Dukes County, MA Homes

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  /21

  $1,950,000

  • 3 Beds
  • 2 Baths
  • 2,237 Sq Ft

  10 Duende Ln, Edgartown, MA 02539

  Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  10 Duende Ln, Edgartown, MA 02539
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  /42

  $2,900,000 Sold Jul 03, 2025

  67 Hidden Village Rd, Vineyard Haven, MA 02568

  • 7 Beds
  • 5.5 Baths
  • 4,476 Sq Ft
  • Built 1997

  Last Sold Summary

  • 24% Below List Price
  • $648/SF
  • 347 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co.

  67 Hidden Village Rd, Vineyard Haven, MA 02568
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  /13

  Est $4,410,745 Not Listed For Sale

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

  144 Pond View Farm Rd, Vineyard Haven, MA 02568

  144 Pond View Farm Rd, Vineyard Haven, MA 02568
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  /20

  $1,650,000

  • 2 Beds
  • 1 Bath
  • 716 Sq Ft

  46 Tiercel Ln, Chilmark, MA 02535

  Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

  Stacy Ickes Donnelly + Co

  46 Tiercel Ln, Chilmark, MA 02535
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  /28

  $1,400,000 Sold Nov 26, 2025

  5 Scottys Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1968

  Last Sold Summary

  • 22% Below List Price
  • $879/SF
  • 126 Days On Market

  Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  5 Scottys Ln, Vineyard Haven, MA 02568
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  /42

  Est $1,910,025 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,172 Sq Ft

  44 Music St, Vineyard Haven, MA 02568

  44 Music St, Vineyard Haven, MA 02568
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  /44

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 2,760 Sq Ft

  52 Carrolls Way, Vineyard Haven, MA 02568

  SHOWINGS START TUESDAY FEBRUARY 3. It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office. There are multiple storage and garage options to lend to a variety of needs. Being in the R-20 zoning

  Jim Feiner Feiner Real Estate

  52 Carrolls Way, Vineyard Haven, MA 02568
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  /25

  $917,500 Sold Mar 10, 2025

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $483/SF
  • 140 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557
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  /23

  Est $2,072,460 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  50 Campbell Rd, Vineyard Haven, MA 02568

  50 Campbell Rd, Vineyard Haven, MA 02568
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  /38

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 1,714 Sq Ft

  116 Franklin Terrace, Vineyard Haven, MA 02568

  Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full

  Pricila Ray Keller Williams Realty

  116 Franklin Terrace, Vineyard Haven, MA 02568
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  /15

  $975,000 Sold May 02, 2025

  15 14th St N, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $923/SF
  • 55 Days On Market

  Current Estimated Value $1,139,155

  Last Listing Agent Mike Sawyer Sawyer Realty Group

  15 14th St N, Edgartown, MA 02539
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  /6

  Est $2,967,988 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,935 Sq Ft

  71 Runner Rd, Vineyard Haven, MA 02568

  71 Runner Rd, Vineyard Haven, MA 02568
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  /2

  $3,000,000

  • Land
  • 5 Acres
  • $600,000 per Acre

  15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539

  PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public

  John O'Connell Portfolio Properties

  15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539
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  /34

  $3,746,925 Sold Nov 14, 2025

  39 Sengekontacket Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $1,310/SF
  • 114 Days On Market

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  39 Sengekontacket Rd, Edgartown, MA 02539
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  /11

  Est $1,681,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  111 Charles Neck Way, Vineyard Haven, MA 02568

  111 Charles Neck Way, Vineyard Haven, MA 02568
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  /37

  $3,850,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,840 Sq Ft

  8 High St, Edgartown, MA 02539

  A Coveted Village OpportunitySet on one of Edgartown’s most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island’s finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth

  Valene Pires The Agency

  8 High St, Edgartown, MA 02539
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  /2

  $24,000,000 Sold Jan 28, 2026

  177 Katama Rd, Edgartown, MA 02539

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft
  • Built 1900

  Last Sold Summary

  • $6,438/SF
  • 0 Days On Market

  Last Listing Agent Thomas Leclair Landvest MV

  177 Katama Rd, Edgartown, MA 02539
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  /31

  Est $1,201,327 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 855 Sq Ft

  16 Elias Ln, Vineyard Haven, MA 02568

  16 Elias Ln, Vineyard Haven, MA 02568
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  /51

  $9,403,000

  • 6 Beds
  • 7 Baths
  • 6,135 Sq Ft

  52 S Summer St, Edgartown, MA 02539

  The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

  Alyssa Halisky Wallace & Co. Sotheby's

  52 S Summer St, Edgartown, MA 02539
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  /11

  $749,000 Sold Apr 14, 2025

  488 Lighthouse Rd, Aquinnah, MA 02535

  • 1 Bed
  • 0.5 Baths
  • 240 Sq Ft
  • Built 1980

  Last Sold Summary

  • $3,121/SF
  • 0 Days On Market

  Current Estimated Value $1,283,955

  Last Listing Agent Meg Bodnar Tea Lane Associates

  488 Lighthouse Rd, Aquinnah, MA 02535
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  /26

  Est $1,050,477 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,182 Sq Ft

  4 Elias Ln, Vineyard Haven, MA 02568

  4 Elias Ln, Vineyard Haven, MA 02568
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  /41

  $8,900,000 Pre-Foreclosure

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
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  /17

  $700,000 Sold Jun 20, 2025

  2 Fisk Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1 Bath
  • 725 Sq Ft
  • Built 1870

  Last Sold Summary

  • 7% Below List Price
  • $966/SF
  • 111 Days On Market

  Current Estimated Value $731,567

  Last Listing Agent Julie Walker Century 21 North East

  2 Fisk Ave, Oak Bluffs, MA 02557
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  /28

  Est $1,287,619 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  175 Oak Ln, Vineyard Haven, MA 02568

  175 Oak Ln, Vineyard Haven, MA 02568
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  /8

  $599,000 Coming Soon

  • Land
  • 0.07 Acre
  • $8,557,143 per Acre

  112 Dukes County Ave, Oak Bluffs, MA 02557

  COMING SOON! Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha's Vineyard's most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha's Vineyard

  Rose Ryley Wallace & Co. Sotheby's International Realty

  112 Dukes County Ave, Oak Bluffs, MA 02557
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  /21

  $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 $1,446,866

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

  19 S Vine Ln, Vineyard Haven, MA 02568
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  /23

  Est $1,901,859 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,026 Sq Ft

  171 Otis Bassett Rd, Vineyard Haven, MA 02568

  171 Otis Bassett Rd, Vineyard Haven, MA 02568
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  /26

  $1,595,000

  • 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

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568
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  /55

  $15,000,000 Sold Apr 09, 2025

  8 Snail Rd, Chilmark, MA 02535

  • 6 Beds
  • 7 Baths
  • 6,967 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Above List Price
  • $2,153/SF
  • 25 Days On Market

  Current Estimated Value $12,174,857

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

  8 Snail Rd, Chilmark, MA 02535
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  /16

  Est $1,286,168 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  35 Skiffs Ln, Vineyard Haven, MA 02568

  35 Skiffs Ln, Vineyard Haven, MA 02568
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  /61

  $4,695,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  16 Frog Hollow, Vineyard Haven, MA 02568

  Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

  Rose Ryley Wallace & Co. Sotheby's

  16 Frog Hollow, Vineyard Haven, MA 02568
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  /23

  $1,500,000 Sold Sep 25, 2025

  190 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  Last Sold Summary

  • 15% Below List Price
  • $1,071/SF
  • 43 Days On Market

  Current Estimated Value $1,470,452

  Last Listing Agent Kathleen Kendrick Kendrick Real Estate

  190 Longview Rd, Vineyard Haven, MA 02568
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  /37

  Est $1,213,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  43 Skiffs Ln, Vineyard Haven, MA 02568

  43 Skiffs Ln, Vineyard Haven, MA 02568
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  /40

  $1,295,000

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts NEW flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new

  Alice Pierce Coldwell Banker Realty - Martha's Vineyard

  9 Brunswick Ave, Oak Bluffs, MA 02557
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  /4

  $1,800,000 Sold Dec 02, 2025

  16 Schoolhouse Rd, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Below List Price
  • $1,029/SF
  • 144 Days On Market

  Last Listing Agent Lesley Heidt Sandpiper Realty Inc

  16 Schoolhouse Rd, Edgartown, MA 02539
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  /49

  Est $1,856,519 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  75 Skiffs Ln, Vineyard Haven, MA 02568

  75 Skiffs Ln, Vineyard Haven, MA 02568
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  /30

  $985,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  22 Clark Ave, Vineyard Haven, MA 02568

  A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and ferry port. This move-in ready Clark Avenue abode offers the magic formula of single level living

  Helena Kirschenbaum Studio Realty

  22 Clark Ave, Vineyard Haven, MA 02568
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  /2

  $1,125,000 Sold Jan 23, 2026

  96 Manchester Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 3,192 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 7 Days On Market

  Last Listing Agent Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /26

  Est $4,779,032 Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,800 Sq Ft

  48 Forest Rd, Vineyard Haven, MA 02568

  48 Forest Rd, Vineyard Haven, MA 02568
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  /16

  $1,295,000

  • Land
  • 4.4 Acres
  • $294,318 per Acre

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535

  This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. There are so many outstanding possibilities for a future Buyer to build their dream home on this

  Elissa Lash Tea Lane Associates

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535

Showing Results 481 - 520, Page 13 of 18