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Colonial Homes for Sale in Dukes County MA

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  • /31

    $1,649,900

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    43 N Slope Ln, Chilmark, MA 02535

    Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully positioned to blend into its surroundings, featuring

    Agent Photo

    Barbara O'Hara

    NorthStar Real Estate, LLC

    43 N Slope Ln, Chilmark, MA 02535
  • /41

    $2,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    61 Canonicus Ave, Oak Bluffs, MA 02557

    Location, location, location: This 1999 home with all the comforts of the 21st Century is nestled on a landscaped lot within mellow surroundings. And yet ... it’s located within mere moments of town, beach, bike path, bus line, parks, recreation, Farm Pond and a Land Bank trail. The situation hardly gets better. The 3BR/2.5BA house features a deep wraparound farmer’s porch, Brazilian cherry

    Kristin Buck Donnelly + Co.

    61 Canonicus Ave, Oak Bluffs, MA 02557
  • /41

    $2,225,000

    $125K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,630 Sq Ft

    81 Whalers Walk, Edgartown, MA 02539

    Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom

    Dawn Bellante Sandpiper Realty, Inc.

    81 Whalers Walk, Edgartown, MA 02539
  • /26

    $1,285,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,347 Sq Ft

    41 Cook Rd, Vineyard Haven, MA 02568

    Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting. The home offers over 2,300 square feet of living space with three bedrooms, 2.5 baths, central air, and wood flooring throughout. An

    Jennifer O'hanlon Compass

    41 Cook Rd, Vineyard Haven, MA 02568
  • /26

    $7,850,000

    $150K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 5,884 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • /31

    $1,690,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,347 Sq Ft

    41 & 0 Cook Rd, Vineyard Haven, MA 02568

    Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready to build on immediately or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or investment. An easement is being established along the existing driveway to

    Jennifer O'hanlon Compass

    41 & 0 Cook Rd, Vineyard Haven, MA 02568
  • /42

    $16,900,000

    • 8 Beds
    • 7.5 Baths
    • 6,041 Sq Ft

    114 N Water St, Edgartown, MA 02539

    Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house

    Erin Hegarty Donnelly + Co.

    114 N Water St, Edgartown, MA 02539
  • /41

    $2,999,000

    $200K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    This custom-built Martha’s Vineyard residence blends timeless elegance with contemporary luxury, offering exclusive access to Lambert’s Cove Beach.At its heart is a chef’s kitchen with bespoke cabinetry, honed Carrara marble, Wolf and Sub-Zero appliances, Miele dishwasher, and Hudson Valley lighting. An adjacent custom bar features Dolomite Italian granite, ideal for entertaining.The home boasts

    Jennifer B. DaSilva Compass

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /4

    $3,495,000

    • 2 Beds
    • 1.5 Baths
    • 1,388 Sq Ft

    48 Plantingfield Way, Edgartown, MA 02539

    Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and generous outdoor space, the property offers a peaceful retreat while remaining conveniently close to

    Julia Smith Donnelly + Co.

    48 Plantingfield Way, Edgartown, MA 02539
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