8,815

Edgartown, MA Homes

Section Image
  • /44

    $3,120,000

    Sold Dec 09, 2025

    110 5th St N, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 4,372 Sq Ft
    • Built 1948

    Last Sold Summary

    • 13% Below List Price
    • $714/SF
    • 181 Days On Market

    Current Estimated Value $3,050,125

    Last Listing Agent Stephanie Roache Donnelly + Co

    110 5th St N, Edgartown, MA 02539
    • /15

      Est $1,025,608

      Not Listed For Sale

      66 Nashawena Park, Oak Bluffs, MA 02557

      • 3 Beds
      • 1 Bath
      • 1,081 Sq Ft
      • Built 1900
      66 Nashawena Park, Oak Bluffs, MA 02557

      Last Sold Summary

      • 238 Days On Market

      Last Listing Agent Stephanie Burke Portfolio Properties

  • /41

    $14,500,000

    • 11 Beds
    • 13 Baths
    • 9,500 Sq Ft

    10 & 12 Boldwater Rd, Edgartown, MA 02539

    A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

    Michael Carucci Serhant

    10 & 12 Boldwater Rd, Edgartown, MA 02539
  • /40

    $6,689,025

    Sold Sep 19, 2025

    74 Turkeyland Cove Rd, Edgartown, MA 02539

    • 6 Beds
    • 7 Baths
    • 5,166 Sq Ft
    • Built 1947

    Last Sold Summary

    • 19% Below List Price
    • $1,295/SF
    • 122 Days On Market

    Last Listing Agent Peyton Wallace Studio Realty

    74 Turkeyland Cove Rd, Edgartown, MA 02539
    • /15

      Est $2,799,220

      Not Listed For Sale

      391 Barnes Rd, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,910 Sq Ft
      • Built 1951
      391 Barnes Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Lynn Buder Sandpiper Realty

  • /36

    $3,975,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    99 Ocean Ave, Oak Bluffs, MA 02557

    A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ferries, the Campground and the Tabernacle. This treasured property has been home to family and

    Perry Patterson MV Luxury Homes

    99 Ocean Ave, Oak Bluffs, MA 02557
  • /43

    $2,500,000

    Sold Jan 16, 2026

    12 Duarte Cir, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 2,558 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $977/SF
    • 58 Days On Market

    Current Estimated Value $2,557,097

    Last Listing Agent Jessie Holtham Wallace & Co. Sotheby's

    12 Duarte Cir, Edgartown, MA 02539
    • /15

      Est $2,160,868

      Not Listed For Sale

      13 Holly Bear Ln, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 1,852 Sq Ft
      • Built 2024
      13 Holly Bear Ln, Edgartown, MA 02539

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • /21

    $14,000,000

    Pending
    • 5 Beds
    • 5 Baths
    • 3,537 Sq Ft

    91 Plantingfield Way, Edgartown, MA 02539

    EDGARTOWN WATERFRONT — Located within one of Edgartown's most coveted enclaves, where properties are rarely offered, this exceptional 2.3-acre waterfront property encompasses over 240 feet of private sandy beach on Eel Pond and presents a rare opportunity to create a legacy family compound. The existing residence offers immediate enjoyment while providing an exceptional foundation for what comes

    Andrew McElhinney Compass LLC

    91 Plantingfield Way, Edgartown, MA 02539
  • /18

    $1,450,000

    Sold Aug 26, 2025

    61 Dodgers Hill Rd, Edgartown, MA 02539

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

    Last Sold Summary

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

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hill Rd, Edgartown, MA 02539
    • /6

      Est $3,455,030

      Not Listed For Sale

      20 Mill Hill Rd, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 3,600 Sq Ft
      • Built 2024
      20 Mill Hill Rd, Edgartown, MA 02539

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • /56

    $1,250,000

    $185K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    101 Tradewinds Rd, Oak Bluffs, MA 02557

    Motivated sellers - a great opportunity for a savvy buyer! Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-to-ceiling windows and soaring post-and-beam ceilings creating a warm and inviting space. The

    Nya Clarke Martha's Vineyard Island-Wide Realty

    101 Tradewinds Rd, Oak Bluffs, MA 02557
  • /2

    $8,500,000

    Sold Jul 15, 2026

    18 Oyster Watcha Rd Unit 1.11, Edgartown, MA 02539

    • Land
    • 13.5 Acres
    • $629,630 per Acre

    Last Sold Summary

    • 0 Days On Market

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

    18 Oyster Watcha Rd Unit 1.11, Edgartown, MA 02539
    • /2

      Not Listed For Sale

      14 Forest Hill Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 2,356 Sq Ft
      • Built 1900
      14 Forest Hill Ave, Oak Bluffs, MA 02557

  • /25

    $5,495,000

    Open Fri 3PM - 5PM $500K PRICE DROP
    • 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 LLC

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
    • /22

      Est $1,144,145

      Not Listed For Sale

      9 Hannah's Way, Edgartown, MA 02539

      • 2 Beds
      • 2.5 Baths
      • 888 Sq Ft
      • Built 2000
      9 Hannah's Way, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /30

    $2,295,000

    Open Sun 11AM - 3PM
    • 5 Beds
    • 4 Baths
    • 3,119 Sq Ft

    2 Old Pocha Rd, Edgartown, MA 02539

    Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm.Built in an era when homes were crafted with artistry and intention, this distinctive post-and-beam residence blends warmth,

    Jim Feiner Feiner Real Estate

    2 Old Pocha Rd, Edgartown, MA 02539
    • /13

      Est $2,980,890

      Not Listed For Sale

      7 Martha's Way, Edgartown, MA 02539

      • 2 Beds
      • 1.5 Baths
      • 912 Sq Ft
      • Built 2008
      7 Martha's Way, Edgartown, MA 02539

      Last Sold Summary

      • 193 Days On Market

      Last Listing Agent Jared Bicknell Compass LLC

  • /7

    $549,000

    $50K PRICE DROP
    • Land
    • 3,049 Sq Ft
    • $7,842,857 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 Martha’s Vineyard Commission–approved

    Rose Ryley Wallace & Co. Sotheby's International Realty

    112 Dukes County Ave, Oak Bluffs, MA 02557
    • /8

      Not Listed For Sale

      36 Double Ox Rd, Oak Bluffs, MA 02557

      • 3 Beds
      • 4 Baths
      • Built 2024
      36 Double Ox Rd, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Terie Geary Donnelly + Co

  • /4

    $429,000

    $66K PRICE DROP
    • Land
    • 9,997 Sq Ft
    • $1,869,281 per Acre

    0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

    Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for a one bedroom home of any size. Water and electric are nearby.

    Jim Joyce Carroll & Vincent R.E.

    0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
    • /2

      Est $1,401,163

      Not Listed For Sale

      46 Waterview Rd, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 1968
      46 Waterview Rd, Oak Bluffs, MA 02557

  • /33

    $1,249,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    37 Dodgers Hole Rd, Edgartown, MA 02539

    This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designed for comfortable island living. A hallway leads to the primary bedroom with private bath, along with

    Beth Welch Viewpoints

    37 Dodgers Hole Rd, Edgartown, MA 02539
    • /2

      Not Listed For Sale

      2 Marchants Path, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,809 Sq Ft
      • Built 1985
      2 Marchants Path, Edgartown, MA 02539

  • /41

    $4,800,000

    Open Sun 10PM - 11:30PM
    • 4 Beds
    • 3.5 Baths
    • 3,715 Sq Ft

    9 Martha's Way, Edgartown, MA 02539

    Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one.

    Michele Casavant Vineyard Village Realty

    9 Martha's Way, Edgartown, MA 02539
    • /2

      Est $1,246,252

      Not Listed For Sale

      21 Dolly Ln, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 144 Sq Ft
      • Built 1990
      21 Dolly Ln, Oak Bluffs, MA 02557

  • /12

    $18,500,000

    Pending
    • Land
    • 12.77 Acres
    • $1,448,708 per Acre

    Unlisted Address

    Set within the exclusive 200 acre coastal enclave of Herring Creek Farm, just minutes from Edgartown Village, Sunset Farm is a sprawling 12-acre waterfront property with an unprecedented 3 contiguous parcels. The three large building envelopes provide a rare opportunity to create multiple, substantial residences and amenities tailored to your vision. Sunset Farm has 700 feet of shoreline on the

    Brian Dougherty Corcoran Property Advisors

    Unlisted Address
    • /111

      Est $3,449,853

      Not Listed For Sale

      18 Bold Meadow Rd, Edgartown, MA 02539

      • 4 Beds
      • 6 Baths
      • 4,797 Sq Ft
      • Built 2024
      18 Bold Meadow Rd, Edgartown, MA 02539

      Last Sold Summary

      • 241 Days On Market

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

  • /45

    $1,625,000

    • 4 Beds
    • 3 Baths
    • 1,898 Sq Ft

    20 Hidden Cove Rd, Oak Bluffs, MA 02557

    Nestled in this desirable Hidden Cove community, this contemporary residence offers a quintessential retreat centered on outdoor recreation and coastal living. Residents enjoy premier neighborhood amenities, including direct water access to Sengekontacket Pond for seamless kayaking and paddleboarding, as well as community tennis courts just steps from your front door. Set on a private, wooded

    Jennifer DaSilva Compass | Point B

    20 Hidden Cove Rd, Oak Bluffs, MA 02557
    • /138

      Est $4,557,091

      Not Listed For Sale

      90 Marthas Rd, Edgartown, MA 02539

      • 5 Beds
      • 5.5 Baths
      • 5,050 Sq Ft
      • Built 2024
      90 Marthas Rd, Edgartown, MA 02539

      Last Sold Summary

      • 417 Days On Market

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

  • /43

    $12,250,000

    • 7 Beds
    • 4 Baths
    • 4,855 Sq Ft

    139 Chappaquiddick Rd, Edgartown, MA 02539

    You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of

    Katherine Donahue Sandpiper Realty

    139 Chappaquiddick Rd, Edgartown, MA 02539
    • /2

      Est $878,087

      Not Listed For Sale

      22 Olive St, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 900 Sq Ft
      • Built 1968
      22 Olive St, Oak Bluffs, MA 02557

  • /7

    $1,150,000

    • Land
    • 1.09 Acres
    • $1,055,046 per Acre

    30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557

    Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate enclave of just four estate parcels, the property is accessed by a welcoming paved approach. This

    Marilyn Moses Ocean Park Realty Inc

    30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557
    • /38

      Not Listed For Sale

      31 Ice Pond Ln, Oak Bluffs, MA 02568

      31 Ice Pond Ln, Oak Bluffs, MA 02568

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Thomas Wallace Wallace & Co. Sotheby's

  • /21

    $1,500,000

    $200K PRICE DROP Pending
    • Land
    • 37,026 Sq Ft
    • $1,764,706 per Acre

    4 Wilson's Landing, Edgartown, MA 02539

    Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support 5 bedrooms once tied into town sewer. Swimming pool and Accessory Dwelling Unit are allowed "by right" (certain restrictions apply to ADUs; an unrestricted 900 sq ft guesthouse

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    4 Wilson's Landing, Edgartown, MA 02539
    • /29

      Est $1,688,978

      Not Listed For Sale

      395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,794 Sq Ft
      • Built 2010
      395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Janna O'Loughlin Portfolio Properties

  • /6

    $550,000

    $100K PRICE DROP
    • Land
    • 1.02 Acres
    • $539,216 per Acre

    23 Calebs Common Ln, Edgartown, MA 02539

    CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    23 Calebs Common Ln, Edgartown, MA 02539
    • /24

      Not Listed For Sale

      188 Waldrons Bottom Rd, West Tisbury, MA 02575

      • 2 Beds
      • 1.5 Baths
      • 1,665 Sq Ft
      • Built 1987
      188 Waldrons Bottom Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Tina Miller Donnelly + Co.

  • /25

    $1,696,000

    $199K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,638 Sq Ft

    21 Schoolhouse Rd, Edgartown, MA 02539

    Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed space. The full basement could be finished off for additional living areas. Plenty of room to grow on

    Jim Joyce Carroll & Vincent R.E.

    21 Schoolhouse Rd, Edgartown, MA 02539
    • /53

      Est $3,820,552

      Not Listed For Sale

      27 Bold Meadow Rd, Edgartown, MA 02539

      • 4 Beds
      • 5 Baths
      • 5,763 Sq Ft
      • Built 2024
      27 Bold Meadow Rd, Edgartown, MA 02539

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Michele Casavant Vineyard Village Realty

Showing Results 561 - 600, Page 15 of 18

How to Buy a Home How to Finance a Home How to Sell a Home