Edgartown, MA Homes

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  /33

  $3,150,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  8 Atwood Cir, Edgartown, MA 02539

  This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den with fireplace, a dining area, and an updated kitchen—perfect for both everyday living and

  Gerrett Conover Landvest MV

  8 Atwood Cir, Edgartown, MA 02539
• 

  

  

  /21

  $14,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • House for Rent

  175 Meetinghouse Way Ed321, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

  Karen Overtoom Karen M. Overtoom R.E.

  175 Meetinghouse Way Ed321, Edgartown, MA 02539
• 

  

  

  /18

  $1,450,000

  Sold Aug 26, 2025

  61 Dodgers Hole Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,311 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $627/SF
  • 78 Days On Market

  Current Estimated Value $1,466,853

  Last Listing Agent Ellen Valentgas Sotheby's International Realty

  61 Dodgers Hole Rd, Edgartown, MA 02539
• 

  

  

  /23

  Est $2,105,560

  Not Listed For Sale

  79 Watcha Path, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 4,306 Sq Ft
  • Built 1980

  79 Watcha Path, Edgartown, MA 02539

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Robin Perschel Feiner Real Estate
• 

  

  

  /30

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  99 Old Purchase Rd, Edgartown, MA 02539

  Enjoying a private setting at the end of a quiet Edgartown cul-de-sac, this post-and-beam home is set on .71 acres with easy access to more than 25 acres of Land Bank conservation land. Conveniently located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, the property offers both privacy and accessibility. Filled with natural light, the home features a well-designed

  Stephanie Roache Donnelly + Co

  99 Old Purchase Rd, Edgartown, MA 02539
• 

  

  /32

  $100,000 Per Month

  • 5 Beds
  • 4 Baths
  • 4,500 Sq Ft
  • House for Rent

  60 Witchwood Lane Ed317, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

  Karen Overtoom Karen M. Overtoom R.E.

  60 Witchwood Lane Ed317, Edgartown, MA 02539
• 

  

  /30

  $1,995,000

  Sold Aug 29, 2025

  26 Box Turtle Ln, Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 2,891 Sq Ft
  • Built 1980

  Last Sold Summary

  • $690/SF
  • 5 Days On Market

  Current Estimated Value $2,267,563

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  26 Box Turtle Ln, Oak Bluffs, MA 02557
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  /42

  Not Listed For Sale

  11 Cummings Way, Edgartown, MA 02539

  • 6 Beds
  • 8 Baths
  • 4,617 Sq Ft
  • Built 2007

  11 Cummings Way, Edgartown, MA 02539

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Wendy Harman Compass
• 

  

  /7

  $3,100,000

  • Land
  • 3.04 Acres
  • $1,019,737 per Acre

  114 Meeting House Way, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

  Rose Ryley Wallace & Co. Sotheby's

  114 Meeting House Way, Edgartown, MA 02539
• 

  

  /26

  $7,700 Per Month

  • 7 Beds
  • 1.5 Baths
  • 2,900 Sq Ft
  • House for Rent

  39 N Neck Rd, Edgartown, MA 02539

  Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

  Charles Petitti Coldwell Banker Realty - Newton

  39 N Neck Rd, Edgartown, MA 02539
• 

  

  /18

  $995,000

  Sold Nov 06, 2025

  2 Flamingo Dr, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Below List Price
  • $1,005/SF
  • 5 Days On Market

  Current Estimated Value $1,061,567

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  2 Flamingo Dr, Edgartown, MA 02539
• 

  

  /7

  Est $5,774,589

  Not Listed For Sale

  3 Duarte Cir, Edgartown, MA 02539

  • 6 Beds
  • 7 Baths
  • 6,783 Sq Ft
  • Built 2023

  3 Duarte Cir, Edgartown, MA 02539

  Last Sold Summary

  • 329 Days On Market

  Last Listing Agent Michele Casavant Vineyard Village Realty
• 

  

  /23

  $3,988,000

  $300K PRICE DROP Pending

  • 7 Beds
  • 3.5 Baths
  • 2,461 Sq Ft

  69 School St, Edgartown, MA 02539

  Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

  Peyton Wallace Studio Realty

  69 School St, Edgartown, MA 02539
• 

  

  /30

  $20,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft
  • House for Rent

  54 Schoolhouse Road Ed330, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

  Karen Overtoom Karen M. Overtoom R.E.

  54 Schoolhouse Road Ed330, Edgartown, MA 02539
• 

  

  /44

  $1,890,000

  Sold Aug 29, 2025

  1 Thames Ct, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 3,270 Sq Ft
  • Built 1981

  Last Sold Summary

  • $578/SF
  • 38 Days On Market

  Current Estimated Value $2,098,088

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  1 Thames Ct, Edgartown, MA 02539
• 

  

  /27

  Est $1,297,728

  Not Listed For Sale

  46 Windsor Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1987

  46 Windsor Dr, Edgartown, MA 02539

  Last Sold Summary

  • 1,366 Days On Market

  Last Listing Agent Martha Smith C McManus Realty Group
• 

  

  /4

  $625,000

  • Land
  • 14,997 Sq Ft
  • $1,815,277 per Acre

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

  Andrew McElhinney Compass LLC

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  /42

  $15,725,000

  Sold Oct 22, 2025

  111 N Water St, Edgartown, MA 02539

  • 6 Beds
  • 4.5 Baths
  • 3,606 Sq Ft
  • Built 1850

  Last Sold Summary

  • 5% Below List Price
  • $4,361/SF
  • 41 Days On Market

  Last Listing Agent Wendy Harman Compass

  111 N Water St, Edgartown, MA 02539
• 

  /2

  Est $1,745,801

  Not Listed For Sale

  11 Deacon Vincent Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1986

  11 Deacon Vincent Way, Edgartown, MA 02539
• 

  

  /25

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  114 Meeting House Way Unit 73478796, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

  Rose Ryley Wallace & Co. Sotheby's International Realty

  114 Meeting House Way Unit 73478796, Edgartown, MA 02539
• 

  

  /3

  $665,000

  Sold Mar 06, 2026

  2 Hope's Way Unit 31, Oak Bluffs, MA 02557

  • Land
  • 11,133 Sq Ft
  • $2,601,721 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 37 Days On Market

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  2 Hope's Way Unit 31, Oak Bluffs, MA 02557
• 

  /2

  Est $2,519,717

  Not Listed For Sale

  10 Gerts Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft
  • Built 1987

  10 Gerts Way, Edgartown, MA 02539
• 

  

  /6

  $975,000

  • Land
  • 1.07 Acres
  • $912,921 per Acre

  68 Pond View Dr Unit 2, Oak Bluffs, MA 02557

  Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process.The property also includes a topographic/boundary survey and soil test, providing a strong foundation for planning and development.Subject to the Town of

  Casandra Hyland Sandpiper Realty

  68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
• 

  /2

  $14,750,000

  Sold Jun 26, 2026

  14 Bayside South-Lot 5 Unit 159.15, Edgartown, MA 02539

  • Land
  • 4.72 Acres
  • $3,125,000 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Gerrett Conover Landvest MV

  14 Bayside South-Lot 5 Unit 159.15, Edgartown, MA 02539
• 

  

  /29

  Est $1,929,351

  Not Listed For Sale

  165 W Tisbury Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2007

  165 W Tisbury Rd, Edgartown, MA 02539

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Lisa Gilberto C McManus Realty Group
• 

  

  /41

  $2,225,000

  $125K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  81 Whalers Walk, Edgartown, MA 02539

  Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom

  Dawn Bellante Sandpiper Realty, Inc.

  81 Whalers Walk, Edgartown, MA 02539
• 

  /2

  $1,100,000

  Sold Oct 29, 2025

  11 Quammox Rd, Edgartown, MA 02539

  • 2 Beds
  • 1 Bath
  • 685 Sq Ft
  • Built 1940

  Last Sold Summary

  • $1,606/SF
  • 0 Days On Market

  Current Estimated Value $1,170,034

  Last Listing Agent LINK Email Cache LINK

  11 Quammox Rd, Edgartown, MA 02539
• 

  

  /31

  Est $1,476,638

  Not Listed For Sale

  48 Puritan Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft
  • Built 1985

  48 Puritan Dr, Vineyard Haven, MA 02568

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Jennifer B. DaSilva Compass
• 

  

  /15

  $2,490,000

  Pending

  • Land
  • 7.2 Acres
  • $345,833 per Acre

  3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539

  Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the 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 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
• 

  

  /30

  $1,050,000

  Sold Oct 06, 2025

  4 Quail Run Unit 2, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Below List Price
  • $794/SF
  • 62 Days On Market

  Current Estimated Value $1,066,886

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  4 Quail Run Unit 2, Oak Bluffs, MA 02557
• 

  

  /27

  Est $1,623,466

  Not Listed For Sale

  13 Saddle Club Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft
  • Built 1988

  13 Saddle Club Rd, Edgartown, MA 02539

  Last Sold Summary

  • 227 Days On Market

  Last Listing Agent Elaine Miller & Partners Realty, EMPR Sandpiper Realty
• 

  

  /27

  $869,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area,, large bedroom with alcove, a sleep nook, a tiled

  Lisa Lucier Anchor Realty of MV

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
• 

  

  /36

  $2,900,000

  Sold Mar 30, 2026

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  • 4 Beds
  • 5 Baths
  • 5,165 Sq Ft
  • Built 1988

  Last Sold Summary

  • $561/SF
  • 35 Days On Market

  Current Estimated Value $2,968,781

  Last Listing Agent Casandra Hyland Sandpiper Realty, Inc.

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
• 

  /2

  Est $1,664,450

  Not Listed For Sale

  55 Pinehurst Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1996

  55 Pinehurst Rd, Edgartown, MA 02539
• 

  

  /25

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  114 Meeting House Way Unit 43953, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

  Rose Ryley Wallace & Co. Sotheby's

  114 Meeting House Way Unit 43953, Edgartown, MA 02539
• 

  

  /23

  $1,800,000

  Sold Aug 26, 2025

  12 Martha's Park Rd, Oak Bluffs, MA 02557

  • 4 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Below List Price
  • $1,332/SF
  • 0 Days On Market

  Current Estimated Value $1,872,478

  Last Listing Agent Michele Moore Island Real Estate

  12 Martha's Park Rd, Oak Bluffs, MA 02557
• 

  

  /29

  Not Listed For Sale

  30 Mill Hill Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft
  • Built 1850

  30 Mill Hill Rd, Edgartown, MA 02539

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Wendy Harman Compass
• 

  

  /66

  $2,675,000

  $275K PRICE DROP

  • 4 Beds
  • 8 Baths
  • 3,740 Sq Ft

  15 21st St N, Edgartown, MA 02539

  Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island’s most treasured outdoor amenities. Set on over a half-acre, the property features a main residence and a detached guest house, thoughtfully positioned with separate driveways and a natural buffer of mature trees. The main

  Jennifer O'hanlon Compass LLC

  15 21st St N, Edgartown, MA 02539
• 

  

  /12

  $860,000

  Sold Feb 09, 2026

  8 Hitchings Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $698/SF
  • 22 Days On Market

  Last Listing Agent Peyton Wallace Studio Realty

  8 Hitchings Cir, Oak Bluffs, MA 02557
• 

  /2

  Est $1,522,729

  Not Listed For Sale

  23 Anthiers Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft
  • Built 1950

  23 Anthiers Way, Edgartown, MA 02539

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