9,066

Edgartown, MA Homes

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  • /48

    $839,000

    $60K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 804 Sq Ft

    26 Winthrop Ave, Oak Bluffs, MA 02557

    This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with tons of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    26 Winthrop Ave, Oak Bluffs, MA 02557
  • /19

    $980,000

    Sold Aug 11, 2025

    249 County Rd, Oak Bluffs, MA 02557

    • 1 Bed
    • 2 Baths
    • 1,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $700/SF
    • 83 Days On Market

    Current Estimated Value $1,039,384

    Last Listing Agent Katherine Donahue Sandpiper Realty

    249 County Rd, Oak Bluffs, MA 02557
    • /37

      Est $2,116,395

      Not Listed For Sale

      24 Pulpit Ln, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 2,097 Sq Ft
      • Built 2001
      24 Pulpit Ln, Edgartown, MA 02539

      Last Sold Summary

      • 5 Days On Market

  • /36

    $2,260,000

    $335K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,810 Sq Ft

    4 High Meadow Ln, Oak Bluffs, MA 02557

    Set within the coveted Meadow View Farms community, this exceptional post-and-beam residence offers timeless craftsmanship, generous living spaces, and nearly an acre of private beautifully landscaped grounds with significant potential for expansion. A full-length farmer’s porch creates a gracious arrival and provides the perfect setting to relax. Inside, the sun-drenched main level is defined by

    Kate Burnside Portfolio Properties

    4 High Meadow Ln, Oak Bluffs, MA 02557
  • /2

    $825,000

    Sold Dec 03, 2025

    69 Summit Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1998

    Last Sold Summary

    • $661/SF
    • 1 Day On Market

    Current Estimated Value $852,061

    Last Listing Agent Susie Wallo Compass

    69 Summit Ave, Vineyard Haven, MA 02568
    • /2

      Est $1,860,283

      Not Listed For Sale

      54 Bold Meadow Rd, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,026 Sq Ft
      • Built 1993
      54 Bold Meadow Rd, Edgartown, MA 02539

  • /20

    $1,195,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,110 Sq Ft

    34 10th St S, Edgartown, MA 02539

    Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional

    Michael McGuire Insight Realty Group, Inc

    34 10th St S, Edgartown, MA 02539
  • /2

    $965,000

    Sold Sep 04, 2025

    62 Jernegan Ave, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 1,886 Sq Ft
    • Built 1998

    Last Sold Summary

    • $512/SF
    • 0 Days On Market

    Current Estimated Value $1,045,879

    Last Listing Agent LINK Email Cache LINK

    62 Jernegan Ave, Edgartown, MA 02539
    • /19

      Est $1,117,696

      Not Listed For Sale

      31 9th St N, Edgartown, MA 02539

      • 2 Beds
      • 1.5 Baths
      • 1,275 Sq Ft
      • Built 1972
      31 9th St N, Edgartown, MA 02539

      Last Sold Summary

      • 45 Days On Market

  • /7

    $2,850,000

    Under Contract
    • Land
    • 1.52 Acres
    • $1,881,064 per Acre

    39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539

    SPECTACULAR LOCATION! Build Your Katama Dream. Set in one of Martha’s Vineyard’s most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed

    Fran Agnoli The Agency

    39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539
  • /28

    $2,401,000

    Sold Jan 06, 2026

    46 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft
    • Built 1992

    Last Sold Summary

    • $1,012/SF
    • 14 Days On Market

    Current Estimated Value $2,393,389

    Last Listing Agent Julianna Flanders Flanders Real Estate

    46 Bold Meadow Rd, Edgartown, MA 02539
    • /33

      Est $4,702,473

      Not Listed For Sale

      62 S Water St, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,807 Sq Ft
      • Built 1825
      62 S Water St, Edgartown, MA 02539

      Last Sold Summary

      • 187 Days On Market

  • /4

    $1,875,000

    $175K PRICE DROP
    • Land
    • 24,393 Sq Ft
    • $3,348,214 per Acre

    11A Duarte Cir, Edgartown, MA 02539

    Nestled in the HEART OF KATAMA, this ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND just minutes to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama with a country vibe. The SIX BEDROOM COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE and has amble space for outdoor entertaining

    David White OwnerEntry.com

    11A Duarte Cir, Edgartown, MA 02539
  • /2

    $2,375,000

    Sold Jul 01, 2025

    24 Smiths Way, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft
    • Built 1964

    Last Sold Summary

    • $970/SF
    • 0 Days On Market

    Current Estimated Value $2,402,216

    Last Listing Agent LINK Email Cache LINK

    24 Smiths Way, Edgartown, MA 02539
    • /28

      Est $2,776,176

      Not Listed For Sale

      5 Katama Dr, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 2,527 Sq Ft
      • Built 1990
      5 Katama Dr, Edgartown, MA 02539

      Last Sold Summary

      • 98 Days On Market

  • /26

    $32,500,000

    • 9 Beds
    • 12 Baths
    • 7,190 Sq Ft

    61 Butlers Cove, Edgartown, MA 02539

    Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, two private beaches, and a rare walking path to the pristine South Shore. Set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows, Beach Farm is just a short bike ride to

    Brian Dougherty Corcoran Property Advisors

    61 Butlers Cove, Edgartown, MA 02539
  • /2

    $600,000

    Sold Jul 23, 2025

    84 12th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1978

    Last Sold Summary

    • $383/SF
    • 0 Days On Market

    Current Estimated Value $740,140

    Last Listing Agent LINK Email Cache LINK

    84 12th St S, Edgartown, MA 02539
    • /34

      Est $4,696,976

      Not Listed For Sale

      25 Down Harbor Rd, Edgartown, MA 02539

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1972
      25 Down Harbor Rd, Edgartown, MA 02539

      Last Sold Summary

      • 107 Days On Market

  • /33

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 1,645 Sq Ft

    7 Ploughshare Ln, Oak Bluffs, MA 02557

    Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layout flows seamlessly from the fireplaced living room and kitchen through the dining area to an

    Emma Kennedy Sandpiper Realty, Inc.

    7 Ploughshare Ln, Oak Bluffs, MA 02557
  • /2

    $700,000

    Sold Jun 30, 2025

    8 Baylies Way Unit 15.5, Edgartown, MA 02539

    • Land
    • 1.03 Acres
    • $679,612 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 0 Days On Market

    Last Listing Agent Wendy Harman Compass | Point B

    8 Baylies Way Unit 15.5, Edgartown, MA 02539
    • /42

      Est $3,372,705

      Not Listed For Sale

      16 Mill St, Edgartown, MA 02539

      • 4 Beds
      • 4 Baths
      • 2,090 Sq Ft
      • Built 1908
      16 Mill St, Edgartown, MA 02539

      Last Sold Summary

      • 120 Days On Market

  • /27

    $8,950,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 4,078 Sq Ft

    1 Field Club Dr, Edgartown, MA 02539

    Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and

    Thomas Wallace Wallace & Co. Sotheby's

    1 Field Club Dr, Edgartown, MA 02539
  • /27

    $1,775,000

    Sold Sep 10, 2025

    13 Hotchkiss Ln, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 2,328 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $762/SF
    • 61 Days On Market

    Current Estimated Value $1,877,179

    Last Listing Agent Joan Dunayer Martha's Vineyard R.E.

    13 Hotchkiss Ln, Edgartown, MA 02539
    • /29

      Est $2,203,041

      Not Listed For Sale

      22 Kitts Field Cir, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1986
      22 Kitts Field Cir, Edgartown, MA 02539

      Last Sold Summary

      • 11 Days On Market

  • /31

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,234 Sq Ft

    43 Sengekontacket Rd, Oak Bluffs, MA 02557

    Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

    Peyton Wallace Studio Realty

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
  • /5

    $1,200,000

    Sold Jan 22, 2026

    58 Marthas Rd Unit 70, Edgartown, MA 02539

    • Land
    • 21,780 Sq Ft
    • $2,400,000 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 179 Days On Market

    Last Listing Agent Katherine Donahue Sandpiper Realty

    58 Marthas Rd Unit 70, Edgartown, MA 02539
    • /40

      Est $2,241,965

      Not Listed For Sale

      1 Old Squaw Cir, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 2,008 Sq Ft
      • Built 1996
      1 Old Squaw Cir, Edgartown, MA 02539

      Last Sold Summary

      • 52 Days On Market

  • /6

    $599,000

    • Land
    • 3,049 Sq Ft
    • $8,557,143 per Acre

    112 Dukes County Ave, Oak Bluffs, MA 02557

    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 MVC-approved plans by Sullivan &

    Rose Ryley Wallace & Co. Sotheby's International Realty

    112 Dukes County Ave, Oak Bluffs, MA 02557
  • /2

    $1,000,000

    Sold Oct 21, 2025

    32 Pine St, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 979 Sq Ft
    • Built 1940

    Last Sold Summary

    • $1,021/SF
    • 0 Days On Market

    Current Estimated Value $1,165,388

    Last Listing Agent LINK Email Cache LINK

    32 Pine St, Edgartown, MA 02539
    • /47

      Est $4,938,852

      Not Listed For Sale

      5 Armstrong Ln, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 4,084 Sq Ft
      • Built 2005
      5 Armstrong Ln, Edgartown, MA 02539

      Last Sold Summary

      • 572 Days On Market

  • /41

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,628 Sq Ft

    7 Pipn Cir, Edgartown, MA 02539

    Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own

    Dawn Bellante Sandpiper Realty, Inc.

    7 Pipn Cir, Edgartown, MA 02539
  • /8

    $435,000

    Sold Apr 16, 2026

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    • Land
    • 22,651 Sq Ft
    • $836,538 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 131 Days On Market

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    • /37

      Est $1,875,943

      Not Listed For Sale

      3 Duncan Close, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft
      • Built 1979
      3 Duncan Close, Edgartown, MA 02539

      Last Sold Summary

      • 353 Days On Market

  • /47

    $5,450,000

    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

    Lesley Heidt Sandpiper Realty

    8 Paddock Rd, Oak Bluffs, MA 02557
  • /2

    $15,000,000

    Sold Apr 02, 2026

    38 Cow Bay Rd, Edgartown, MA 02539

    • 6 Beds
    • 8 Baths
    • 5,586 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $2,685/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    38 Cow Bay Rd, Edgartown, MA 02539
    • /34

      Est $4,044,751

      Not Listed For Sale

      26 Morse St, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,446 Sq Ft
      • Built 1840
      26 Morse St, Edgartown, MA 02539

      Last Sold Summary

      • 984 Days On Market

  • /65

    $7,999,000

    • 7 Beds
    • 6.5 Baths
    • 7,133 Sq Ft

    9 Sutton's Way, Edgartown, MA 02539

    Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a

    Jennifer DaSilva Compass | Point B

    9 Sutton's Way, Edgartown, MA 02539
  • /28

    $1,320,000

    Sold Aug 29, 2025

    10 Eagles Nest, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $910/SF
    • 6 Days On Market

    Current Estimated Value $1,323,458

    Last Listing Agent Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
    • /29

      Est $1,442,575

      Not Listed For Sale

      87 Schoolhouse Rd, Edgartown, MA 02539

      • 2 Beds
      • 2.5 Baths
      • 1,119 Sq Ft
      • Built 1983
      87 Schoolhouse Rd, Edgartown, MA 02539

      Last Sold Summary

      • 123 Days On Market

  • /20

    $899,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

    Lisa Lucier Anchor Realty of MV

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

Showing Results 121 - 160, Page 4 of 18

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