Edgartown, MA Homes

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  /15

  $510,000

  • 1 Bed
  • 1.5 Baths
  • 591 Sq Ft

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

  Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

  Sheila Morse Island Real Estate

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
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  /21

  $1,775,000 Sold Apr 17, 2026

  90 Schoolhouse Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1984

  Last Sold Summary

  • $1,217/SF
  • 9 Days On Market

  Current Estimated Value $1,725,804

  Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

  90 Schoolhouse Rd, Edgartown, MA 02539
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  /52

  Est $2,044,530 Not Listed For Sale

  24 Mariners Way, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1984

  24 Mariners Way, Edgartown, MA 02539

  Last Sold Summary

  • 20% Above List Price
  • $867/SF
  • 83 Days On Market

  • Last Sold Price $1,700,000
  • Aug 29, 2023

  Last Listing Agent Patti Dean Wiggy's Pond Real Estate
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  /24

  $1,625,000

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  109 Litchfield Rd, Edgartown, MA 02539

  CHAPPAQUIDDICK – Set back from the road on an oversized parcel, this spacious three-bedroom home offers both privacy and convenience, making it ideal for every season. A detached workshop provides exceptional versatility, offering ample space for storing boating and beach gear, fishing equipment, or serving as a creative workspace. Distant second-story water views and proximity to conservation

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  109 Litchfield Rd, Edgartown, MA 02539
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  /4

  $2,300,000 Sold Oct 29, 2025

  26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539

  • Land
  • 1.52 Acres
  • $1,513,158 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 271 Days On Market

  Last Listing Agent Leslie C. Floyd Portfolio Properties

  26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539
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  /2

  Not Listed For Sale

  19 Oakdale Dr, Edgartown, MA 02539

  • 2 Beds
  • 3 Baths
  • 1,436 Sq Ft
  • Built 1950

  19 Oakdale Dr, Edgartown, MA 02539

  Last Sold Summary

  • $1,052/SF

  • Last Sold Price $1,510,000

  Last Listing Agent Stephanie Roache Donnelly + Co
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  /19

  $19,900,000

  • 5 Beds
  • 7 Baths
  • 6,577 Sq Ft

  33 Boldwater Rd, Edgartown, MA 02539

  Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted stone house and guest house with pool in a naturalized setting that redefines the conventions of

  Deb Hancock Hancock Real Estate

  33 Boldwater Rd, Edgartown, MA 02539
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  /2

  $1,100,000 Sold Dec 29, 2025

  200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539

  • Land
  • 1.37 Acres
  • $802,920 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539
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  /2

  Not Listed For Sale

  11 N Neck Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,620 Sq Ft
  • Built 1979

  11 N Neck Rd, Edgartown, MA 02539

  Last Sold Summary

  • $1,145/SF

  • Last Sold Price $3,000,000

  Last Listing Agent Leslie C. Floyd Portfolio Properties
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  /23

  $899,000

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  4 Quail Run Unit 1, Oak Bluffs, MA 02557

  Located in a desirable waterfront community, this newly painted end-unit condo offers 1 bedroom plus a versatile loft and 1.5 bathrooms, combining comfort with easy, low-maintenance ownership. Residents enjoy a community dock, pond access, kayak storage, boat launch, a clubhouse, and tennis courts. This year-round home is filled with natural light and features a spacious deck —perfect for

  Jarrett Hurwitz Keller Williams Realty

  4 Quail Run Unit 1, Oak Bluffs, MA 02557
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  /44

  $8,450,000 Sold Sep 09, 2025

  52 Fuller St, Edgartown, MA 02539

  • 6 Beds
  • 8 Baths
  • 6,881 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $1,228/SF
  • 115 Days On Market

  Current Estimated Value $8,325,379

  Last Listing Agent Gerrett Conover Landvest MV

  52 Fuller St, Edgartown, MA 02539
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  /30

  Est $1,312,070 Not Listed For Sale

  23 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,439 Sq Ft
  • Built 1986

  23 Edgewood Dr, Edgartown, MA 02539

  Last Sold Summary

  • 5% Above List Price
  • $865/SF
  • 5 Days On Market

  • Last Sold Price $1,245,000
  • Jun 14, 2024

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc
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  /43

  $12,925,000

  • 5 Beds
  • 4.5 Baths
  • 3,466 Sq Ft

  14 Thayer St, Edgartown, MA 02539

  Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center.The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring

  Paul Pertile The Agency

  14 Thayer St, Edgartown, MA 02539
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  /38

  $1,850,000 Sold Sep 09, 2025

  234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $965/SF
  • 41 Days On Market

  Current Estimated Value $1,670,293

  Last Listing Agent Stephanie Roache Donnelly + Co.

  234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  /26

  Est $1,366,727 Not Listed For Sale

  77 20th St S, Edgartown, MA 02539

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

  77 20th St S, Edgartown, MA 02539

  Last Sold Summary

  • 33% Above List Price
  • $581/SF
  • 18 Days On Market

  • Last Sold Price $1,025,000
  • Apr 27, 2023

  Last Listing Agent Leslie C. Floyd Portfolio Properties
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  /27

  $2,400,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,884 Sq Ft

  27 7th St N, Edgartown, MA 02539

  27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

  Michele Casavant Vineyard Village Realty

  27 7th St N, Edgartown, MA 02539
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  /25

  $1,330,000 Sold Jan 05, 2026

  5 Pipn Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1971

  Last Sold Summary

  • 11% Below List Price
  • $739/SF
  • 92 Days On Market

  Current Estimated Value $1,364,048

  Last Listing Agent Katie Donahue Sandpiper Realty

  5 Pipn Rd, Edgartown, MA 02539
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  /2

  Not Listed For Sale

  10 Farm Way, Edgartown, MA 02539

  • 5 Beds
  • 4 Baths
  • 2,760 Sq Ft
  • Built 1984

  10 Farm Way, Edgartown, MA 02539

  Last Sold Summary

  • $574/SF

  • Last Sold Price $1,585,000

  Last Listing Agent Leslie C. Floyd Portfolio Properties
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  /22

  $899,000

  • 2 Beds
  • 0.5 Baths
  • 953 Sq Ft

  50 Canonicus Ave, Oak Bluffs, MA 02557

  Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

  Michele Moore Island Real Estate

  50 Canonicus Ave, Oak Bluffs, MA 02557
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  /29

  $999,000 Sold Sep 04, 2025

  11 Onondaga Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1996

  Last Sold Summary

  • 20% Below List Price
  • $501/SF
  • 21 Days On Market

  Current Estimated Value $1,032,544

  Last Listing Agent Rene Ben David Ocean Park Realty Inc

  11 Onondaga Ave, Vineyard Haven, MA 02568
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  /7

  Not Listed For Sale

  4 Lauras Way, Edgartown, MA 02539

  • 6 Beds
  • 4.5 Baths
  • 2,737 Sq Ft
  • Built 1985

  4 Lauras Way, Edgartown, MA 02539

  Last Sold Summary

  • $475/SF
  • 386 Days On Market

  • Last Sold Price $1,300,000
  • Oct 20, 2023

  Last Listing Agent Bob Sparks American Real Estate LLC
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  /10

  $2,450,000

  • Land
  • 5.37 Acres
  • $456,238 per Acre

  9 Maqua Way, Edgartown, MA 02539

  Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  9 Maqua Way, Edgartown, MA 02539
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  /30

  $1,525,000 Sold Oct 07, 2025

  15 Jernegan Pond Rd, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1945

  Last Sold Summary

  • 23% Below List Price
  • $747/SF
  • 209 Days On Market

  Last Listing Agent Lesley Heidt Sandpiper Realty

  15 Jernegan Pond Rd, Edgartown, MA 02539
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  /29

  Est $1,594,987 Not Listed For Sale

  41 Dodgers Hole Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Built 1997

  41 Dodgers Hole Rd, Edgartown, MA 02539

  Last Sold Summary

  • 3% Below List Price
  • $1,237/SF
  • 38 Days On Market

  • Last Sold Price $1,640,000
  • Oct 31, 2024

  Last Listing Agent Stephanie Roache Donnelly + Co
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  /20

  $925,000

  • 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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  /26

  $1,400,000 Sold Jul 10, 2025

  73 Dodgers Hole Rd, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 2,019 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $693/SF
  • 8 Days On Market

  Current Estimated Value $1,399,034

  Last Listing Agent Stephanie Roache Donnelly + Co.

  73 Dodgers Hole Rd, Edgartown, MA 02539
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  /2

  Est $1,372,476 Not Listed For Sale

  12 Eagles Nest, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1990

  12 Eagles Nest, Edgartown, MA 02539

  Last Sold Summary

  • 6% Below List Price
  • $926/SF

  • Last Sold Price $1,300,001

  Last Listing Agent Lesley Heidt Sandpiper Realty
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  /27

  $14,250,000

  • 6 Beds
  • 5.5 Baths
  • 4,820 Sq Ft

  68 N Water St, Edgartown, MA 02539

  This expansive historic compound in the heart of Edgartown Village blends timeless charm with modern luxury. Just steps from top restaurants and shops, the home has been fully renovated by Stern McCafferty Architecture + Interiors, pairing contemporary design with classic architectural detail. Inside, open-plan living spaces create an effortless flow for entertaining, with a sleek kitchen and

  Tom Wallace

  68 N Water St, Edgartown, MA 02539
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  /19

  $835,000 Sold Nov 05, 2025

  1 Onondaga Ave, Oak Bluffs, MA 02557

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Built 2000

  Last Sold Summary

  • 12% Below List Price
  • $870/SF
  • 119 Days On Market

  Last Listing Agent Leslie C. Floyd Portfolio Properties

  1 Onondaga Ave, Oak Bluffs, MA 02557
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  /2

  Est $1,279,948 Not Listed For Sale

  39 Flamingo Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1986

  39 Flamingo Dr, Edgartown, MA 02539

  Last Sold Summary

  • 11% Below List Price
  • $810/SF

  • Last Sold Price $1,150,000

  Last Listing Agent Madelyn Silvia Wallace & Co. Sotheby's
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  /77

  $21,500,000

  • 10 Beds
  • 14 Baths
  • 7,598 Sq Ft

  56 N Summer St, Edgartown, MA 02539

  A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the

  Alyssa Halisky Wallace & Co. Sotheby's

  56 N Summer St, Edgartown, MA 02539
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  /26

  $3,200,000 Sold Nov 18, 2025

  23 Manaca Hill Rd, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1966

  Last Sold Summary

  • $3,333/SF
  • 28 Days On Market

  Current Estimated Value $3,349,850

  Last Listing Agent Katie Donahue Sandpiper Realty

  23 Manaca Hill Rd, Edgartown, MA 02539
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  /2

  Est $1,237,102 Not Listed For Sale

  13 Flamingo Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1994

  13 Flamingo Dr, Edgartown, MA 02539

  Last Sold Summary

  • 10% Below List Price
  • $744/SF

  • Last Sold Price $1,125,000

  Last Listing Agent Katie Donahue Sandpiper Realty
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  /14

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,182,285 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
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  /35

  $2,700,000 Sold Oct 10, 2025

  21 Kitts Field Cir, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,612 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $1,675/SF
  • 60 Days On Market

  Current Estimated Value $2,669,366

  Last Listing Agent Lynn Buder Sandpiper Realty

  21 Kitts Field Cir, Edgartown, MA 02539
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  /20

  Est $1,165,247 Not Listed For Sale

  4 Mockingbird Dr, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1986

  4 Mockingbird Dr, Edgartown, MA 02539

  Last Sold Summary

  • 6% Above List Price
  • $917/SF
  • 15 Days On Market

  • Last Sold Price $1,100,000
  • Dec 05, 2024

  Last Listing Agent Alyson Parker Karen M. Overtoom R.E.
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  /14

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,179,487 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association on Martha's Vineyard. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck,

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Overview Ln, Oak Bluffs, MA 02557
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  /2

  $515,000 Sold Jul 15, 2025

  64 Deer Run Rd, Oak Bluffs, MA 02568

  • Land
  • 20,124 Sq Ft
  • $1,114,719 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  64 Deer Run Rd, Oak Bluffs, MA 02568
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  Not Listed For Sale

  72 Windsor Dr Unit 99.71, Edgartown, MA 02539

  72 Windsor Dr Unit 99.71, Edgartown, MA 02539

  Last Sold Summary

  • 0 Days On Market

  • Last Sold Price $700,500
  • May 07, 2025

  Last Listing Agent Jim Joyce Carroll & Vincent R.E.
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  /8

  $695,000

  • Land
  • 11,417 Sq Ft
  • $2,651,660 per Acre

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

  GOING, GOING... GONE!This is the LAST 3-bedroom lot available in Cluster C.12 lots SOLD 9 homes already built.Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, offering sweeping sky views, vibrant sunsets, and refreshing sea breezes.The lot is ready

  Marilyn Moses Ocean Park Realty Inc

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

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