Vineyard Haven, MA Homes for Sale with Garage

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  $5,495,000

  $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
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  /24

  $935,000

  • 2 Beds
  • 1 Bath
  • 763 Sq Ft

  3 Dukes County Ave, Oak Bluffs, MA 02557

  A Gem of a Marthas Vineyard Camp Meeting House Association Home, 3 Dukes County Ave. Located down from the Oak Bluffs Harbor. A couple house from Sunset Pond.Convenient to Beaches,Harbor, Resturants, Shopping, Dancing Music and walk to and from the Steamship Authority.2 bedroom,1 queen bedroom 1 full bed and twin bunk room with built in wardrobe and desk bathroom. Bathroom shower bath

  Karen Trotier Laer Realty Partners

  3 Dukes County Ave, Oak Bluffs, MA 02557
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  $2,295,000

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  312 E Chop Dr, Vineyard Haven, MA 02568

  ''The Doll House'' is a landmark East Chop waterfront retreat overlooking Crystal Lake with sweeping views of Vineyard Sound. Originally a charming fishing cottage, this iconic property has been thoughtfully renovated and meticulously maintained, blending timeless Vineyard character with modern comfort. Surrounded by lush hydrangea and perennial gardens, the property boasts nearly 150 feet of

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  312 E Chop Dr, Vineyard Haven, MA 02568
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  /75

  $5,500,000

  • 6 Beds
  • 6 Baths
  • 5,706 Sq Ft

  53 Circuit Ave, Oak Bluffs, MA 02557

  This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's Vineyard's most sought-after high-foot-traffic downtown locations. The Union Chapel, across the

  Stephanie Roache Donnelly + Co

  53 Circuit Ave, Oak Bluffs, MA 02557
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  $3,099,000

  $100K 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
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  /40

  $3,100,000

  • 3 Beds
  • 1 Bath
  • 973 Sq Ft

  36 Hines Point Rd, Vineyard Haven, MA 02568

  HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sullivan +Associates

  Tina Miller Donnelly + Co.

  36 Hines Point Rd, Vineyard Haven, MA 02568
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  $2,695,000

  $255K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,374 Sq Ft

  124 Main St, Vineyard Haven, MA 02568

  Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  124 Main St, Vineyard Haven, MA 02568
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  $1,750,000

  • 3 Beds
  • 4 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 DaSilva Compass | Point B

  14 High Meadow Ln, Oak Bluffs, MA 02557
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  /38

  $6,150,000

  • 6 Beds
  • 7 Baths
  • 5,034 Sq Ft

  59 Hagerty Dr, Vineyard Haven, MA 02568

  Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and

  Carol Shore Donnelly + Co

  59 Hagerty Dr, Vineyard Haven, MA 02568
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  $1,295,000

  $54K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,863 Sq Ft

  3 Troy St, Oak Bluffs, MA 02557

  Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ideal for guests or rental possibilities. The main living space features hardwood floors throughout, a

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  3 Troy St, Oak Bluffs, MA 02557

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