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Edgartown, MA Homes for Sale

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  • /59

    $1,435,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    101 Tradewinds Rd, Oak Bluffs, MA 02557

    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 interior features hardwood floors in the dramatic great room

    Nya Clarke Martha's Vineyard Island-Wide Realty

    101 Tradewinds Rd, Oak Bluffs, MA 02557
  • /16

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    8 Court St, Edgartown, MA 02539

    Nestled in Katama, this vacation home offers easy access to South Beach, Edgartown Great Pond/Wilson's Landing, and Edgartown Village. The property includes three bedrooms, two baths, a cozy living room with a fireplace, a kitchen, and a sunroom/dining area—ready for your personal touch. An excellent opportunity for a relaxed Island lifestyle, second home, or vacation rental.

    Emma Kennedy Sandpiper Realty, Inc.

    8 Court St, Edgartown, MA 02539
  • /22

    $1,985,000

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

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    36 Smith Hollow Dr, Edgartown, MA 02539
  • /18

    $1,199,000

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    60 Saddle Club Rd, Edgartown, MA 02539

    COMING SOON... Showings to begin on February 1st! This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach.

    Lesley Heidt Sandpiper Realty

    60 Saddle Club Rd, Edgartown, MA 02539
  • /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
  • /4

    $425,000

    • Land
    • 0.23 Acre
    • $1,845,419 per Acre

    0 Heather Ln Unit 11 43465, Oak Bluffs, MA 02568

    Lovely untouched piece of land waiting for you to create your own special island retreat. Property, being sold "AS IS", is nestled on a quiet dead end road off of DeBettencourt Place in Oak Bluffs. Conveniently located within walking distance to downtown OB, OB Ferry, beaches, parks, arts district and more... Included on the "Sea View Bluffs Subdivision Plan of Land" and recorded with

    Rosemary Byrd Ocean Park Realty Inc

    0 Heather Ln Unit 11 43465, Oak Bluffs, MA 02568
  • /8

    $3,495,000

    • Land
    • 11.39 Acres
    • $306,848 per Acre

    0 Pocha Road Extension, Edgartown, MA 02539

    CHAPPAQUIDDICK -Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1/2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

    Katherine Donahue Sandpiper Realty Inc

    0 Pocha Road Extension, Edgartown, MA 02539
  • /6

    $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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