, Edgartown, MA 02539

  Edgartown Village Opportunity – Main House & New Guest Cottage Tucked just off Upper Main Street, this unique Edgartown property offers exceptional flexibility with two dwellings—perfect for personal use, rental income, or a combination of both. The main house has been thoughtfully updated with numerous improvements, including a new kitchen, renovated bath, upgraded electrical, and HVAC system

  Stacy Ickes Donnelly + Co

  10 Dory Cir, 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 Properties

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

  Est $2,201,068 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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  /21

  $995,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  95 Tashmoo Ave, Vineyard Haven, MA 02568

  This terrific in-town neighborhood allows you easy access to Main Street, the library, shops, restaurants, the Steamship Authority and more. Hardwood floors throughout. Spacious and combined living/dining room. The attached garage measures 14’ x 23’ . With a good size yard for the outside activities. So much potential in this 1960’s starter home. Seller will provide a credit of up to $50,000 for

  Peter Cronig Cronigs Real Estate

  95 Tashmoo Ave, Vineyard Haven, MA 02568
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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

  Current Estimated Value $2,210,772

  Last Listing Agent Wendy Harman Compass | Point B

  29 Pradas Way, Edgartown, MA 02539
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  /12

  Est $1,050,536 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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  /8

  $700,000

  • Land
  • 0.26 Acre
  • $2,670,736 per Acre

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

  Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are already at the site,

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
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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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  /27

  Est $1,023,369 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,081 Sq Ft

  90 Holly Tree Ln, Vineyard Haven, MA 02568

  90 Holly Tree Ln, Vineyard Haven, MA 02568
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  /12

  $2,349,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  11 Norton St, Edgartown, MA 02539

  EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  11 Norton St, Edgartown, MA 02539
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  /48

  $1,775,000 Sold Nov 07, 2025

  3 Fulling Mill Rd, Chilmark, MA 02535

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Below List Price
  • $1,027/SF
  • 170 Days On Market

  Current Estimated Value $1,816,541

  Last Listing Agent Jill Napior Tea Lane Associates

  3 Fulling Mill Rd, Chilmark, MA 02535
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  /27

  Est $2,593,196 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,310 Sq Ft

  484 Main St, Vineyard Haven, MA 02568

  484 Main St, Vineyard Haven, MA 02568
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  /2

  $799,000

  • Land
  • 0.91 Acre
  • $878,022 per Acre

  22 Bramble Path, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path, West Tisbury, MA 02568
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  /36

  $1,950,000 Sold Jul 02, 2025

  51 Black Brook Crossing Rd, West Tisbury, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $725/SF
  • 30 Days On Market

  Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

  51 Black Brook Crossing Rd, West Tisbury, MA 02568
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  /26

  Est $3,975,999 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,686 Sq Ft

  137 Massasoit Ave, Vineyard Haven, MA 02568

  137 Massasoit Ave, Vineyard Haven, MA 02568
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  /14

  $389,000

  • Land
  • 0.17 Acre
  • $2,288,235 per Acre

  00 Moshup Trail, 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 the

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  00 Moshup Trail, Aquinnah, MA 02535
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  /22

  $1,164,000 Sold Aug 12, 2025

  110 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1921

  Last Sold Summary

  • 22% Below List Price
  • $705/SF
  • 106 Days On Market

  Current Estimated Value $1,168,774

  Last Listing Agent Kate Burnside Portfolio Properties

  110 Daggett Ave, Vineyard Haven, MA 02568
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  /24

  Est $2,070,566 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,830 Sq Ft

  125 Massasoit Ave, Vineyard Haven, MA 02568

  125 Massasoit Ave, Vineyard Haven, MA 02568
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  /30

  $2,950,000

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  33 Ocean Ave, Oak Bluffs, MA 02557

  A rare offering on iconic Ocean Park. This beautifully renovated Victorian cottage sits in the heart of historic Oak Bluffs with unencumbered views of Ocean Park and Vineyard Sound. Completely rebuilt in 2024, this 3-bedroom, home blends classic Vineyard charm with modern comforts, featuring a welcoming wraparound porch, a beach-stone wood-burning fireplace, new kitchen, baths, windows, doors and

  Marcia Sullivan Garvey Donnelly + Co.

  33 Ocean Ave, Oak Bluffs, MA 02557
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  /13

  $2,050,000 Sold May 01, 2025

  16 Red Coat Hill Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,007 Sq Ft
  • Built 2016

  Last Sold Summary

  • 2% Below List Price
  • $2,036/SF
  • 0 Days On Market

  Current Estimated Value $1,565,142

  Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

  16 Red Coat Hill Rd, Vineyard Haven, MA 02568
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  /18

  Est $1,248,781 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  46 Lake Ave, Edgartown, MA 02539

  46 Lake Ave, Edgartown, MA 02539
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  /7

  $700,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft

  10 Putnam Way, Vineyard Haven, MA 02568

  Raised ranch style house on a corner lot near the lagoon. This could be the ''fixer upper'' buyers always ask about. Location is in the Lagoon Pond watershed and BUYER will have to replace the septic system to bring up to latest environmental requirements.

  Kathleen Dawson Donnelly + Co.

  10 Putnam Way, Vineyard Haven, MA 02568
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  /24

  $4,325,000 Sold Dec 05, 2025

  18 Homeward Way, Chilmark, MA 02535

  • 5 Beds
  • 2.5 Baths
  • 3,885 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $1,113/SF
  • 8 Days On Market

  Last Listing Agent Bill Rossi Studio Realty

  18 Homeward Way, Chilmark, MA 02535
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  /26

  Est $2,368,388 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  437 State Rd, Aquinnah, MA 02535

  437 State Rd, Aquinnah, MA 02535
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  /16

  $1,045,000 Pending

  • 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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  /7

  $600,000 Sold Jun 23, 2025

  27 7th St N Unit 198, Edgartown, MA 02539

  • Land
  • 0.5 Acre
  • $1,200,000 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 4 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co

  27 7th St N Unit 198, Edgartown, MA 02539
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  /79

  Est $1,470,136 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,093 Sq Ft

  76 State Rd, Aquinnah, MA 02535

  76 State Rd, Aquinnah, MA 02535
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  /41

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 3,361 Sq Ft

  735 Franklin St, Vineyard Haven, MA 02568

  Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

  Emily Flake Viewpoints

  735 Franklin St, Vineyard Haven, MA 02568
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  /66

  $1,495,000 Sold Feb 11, 2025

  95 Beach Rd Unit Residential & Commer, Vineyard Haven, MA 02568

  • 2 Beds
  • 3.5 Baths
  • 1,951 Sq Ft
  • Built 1935

  Last Sold Summary

  • 17% Below List Price
  • $766/SF
  • 81 Days On Market

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

  95 Beach Rd Unit Residential & Commer, Vineyard Haven, MA 02568

Showing Results 641 - 680, Page 17 of 18