Studio to 5 Bedroom Homes for Sale in Oak Bluffs

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  /28

  $10,500,000

  • 7 Beds
  • 6 Baths
  • 3,888 Sq Ft

  47 E Chop Dr, Oak Bluffs, MA 02568

  East Chop direct waterfront – Enjoy the ultimate. in waterfront living experiences. Features 6 bedrooms, spectacular water views, dock with 9 slips, and just steps from beaches, tennis club, downtown and ferries to mainland! Property has been extensively renovated recently. Uses include -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion,2.) Currently

  Perry Patterson MV Luxury Homes LLC

  47 E Chop Dr, Oak Bluffs, MA 02568
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  /67

  $3,125,000

  • 4 Beds
  • 5 Baths
  • 5,165 Sq Ft

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

  Casandra Hyland Landmarks at TODAY Real Estate

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
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  /30

  $2,950,000

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  33 Ocean Ave, Oak Bluffs, MA 02557

  A rare offering on iconic Ocean Park. This beautifully renovated Victorian cottage sits in the heart of historic Oak Bluffs with unencumbered views of Ocean Park and Vineyard Sound. Completely rebuilt in 2024, this 3-bedroom, home blends classic Vineyard charm with modern comforts, featuring a welcoming wraparound porch, a beach-stone wood-burning fireplace, new kitchen, baths, windows, doors and

  Marcia Sullivan Garvey Donnelly + Co.

  33 Ocean Ave, Oak Bluffs, MA 02557
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  /42

  $2,289,000

  • 4 Beds
  • 3.5 Baths
  • 1,900 Sq Ft

  113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557

  UNIQUE IN-TOWN INVESTMENT opportunity in the heart of Oak Bluffs. This COMMERCIALLY ZONED B1 property offers flexibility and a strong existing rental history. Built in 2017, the MULTI-FAMILY building combines modern efficiency with an unbeatable location — just a short stroll to Oak Bluffs harbor, the Inkwell Beach, art galleries, shopping on Circuit Avenue, restaurants, the Historic Flying

  Grace Hagerty Grace Hagerty Real Estate Inc

  113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557
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  /20

  $1,450,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  5 Seth's Path, Oak Bluffs, MA 02557

  Desirable picturesque Deer Run location. Just steps from the bike path, this centrally located home is a perfect island retreat. You can enjoy the multi level deck and patio overlooking a wonderful in ground pool. The large lot provides for plenty of room for gardening or games and backs up to an idyllic open field. This house is perfectly set back off of the small cul de sac. Wonderful

  Robin Perschel Feiner Real Estate

  5 Seth's Path, Oak Bluffs, MA 02557
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  /40

  $4,895,000

  • 7 Beds
  • 4.5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
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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
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  /28

  $1,595,000

  • 3 Beds
  • 1.5 Baths
  • 2,448 Sq Ft

  38 Rogers Way, Oak Bluffs, MA 02557

  Tucked away in a private desirable Oak Bluffs neighborhood yet only minutes from the charm of downtown and the incredible OB beaches, this home is a wonderful island retreat. With four levels of finished living space, it offers room to gather, relax, entertain, and create memories in every season. Hardwood floors, open concept kitchen and living areas, crackling fireplace set the tone indoors.

  Jon Hartzband Martha's Vineyard Island-Wide Realty

  38 Rogers Way, Oak Bluffs, MA 02557
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  /17

  $1,495,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  47 E Chop Dr Unit 5, Oak Bluffs, MA 02568

  East Chop/Oak Bluffs waterfront -- The ultimate in waterfront living experiences, this 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new

  Perry Patterson MV Luxury Homes

  47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
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  /23

  $1,790,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  11 Beach Rd, Oak Bluffs, MA 02557

  Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

  Alan Schweikert Ocean Park Realty Inc

  11 Beach Rd, Oak Bluffs, MA 02557
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  /20

  $1,095,000

  • 3 Beds
  • 1.5 Baths
  • 1,487 Sq Ft

  12 Wheelhouse Way, Oak Bluffs, MA 02557

  Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower--perfect for indoor-outdoor living.

  Dawn Bellante Sandpiper Realty Inc

  12 Wheelhouse Way, Oak Bluffs, MA 02557

Showing Results 41 - 51, Page 2 of 2