Homes in ZIP Code 02539

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  /37

  Est $3,855,584 Not Listed For Sale

  119 S Water St, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 1,949 Sq Ft
  • Built 1850

  119 S Water St, Edgartown, MA 02539

  Last Sold Summary

  • $1,981/SF
  • 37 Days On Market

  Last Sold Price $3,860,000

  Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC
• 

  

  /2

  $625,000 Under Contract

  • Land
  • 0.28 Acre
  • $2,269,426 per Acre

  77 Sixth St N Unit 160, Edgartown, MA 02539

  *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.From Wastewater

  Sheila Morse Island Real Estate

  77 Sixth St N Unit 160, Edgartown, MA 02539
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  /7

  $2,083,500 Sold Dec 19, 2025

  209 Chappaquiddick Rd, Edgartown, MA 02539

  • 5 Beds
  • 3 Baths
  • 3,475 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $600/SF

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

  209 Chappaquiddick Rd, Edgartown, MA 02539
• 

  

  

  /41

  Est $4,157,941 Not Listed For Sale

  109 School St, Edgartown, MA 02539

  • 6 Beds
  • 4 Baths
  • 3,193 Sq Ft
  • Built 1900

  109 School St, Edgartown, MA 02539

  Last Sold Summary

  • 9% Above List Price
  • $1,190/SF
  • 168 Days On Market

  Last Sold Price $3,800,000

  Last Listing Agent Grace Bishop Compass
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  /4

  $474,000

  • Land
  • 0.55 Acre
  • $861,818 per Acre

  11 Boylston Dr, 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 International Realty

  11 Boylston Dr, Edgartown, MA 02539
• 

  

  /111

  $4,300,000 Sold Mar 24, 2025

  18 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 4,797 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $896/SF
  • 241 Days On Market

  Current Estimated Value $4,103,357

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

  18 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /19

  Est $1,651,940 Not Listed For Sale

  45 North St, Edgartown, MA 02539

  • 1 Bed
  • 1 Bath
  • 948 Sq Ft
  • Built 2005

  45 North St, Edgartown, MA 02539

  Last Sold Summary

  • 57% Above List Price
  • $1,108/SF
  • 260 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Rene Jackson Island Real Estate
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  /47

  $5,500,000

  • 4 Beds
  • 2 Baths
  • 2,808 Sq Ft

  31 Butlers Cove Rd, Edgartown, MA 02539

  This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private Atlantic

  Gerrett Conover Landvest MV

  31 Butlers Cove Rd, Edgartown, MA 02539
• 

  

  /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 $3,584,203

  Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  7 Whistling Swan Cir, Edgartown, MA 02539
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  /45

  Est $4,298,897 Not Listed For Sale

  106 Peases Point Way S, Edgartown, MA 02539

  • 4 Beds
  • 4.5 Baths
  • 3,345 Sq Ft
  • Built 2022

  106 Peases Point Way S, Edgartown, MA 02539

  Last Sold Summary

  • 1% Below List Price
  • $1,293/SF
  • 85 Days On Market

  Last Sold Price $4,325,000

  Last Listing Agent Wendy Harman Compass | Point B
• 

  /2

  $10,850,000

  • 7 Beds
  • 8 Baths
  • 12,051 Sq Ft

  14 Trapps Pond Rd, Edgartown, MA 02539

  Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. Thisis one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized

  Gerret Conover LandVest MV

  14 Trapps Pond Rd, Edgartown, MA 02539
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  /37

  $3,600,000 Sold Feb 12, 2026

  8 High St, Edgartown, MA 02539

  • 5 Beds
  • 4 Baths
  • 3,840 Sq Ft
  • Built 1910

  Last Sold Summary

  • 16% Below List Price
  • $938/SF
  • 62 Days On Market

  Current Estimated Value $4,307,497

  Last Listing Agent Valene Pires The Agency

  8 High St, Edgartown, MA 02539
• 

  

  /19

  Est $2,029,431 Not Listed For Sale

  134 Katama Rd, Edgartown, MA 02539

  • 5 Beds
  • 2 Baths
  • 1,695 Sq Ft
  • Built 1918

  134 Katama Rd, Edgartown, MA 02539

  Last Sold Summary

  • 10% Above List Price
  • $1,091/SF
  • 166 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Lynda Hathaway Seacoast Properties
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  /26

  $8,500,000

  • 4 Beds
  • 6 Baths
  • 5,884 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a

  Thomas Wallace Wallace & Co. Sotheby's

  24 Katama Bay View Rd, Edgartown, MA 02539
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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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  /29

  Est $3,381,226 Not Listed For Sale

  79 Peases Point Way S, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft
  • Built 1978

  79 Peases Point Way S, Edgartown, MA 02539

  Last Sold Summary

  • 15% Above List Price
  • $1,440/SF
  • 111 Days On Market

  Last Sold Price $2,950,000

  Last Listing Agent Michele Casavant Vineyard Village Realty
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  /9

  $2,000,000 Under Contract

  • Land
  • 1.28 Acres
  • $1,562,500 per Acre

  5 Louis Field Rd Unit 121.3, Edgartown, MA 02539

  CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

  Wendy Harman Compass | Point B

  5 Louis Field Rd Unit 121.3, Edgartown, MA 02539
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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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  /58

  Est $4,271,119 Not Listed For Sale

  95 School St, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,161 Sq Ft
  • Built 1993

  95 School St, Edgartown, MA 02539

  Last Sold Summary

  • 3% Below List Price
  • $2,036/SF
  • 130 Days On Market

  Last Sold Price $4,400,000

  Last Listing Agent Kimberly Biggs eXp Realty, LLC
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  /24

  $1,000,000 Pending

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

  4, Edgartown, MA 02539

  Discover your dream retreat at 4 Dubud Lane, Edgartown, MA—a unique blend of Nova Scotia boatbuilder charm and Oak Bluffs gingerbread cottage whimsy. Set on a tranquil hilltop surrounded by mature trees on a generous 50,965 square foot lot, this delightful Colonial features 3 bedrooms and 2 bathrooms across 2 stories (1,728 square feet) and unfinished additional space in the both the

  Lisa Da Silva Compass | Point B

  4, Edgartown, MA 02539
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  /12

  $1,987,500 Sold Feb 19, 2026

  131 N Water St Unit 51, Edgartown, MA 02539

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft
  • Built 2011

  Last Sold Summary

  • 3% Below List Price
  • $2,306/SF
  • 0 Days On Market

  Current Estimated Value $2,114,665

  Last Listing Agent Kim Naylor Donnelly + Co

  131 N Water St Unit 51, Edgartown, MA 02539
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  /25

  Est $3,162,015 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

  • 18% Above List Price
  • $1,202/SF
  • 186 Days On Market

  Last Sold Price $2,675,000

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

  

  /40

  $2,095,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Welcome to Dark Woods – A Quiet Retreat with Prime Convenience. Enjoy the ease and comfort of life in Dark Woods, a tranquil neighborhood ideally located just moments from the Village, scenic bike paths, pristine beaches, and 27 acres of Sheriff’s Meadow conservation land. This meticulously maintained property is being offered fully furnished and is ready for your immediate enjoyment. Sited on a

  Stephanie Roache Donnelly + Co

  43C Dark Woods Rd, Edgartown, MA 02539
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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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  /15

  Not Listed For Sale

  37 Cooke St, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 3,231 Sq Ft
  • Built 2016

  37 Cooke St, Edgartown, MA 02539

  Last Sold Summary

  • $2,631/SF
  • 30 Days On Market

  Last Sold Price $8,500,000

  Last Listing Agent Gerret Conover LandVest MV
• 

  

  /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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  /10

  $3,867,650 Sold Nov 21, 2025

  160 Katama Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $1,289/SF
  • 65 Days On Market

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

  160 Katama Rd, Edgartown, MA 02539
• 

  

  /19

  Est $1,517,231 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

  • 12% Above List Price
  • $1,512/SF
  • 21 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Martha Smith C McManus Realty Group
• 

  

  /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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  /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 $1,993,577 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

  Last Listing Agent Martha Smith C McManus Realty Group
• 

  

  /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
• 

  

  /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 $2,723,025

  Last Listing Agent Stacy Ickes Donnelly + Co.

  28 Marthas Rd, Edgartown, MA 02539
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  /25

  Est $3,515,920 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

  • 6% Below List Price
  • $2,243/SF
  • 27 Days On Market

  Last Sold Price $3,750,000

  Last Listing Agent Gerrett Conover Landvest MV
• 

  /2

  $5,950,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  48 Turkeyland Cove Rd, Edgartown, MA 02539

  Exciting Opportunity on Edgartown Great Pond - Encompassing 5.8 acres with more than 200 feet of direct pond frontage, the property offers a remarkable waterfront setting defined by expansive views and privacy. The existing three-bedroom, 2.5-bath home is ready for renovation or reimagining and is a valuable footprint close to the water—offering a unique starting point for future plans. The

  Lesley Heidt Sandpiper Realty

  48 Turkeyland Cove Rd, Edgartown, MA 02539
• 

  /2

  $1,280,000 Sold Dec 12, 2025

  1 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  Last Sold Summary

  • $798/SF
  • 0 Days On Market

  Current Estimated Value $1,457,355

  Last Listing Agent LINK Email Cache LINK

  1 Edgewood Dr, Edgartown, MA 02539
• 

  

  /46

  Est $3,740,909 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

  • 13% Above List Price
  • $1,297/SF
  • 48 Days On Market

  Last Sold Price $3,305,000

  Last Listing Agent Trish Lyman Compass | Point B
• 

  

  /10

  $2,450,000

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

  9 Maqua Way Unit 107.13, 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 Sandpiper Realty

  9 Maqua Way Unit 107.13, Edgartown, MA 02539
• 

  

  /19

  $975,000 Sold Oct 24, 2025

  79 E Cape Pogue Ave, Edgartown, MA 02539

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 2000

  Last Sold Summary

  • $893/SF
  • 6 Days On Market

  Last Listing Agent Leslie C. Floyd Portfolio Properties

  79 E Cape Pogue Ave, Edgartown, MA 02539
• 

  

  /15

  Est $5,277,841 Not Listed For Sale

  60 Davis Ln, Edgartown, MA 02539

  • 5 Beds
  • 5 Baths
  • 3,515 Sq Ft
  • Built 1870

  60 Davis Ln, Edgartown, MA 02539

  Last Sold Summary

  • 47% Above List Price
  • $1,024/SF
  • 336 Days On Market

  Last Sold Price $3,600,000

  Last Listing Agent Gerrett Conover Landvest MV

Showing Results 201 - 240, Page 6 of 18