Homes for Sale in 02539

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  /33

  $3,200,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  24 Beetle Swamp Rd, Edgartown, MA 02539

  Bucolic Sweetened Water Farm has the agrarian feel of up island yet it's close to the heart and vibe of Edgartown. 24 Beetle Swamp Rd is a custom built home, a Vineyard gem constructed by local craftsmen over time with pastoral views. The current main house has 3 bedrooms and two bathrooms, however the lot can support up to 6 bedrooms according to the Edgartown board of health and building

  Kathleen Dawson Donnelly + Co.

  24 Beetle Swamp Rd, Edgartown, MA 02539
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  /27

  $14,250,000

  $250K PRICE DROP

  • 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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  /36

  $4,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,168 Sq Ft

  27 Knoll Dr, Edgartown, MA 02539

  Set the tone the moment you arrive with a dramatic first-floor foyer showcasing post-and-beam construction and warm architectural character. The heart of the home is an expansive great room anchored by a gas fireplace, seamlessly flowing through French doors that open to a sun-drenched pool area—perfect for indoor-outdoor living and entertaining. A generous dining area connects effortlessly to a

  Stacy Ickes Donnelly + Co.

  27 Knoll Dr, Edgartown, MA 02539
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  /4

  $445,000

  • Land
  • 23,958 Sq Ft
  • $809,091 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
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  /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

  Katherine Donahue Sandpiper Realty

  9 Maqua Way Unit 107.13, Edgartown, MA 02539
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  /49

  $4,589,000

  • 4 Beds
  • 4 Baths
  • 3,299 Sq Ft

  31 North St, Edgartown, MA 02539

  Nothing was left untouched with this total renovation, and the downtown location of this home is superb. The Vineyard decorators team turned this home around with all new windows, new flooring, 4 full new timeless tiled bathrooms, all Viking appliances, beverage fridge, 6 burner stove, Miele coffee maker, warming drawer for your parties you will be having in this gourmet kitchen. With Sonos sound

  Jim Joyce Carroll & Vincent R.E.

  31 North St, Edgartown, MA 02539
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  /14

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,296 Sq Ft

  177 W Tisbury Rd, Edgartown, MA 02539

  Perched on an elevated half-acre lot, watch horses graze at Sweetened Water Farm from the front porch. This 3-bedroom, 3-bath Edgartown home is situated in a coveted location — less than a mile to Main Street. Easy access to the bike path, close to Morning Glory Farm, Great Pond, and South Beach. Renovate, expand, or reimagine. A connection to town sewer would unlock the potential for SIX

  Emma Kennedy Sandpiper Realty, Inc.

  177 W Tisbury Rd, Edgartown, MA 02539
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  /30

  $1,245,000

  • 2 Beds
  • 2 Baths
  • 1,752 Sq Ft

  66 Barnes Rd, Vineyard Haven, MA 02568

  Oak Bluffs~ Classic Cape charm meets modern efficiency in this move-in-ready 2 bedroom plus finished bonus space in basement. Thoughtfully maintained and beautifully presented, the home features sun-filled living spaces, an updated kitchen, and comfortable bedrooms designed for easy everyday living. Enjoy year-round comfort with energy-efficient mini-split systems providing both heating and air

  Marilyn Moses Ocean Park Realty Inc

  66 Barnes Rd, Vineyard Haven, MA 02568
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  $2,395,000

  $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft

  105 Whalers Walk, Edgartown, MA 02539

  Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  105 Whalers Walk, Edgartown, MA 02539
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  $1,249,900

  • 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
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  /41

  $4,800,000

  • 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
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  /21

  $1,500,000

  $200K PRICE DROP

  • 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 SEVEN 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

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

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

  $650,000

  • Land
  • 1.02 Acres
  • $637,255 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
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  /25

  $1,895,000

  • 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
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  /39

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,836 Sq Ft

  38 Pinehurst Rd, Edgartown, MA 02539

  NEWLY BUILT 4-BEDROOM HOME WITH POOL,10 Minute walk TO TOWN, beautifully furnished home featuring a heated saltwater pool and a 20' x 30' entertainment barn.The home offers two floors of living space with 3.5 bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas. The sleeping arrangements include an upstairs primary suite with private bath. Also

  Michele Casavant Vineyard Village Realty

  38 Pinehurst Rd, Edgartown, MA 02539
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  $2,790,000

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  2 Cosmos Way, Edgartown, MA 02539

  Tucked away on a private 1.5-acre parcel in Katama, this thoughtfully designed home offers the layout, amenities, and lifestyle buyers consistently seek in this location. With four bedrooms, 2.5 baths, and an open main living area with high ceilings and a fireplace, the home can live comfortably year-round or seasonally. The first floor features a true primary suite, while the second floor offers

  Jennifer O'hanlon Compass LLC

  2 Cosmos Way, Edgartown, MA 02539
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  /6

  $2,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  60 Crocker Dr, Edgartown, MA 02539

  Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing structures or start from scratch to make it your own. The main house is a reverse-style home with a

  Sheila Morse Island Real Estate

  60 Crocker Dr, Edgartown, MA 02539
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  /36

  $6,300,000

  • 3 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  7 Katama Dr, Edgartown, MA 02539

  KATAMA RD WITH EXTRAORDINARY POOL + OUTDOOR AREA. Nestled in the heart of Katama, this stunning four-level home is thoughtfully designed for the ultimate indoor-outdoor living experience. As you step into the dramatic Living Room, you'll be greeted by vaulted ceilings, a sleek tiled linear fireplace, and a full wall of 12-foot glass doors that seamlessly open out to an expansive mahogany deck,

  Scott Lewis Lewis Real Estate Services, LLC

  7 Katama Dr, Edgartown, MA 02539
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  /23

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft

  18 Wood Duck Way, Edgartown, MA 02539

  Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations.Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight throughout.

  Janna O'Loughlin Portfolio Properties

  18 Wood Duck Way, Edgartown, MA 02539
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  /11

  $4,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,816 Sq Ft

  7 Martha's Way, Edgartown, MA 02539

  Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry

  Michele Casavant Vineyard Village Realty

  7 Martha's Way, Edgartown, MA 02539
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  /21

  $3,850,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  10 Pease Point Rd, Edgartown, MA 02539

  NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Ideally situated just minutes from Edgartown Village, with

  Emma Bryant Studio Realty

  10 Pease Point Rd, Edgartown, MA 02539

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