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Edgartown, MA Homes for Sale under $2,000,000

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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

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • /22

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    9 Marthas Rd, Edgartown, MA 02539

    Set on over a half an acre in Edgartown's desirable Island Grove neighborhood, this three-bedroom, two-bath classic Cape offers an exceptional expansion opportunity in a convenient Katama location. The existing 1,560-square-foot home can be enjoyed as-is while plans are developed for a renovation, expansion, or new construction. With a connection to town sewer, the property can support up to

    Rose Ryley Wallace & Co. Sotheby's International Realty

    9 Marthas Rd, Edgartown, MA 02539
  • /4

    $1,500,000

    • Land
    • 21,052 Sq Ft
    • $3,103,662 per Acre

    36 Pine St Unit 119.3, Edgartown, MA 02539

    Imagine creating your own Vineyard retreat on this almost half-acre parcel, ideally located within walking distance to downtown Edgartown. This property offers the opportunity to build a custom home within a designated building envelope, while a protected no-build area provides an added sense of privacy and separation from the neighboring property. The thoughtful placement of the building

    Bonnie Pierce Wallace & Co. Sotheby's

    36 Pine St Unit 119.3, Edgartown, MA 02539
  • /66

    $1,899,000

    $101K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,075 Sq Ft

    63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

    Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island's most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beauty and offers a sense of calm that defines up-island living.The three-bedroom main residence is

    Valene Pires The Agency

    63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
  • /15

    $1,925,000

    • 5 Beds
    • 1 Bath
    • 2,232 Sq Ft

    8 Pequot Ave, Oak Bluffs, MA 02557

    Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering place for 50+ years, and the views have not been expanded. So much

    Kerry Quinlan-Potter Breakwater MV

    8 Pequot Ave, Oak Bluffs, MA 02557
  • /21

    $1,975,000

    • 2 Beds
    • 2 Baths
    • 730 Sq Ft

    131 N Water St Unit 94, Edgartown, MA 02539

    LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services.

    Mitzi Lawlor Corcoran Property Advisors

    131 N Water St Unit 94, Edgartown, MA 02539
  • /35

    $1,625,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    31 Dodgers Hole Rd, Edgartown, MA 02539

    Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' shed/garage, with a large rear deck and generous outdoor shower compliment the property. A four

    Sean Federowicz Landmarks at TODAY Real Estate

    31 Dodgers Hole Rd, Edgartown, MA 02539
  • /32

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
  • /36

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 2,811 Sq Ft

    78 Vineyard Meadows Farm Rd, Vineyard Haven, MA 02568

    Situated down a long driveway, this distinctive West Tisbury property offers a rare combination of privacy, natural beauty, thoughtful design, and exceptional versatility. Designed with passive solar principles, the home takes full advantage of its orientation and abundant natural light. Exposed wood details throughout add warmth and character, complementing the home’s inviting, organic feel,

    Jarrett Hurwitz Keller Williams Realty

    78 Vineyard Meadows Farm Rd, Vineyard Haven, MA 02568
  • /39

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 1,932 Sq Ft

    14 High Meadow Ln, Oak Bluffs, MA 02557

    Welcome to this sun-drenched, reverse contemporary-style home located in the lovely Meadow View Farms community! This multi-level home has boundless potential. The second level features a bright, open floor plan with cathedral ceilings, living, dining, and kitchen areas, and 3 sliding doors that take you outside to the upper deck. Open the sliders to the expansive deck and you will almost double

    Jennifer B. DaSilva Compass

    14 High Meadow Ln, Oak Bluffs, MA 02557
  • /27

    $1,750,000

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

    14 Donaldbin Close, Edgartown, MA 02539

    Tucked into a quiet neighborhood and surrounded by mature trees, this home sits elevated on a 0.84-acre lot. With an open floorplan, the kitchen, dining, and living areas flow comfortably together, enhanced by vaulted ceilings, a stone gas fireplace, and French doors that bring in abundant natural light and provide easy access to the outdoors. A custom-designed open staircase serves as a focal

    Cheri Mason Landvest MV

    14 Donaldbin Close, Edgartown, MA 02539
  • /3

    $1,650,000

    • Land
    • 1.57 Acres
    • $1,050,955 per Acre

    63 Division Rd Unit 46, Edgartown, MA 02539

    LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own

    Cheri Mason Landvest MV

    63 Division Rd Unit 46, Edgartown, MA 02539
  • /16

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 1,717 Sq Ft

    8 Pipn Cir, Edgartown, MA 02539

    CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Chappaquiddick Community Center, the Ferry, Wasque Beach, and Quammox Preserve with its public access

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    8 Pipn Cir, Edgartown, MA 02539
  • /31

    $1,775,000

    $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    99 Old Purchase Rd, Edgartown, MA 02539

    Enjoy privacy at the end of a quiet Edgartown cul-de-sac on .71 acres with easy access to 25+ acres of Land Bank conservation land. Ideally located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, this light-filled post-and-beam home offers a thoughtful floor plan and inviting indoor-outdoor living. The spacious kitchen features a large center island, walk-in pantry,

    Stephanie Roache Donnelly + Co.

    99 Old Purchase Rd, Edgartown, MA 02539
  • /9

    $1,950,000

    • Land
    • 41,556 Sq Ft
    • $2,044,025 per Acre

    171 Upper Main Street 9 Curtis Ln Unit 119.2, Edgartown, MA 02539

    A Rare Edgartown Opportunity — Privacy, Proximity & Possibility. Tucked away at the end of a private setting on Upper Main Street, this almost one acre parcel offers a rare opportunity to create your own Edgartown retreat within easy walking distance of downtown. Set well back from the road, the property provides a wonderful sense of privacy and seclusion while being remarkably close to the

    Bonnie Pierce Wallace & Co. Sotheby's

    171 Upper Main Street 9 Curtis Ln Unit 119.2, Edgartown, MA 02539
  • /42

    $1,760,000

    $40K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,158 Sq Ft

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard, perfect for kids and dogs. The yard also encompasses a sweet vegetable garden, a storage shed, and outdoor shower. Inside, find an open

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
  • /6

    $1,895,000

    • Land
    • 1.87 Acres
    • $1,014,997 per Acre

    22 Paddock Rd Unit 85, Oak Bluffs, MA 02568

    An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless beauty of Martha’s Vineyard converge.This 1.87-acre homesite represents the final opportunity to

    Marilyn Moses Ocean Park Realty Inc

    22 Paddock Rd Unit 85, Oak Bluffs, MA 02568
  • /28

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557
  • /45

    $1,595,000

    $30K PRICE DROP
    • 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
  • /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
  • /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, ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND mins to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama w/ a country vibe. 6 BR COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE & has amble space for outdoor entertaining w/ an in-ground pool, pool

    David White OwnerEntry.com

    11A Duarte Cir, Edgartown, MA 02539
  • /30

    $1,539,000

    • 3 Beds
    • 4.5 Baths
    • 1,951 Sq Ft

    8 Melrose, Oak Bluffs, MA 02557

    Incredible opportunity for workforce housing, live in one/rent the other, or multi generational family living. Main house has 4 levels of living space. Main floor living/kitchen/dining/full bath and laundry. 2nd floor has two bedrooms and full bath. 3rd floor is a large finished bonus room. The full walkout basement in the main house is finished with private entry, full bath, separate rooms and

    Jon Hartzband Martha's Vineyard Island-Wide Realty

    8 Melrose, Oak Bluffs, MA 02557
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