Oak Bluffs Homes for Sale

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  $1,200,000

  • Land
  • 10,890 Sq Ft
  • $4,800,000 per Acre

  0 Temahigan Ave Unit 22602202, Oak Bluffs, MA 02568

  Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs. Build Your Martha's Vineyard Dream Home. Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha's Vineyard dream home. Approved for up to 6 bedrooms, this exceptional property includes an approved 6-bedroom septic design, with room for a

  

  Rene Ben David

  (508) 205-8583

  0 Temahigan Ave Unit 22602202, Oak Bluffs, MA 02568
• Explore Oak Bluffs

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  $1,200,000

  • Land
  • 10,890 Sq Ft
  • $4,800,000 per Acre

  0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568

  Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs.Build Your Martha’s Vineyard Dream Home.Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha’s Vineyard dream home. Approved for up to 6 bedrooms, this exceptional property includes an approved 6-bedroom septic design, with room for a

  

  Rene Ben David

  Ocean Park Realty Inc

  (774) 446-7075

  0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
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  $1,495,000

  $130K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,514 Sq Ft

  26 Sea Glen Rd, Oak Bluffs, MA 02557

  Nestled in a desirable neighborhood, this beautifully maintained cape style home offers a rare blend of charm, flexibility and convenience in a serene island setting. Thoughtfully appointed throughout, the home welcomes you with an open living room that flows effortlessly into a bright dining area, where French doors open to a private stone patio—creating an inviting connection between indoor

  Jennifer B. DaSilva Compass

  26 Sea Glen Rd, Oak Bluffs, MA 02557
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  $4,950,000

  • 6 Beds
  • 5.5 Baths
  • 3,998 Sq Ft

  15 Tamarack Ln, Oak Bluffs, MA 02557

  Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane presents a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views of the 7th fairway and 8th tee box, across to Sengekontacket Pond, offering a serene backdrop of lush greens and distant water. The historic

  Stephanie Roache Donnelly + Co

  15 Tamarack Ln, Oak Bluffs, MA 02557
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  $625,000

  • Land
  • 14,997 Sq Ft
  • $1,815,277 per Acre

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

  Andrew McElhinney Compass LLC

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  47 Winemack St, Oak Bluffs, MA 02557

  Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one

  Lisa Lucier Anchor Realty of MV

  47 Winemack St, Oak Bluffs, MA 02557
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  $1,575,000

  • 3 Beds
  • 3 Baths
  • 1,621 Sq Ft

  27 Laurel Ave, Oak Bluffs, MA 02557

  Located in exclusive East Chop, this sun-filled 3BR Cottage blends authentic Martha’s Vineyard charm with modern coastal living. Immaculate, fully furnished, and turn-key, this property presents a phenomenal island retreat or a lucrative investment with fantastic rental potential.The main home pairs classic character with upgraded 200-amp electric, featuring bright spaces, a large kitchen, and

  Lisa Sheehan Berkshire Hathaway HomeServices Robert Paul Properties

  27 Laurel Ave, Oak Bluffs, MA 02557
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  $839,000

  $60K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft

  26 Winthrop Ave, Oak Bluffs, MA 02557

  This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with tons of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  26 Winthrop Ave, Oak Bluffs, MA 02557
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  $2,260,000

  $335K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,810 Sq Ft

  4 High Meadow Ln, Oak Bluffs, MA 02557

  Set within the coveted Meadow View Farms community, this exceptional post-and-beam residence offers timeless craftsmanship, generous living spaces, and nearly an acre of private beautifully landscaped grounds with significant potential for expansion. A full-length farmer’s porch creates a gracious arrival and provides the perfect setting to relax. Inside, the sun-drenched main level is defined by

  Kate Burnside Portfolio Properties

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  $3,750,000

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  9 Weston Ave, Oak Bluffs, MA 02557

  This beautifully situated 4-bedroom, 3-bath home sits at the highest point of East Chop, offering sweeping views of Vineyard Sound. The property features a spacious clerestory living room with a fireplace, along with a combined family room and kitchen, also centered around a cozy fireplace. A large, screened porch opens onto an expansive deck, perfect for relaxing or entertaining. The first floor

  Gerrett Conover Landvest MV

  9 Weston Ave, Oak Bluffs, MA 02557
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  $1,599,000

  • 3 Beds
  • 2.5 Baths
  • 1,645 Sq Ft

  7 Ploughshare Ln, Oak Bluffs, MA 02557

  Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layout flows seamlessly from the fireplaced living room and kitchen through the dining area to an

  Emma Kennedy Sandpiper Realty, Inc.

  7 Ploughshare Ln, Oak Bluffs, MA 02557
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  $5,995,000

  • 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

  43 Sengekontacket Rd, Oak Bluffs, MA 02557
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  $599,000

  • Land
  • 3,049 Sq Ft
  • $8,557,143 per Acre

  112 Dukes County Ave, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha's Vineyard's most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park.This level lot includes an existing poured concrete foundation and MVC-approved plans by Sullivan &

  Rose Ryley Wallace & Co. Sotheby's International Realty

  112 Dukes County Ave, Oak Bluffs, MA 02557
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  $5,450,000

  • 4 Beds
  • 5.5 Baths
  • 3,300 Sq Ft

  8 Paddock Rd, Oak Bluffs, MA 02557

  Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

  Lesley Heidt Sandpiper Realty

  8 Paddock Rd, Oak Bluffs, MA 02557
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  /20

  $899,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

  Lisa Lucier Anchor Realty of MV

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
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  $3,995,000

  • Land
  • 1.92 Acres
  • $2,083,985 per Acre

  98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568

  Farm Neck Golf Club – Undeveloped Water View Parcel with Membership A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views over Sengekontacket Pond to the Vineyard Sound, creating a stunning backdrop for your future Martha’s

  Andrew McElhinney Compass LLC

  98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568
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  $809,000

  • Land
  • 16,988 Sq Ft
  • $2,074,359 per Acre

  7 Highland Ave, Vineyard Haven, MA 02568

  Rare opportunity in East Chop. Beautiful lot in a serene, wooded area, walking distance to town, beach, and ferries. Secluded yet accessible. This is a pre-existing nonconforming lot, with a legal opinion letter attached stating buildability. Buyer to perform all due diligence regarding town building requirements. Opportunity for buyer to design to their own specifications.

  Shera Toledo eXp Realty, LLC

  7 Highland Ave, Vineyard Haven, MA 02568
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  $640,000

  • 1 Bed
  • 1 Bath
  • 354 Sq Ft

  2 Lincoln Ave, Oak Bluffs, MA 02568

  Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

  Stacy Ickes Donnelly + Co.

  2 Lincoln Ave, Oak Bluffs, MA 02568
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  $857,000

  • Land
  • 16,892 Sq Ft
  • $2,209,902 per Acre

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

  OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
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  $925,000

  • 2 Beds
  • 1.5 Baths
  • 1,208 Sq Ft

  4 Quail Run Unit 21, Oak Bluffs, MA 02557

  Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

  Emma Bryant Studio Realty

  4 Quail Run Unit 21, Oak Bluffs, MA 02557
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  $1,850,000

  • 4 Beds
  • 2 Baths
  • 1,833 Sq Ft

  22 Old Harbor Ln, Oak Bluffs, MA 02557

  Quintessential Waterview Farm! Built as a year-round home with the charm of the original cottages, this well-loved retreat awaits its next chapter. The sunny, open floor plan offers two bedrooms and a full bath on each level, with generous gathering spaces throughout. A skylit kitchen is tucked into a corner of the main living area, where a curved wall of glass opens to a deck and private yard.

  Lisa Stewart Sandpiper Realty, Inc.

  22 Old Harbor Ln, Oak Bluffs, MA 02557
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  $5,100,000

  • Land
  • 2.34 Acres
  • $2,179,487 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Overview Ln, Oak Bluffs, MA 02557
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  $5,495,000

  • 3 Beds
  • 7 Baths
  • 3,608 Sq Ft

  385 Barnes Rd, Vineyard Haven, MA 02568

  SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and

  Stephanie Roache Donnelly + Co

  385 Barnes Rd, Vineyard Haven, MA 02568
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  $1,765,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2 Great Rock Rd, Oak Bluffs, MA 02568

  Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town building and board of health departments approved the house and and septic plans attached. The property

  Susan Lemoie-Zarba Premier Properties

  2 Great Rock Rd, Oak Bluffs, MA 02568
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  $869,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area,, large bedroom with alcove, a sleep nook, a tiled

  Lisa Lucier Anchor Realty of MV

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
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  $2,579,000

  • 4 Beds
  • 2 Baths
  • 1,399 Sq Ft

  34 Windemere Rd, Oak Bluffs, MA 02557

  Set along the shimmering edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard location with all the modern comforts one would want. The house is perfectly sited to take full

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  34 Windemere Rd, Oak Bluffs, MA 02557
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  $3,095,000

  $150K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,927 Sq Ft

  44 Tiffany Dr, Oak Bluffs, MA 02557

  This handsome, newly renovated classic Cape, is nestled on a private 1.38-acre lot in the sought after Lagoon Estates community, Oak Bluffs. The property has been thoughtfully renovated with two new kitchens, 5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with

  Perry Patterson MV Luxury Homes LLC

  44 Tiffany Dr, Oak Bluffs, MA 02557
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  $1,395,000

  • 4 Beds
  • 3 Baths
  • 1,305 Sq Ft

  46 Kennebec Ave, Oak Bluffs, MA 02557

  This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs'

  Michael Schweikert Ocean Park Realty Inc

  46 Kennebec Ave, Oak Bluffs, MA 02557
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  $3,750,000

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  28 Beach Rd, Oak Bluffs, MA 02557

  Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort through and through

  Scott Lewis Lewis Real Estate Services, LLC

  28 Beach Rd, Oak Bluffs, MA 02557
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  $809,000

  • Land
  • 16,901 Sq Ft
  • $2,085,052 per Acre

  7 Highland Ave Unit 119, Vineyard Haven, MA 02568

  Rare opportunity in East Chop. Beautiful lot in a serene, wooded area, walking distance to town, beach, and ferries. Secluded yet accessible. This is a pre-existing nonconforming lot, with a legal opinion letter attached stating buildability. Buyer to perform all due diligence regarding town building requirements. Opportunity for buyer to design to their own specifications.

  Shera Toledo eXp Realty

  7 Highland Ave Unit 119, Vineyard Haven, MA 02568
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  $1,755,000

  $40K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,695 Sq Ft

  68 Front St, Oak Bluffs, MA 02557

  Nestled at the end of a quiet street, this charming and spacious Cape-style home offers both privacy and convenience, just a short distance from the Oak Bluffs School and town center, and walking distance to the Lagoon. Thoughtfully maintained, the sun-filled main level boasts an open floor plan with large windows that frame views of the surrounding property. The generously sized kitchen features

  Jayne Isford Ocean Park Realty Inc

  68 Front St, Oak Bluffs, MA 02557
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  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 1,431 Sq Ft

  33 Vineyard Ave, Oak Bluffs, MA 02557

  Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha’s Vineyard. This fully renovated property features a 2BR/2BA primary home plus a separate 1BR/1BA suite—offering flexible, move-in ready living or investment potential in a prime in-town location. The main residence showcases a light-filled interior, wood floors, beamwork, and refined finishes throughout. Open living flows to a gourmet kitchen

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  33 Vineyard Ave, Oak Bluffs, MA 02557
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  $1,275,000

  $520K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts NEW flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new

  Alice Pierce Coldwell Banker Realty - Martha's Vineyard

  9 Brunswick 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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  $2,575,000

  • 4 Beds
  • 1.5 Baths
  • 1,606 Sq Ft

  12 Samoset Ave, Oak Bluffs, MA 02557

  COMING SOON Classic Oak Bluffs Victorian Steps from Beach, Harbor & Town.. Built in 1875 by famed architect Samuel Pratt, this Classic Oak Bluffs Victorian offers a rare opportunity to own a piece of Vineyard history just one block from the sandy beach. Located moments from the harbor, ferries, shops, restaurants, and all the attractions of downtown Oak Bluffs, this warm and welcoming

  Marilyn Moses Ocean Park Realty Inc

  12 Samoset Ave, Oak Bluffs, MA 02557
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  $675,000

  • Land
  • 9,997 Sq Ft
  • $2,941,176 per Acre

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

  Andrew McElhinney Compass LLC

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  $5,250,000

  $445K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,650 Sq Ft

  217 Barnes Rd, Vineyard Haven, MA 02568

  This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vineyard Sound, and even distant views of Cape Cod. The property includes a renovated three-bedroom

  Elissa Lash Tea Lane Associates

  217 Barnes Rd, Vineyard Haven, MA 02568
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  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  6 Stone Pound Way, Oak Bluffs, MA 02557

  The ambience of this tranquil Hidden Cove Waterfront community will inspire you immediately. This spacious 3 bedroom w/oversized family room home is affordably priced. The sun shines in the charming living room w/ brick fireplace, Palladian side windows, Rennai gas monitor & attractive hardwood floors. The ample chefs kitchen extends w/L shaped counter & snack bar. The dining area is adjacent

  Susan Austin Austin R.E. Properties of MV

  6 Stone Pound Way, Oak Bluffs, MA 02557
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  $2,499,000

  $299K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 2,400 Sq Ft

  111 Eastville Ave, Oak Bluffs, MA 02557

  LARGE PRICE DROP. THIS IS A PERFECT LOCATION FOR WEDDING PARTIES.Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history. Set on an oversized lot just two parcels from the shoreline, the home features six bedrooms and four bathrooms, providing generous

  Ed Charter Arrowhead Homes

  111 Eastville Ave, Oak Bluffs, MA 02557
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  $1,075,000

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft

  21 Butler Ave, Oak Bluffs, MA 02557

  Located within the historic Martha’s Vineyard Camp Meeting Association, this rare double-lot property combines classic Campground charm with the comfort, privacy, and functionality of a thoughtfully modernized home. Two-car off-street parking—an exceptional Campground amenity—adds everyday convenience, while Oak Bluffs Harbor, beaches, ferries, shops, and restaurants are just moments away.

  Jennifer O'hanlon Compass LLC

  21 Butler Ave, Oak Bluffs, MA 02557

Showing Results 1 - 40, Page 1 of 2

Why Live in Oak Bluffs

Oak Bluffs, located in the northeast of Martha’s Vineyard, is renowned for its whimsical gingerbread houses. This down-island town is a bustling port of entry during the summer season, where tourists disembark from ferry boats and explore attractions like Circuit Avenue, known for its T-shirts and fresh doughnuts. The town features gray-shingled beach houses overlooking the Nantucket Sound, and the commercial district offers pizza parlors, ice cream shops, and clothing stores. Oak Bluffs is home to the oldest platform carousel in the U.S., the Flying Horses Carousel, and hosts the Martha’s Vineyard African American Film Festival and a fireworks show every August. The Ritz Café provides nightlife with live music and karaoke, while the Sweet Life Café offers upscale dining year-round. Ocean Park, with its rolling hills and Victorian homes, and the Martha’s Vineyard Camp Meeting Association, with its brightly colored gingerbread houses, are notable landmarks. The town also has gray-shingled beach cottages, Cape Cods, and farmhouses. Martha’s Vineyard Regional High School, a highly rated institution, serves the island’s students. Health care is accessible at Mass General Brigham Martha’s Vineyard Hospital, which offers comprehensive services. Residents and visitors can enjoy sandy pathways along the Nantucket Sound, beaches like Inkwell Beach, and a skate park near the high school. Oak Bluffs is 10 minutes from Vineyard Haven, 15 minutes from Edgartown, and 15 minutes from Martha’s Vineyard Airport.

Learn more about living in Oak Bluffs

Frequently Asked Questions

Is Oak Bluffs a good place to live?

Oak Bluffs is a good place to live. Oak Bluffs is considered very car-dependent and somewhat bikeable with some transit options. Oak Bluffs is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Oak Bluffs has 5 parks for recreational activities. It is sparse in population with 2.0 people per acre and a median age of 49. The average household income is $133,511 which is above the national average. College graduates make up 46.9% of residents. A majority of residents in Oak Bluffs are home owners, with 27% of residents renting and 73% of residents owning their home. A local real estate agent serving Oak Bluffs can help you decide if this neighborhood is the right one for you. Learn more on our Oak Bluffs neighborhood guide.

Is Oak Bluffs, MA a safe neighborhood?

Oak Bluffs, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Oak Bluffs?

The median home price in Oak Bluffs is $1,550,000. If you put a 20% down payment of $310,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $7,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $335K a year to afford the median home price in Oak Bluffs. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oak Bluffs is $134K.

What are the best public schools in Oak Bluffs?

The best public schools that serve Oak Bluffs are:

• Martha's Vineyard Regional High School has a B+ Niche grade, a student teacher ratio of 9:1 and an average review score of 3.6.
• Oak Bluffs Elementary School has a B Niche grade and a student teacher ratio of 8:1.

What are the best private schools in Oak Bluffs?

The best private schools that serve Oak Bluffs are:

• Vineyard Montessori School has a student teacher ratio of 5:1.

What are the most popular zip codes in Oak Bluffs, Marthas Vineyard, MA?

The most popular zip codes in Oak Bluffs, Marthas Vineyard, MA include 02568, 02536, 02539, 02575 and 02535.

What are the most popular neighborhoods near Oak Bluffs, Marthas Vineyard, MA?

The most popular neighborhoods near Oak Bluffs, Marthas Vineyard, MA are Vineyard Haven, Edgartown, West Tisbury, Chilmark and Woods Hole.

Oak Bluffs Home Prices vs. Nearby Marthas Vineyard, MA Neighborhoods

	Oak Bluffs	North Falmouth	Vineyard Haven	Falmouth Village
Median Home Price	$1,550,000	$1,099,000	$1,770,000	$1,100,000
Median Sale Price	$1,350,000 +17% YoY	$1,145,000 +15% YoY	$1,445,000 +13% YoY	$959,000 -4% YoY
Median Single Family Price	$1,515,000	$1,110,000	$1,762,500	$1,325,000
Median Townhouse Price	--	$1,040,000	$1,300,000	$1,900,000
Median Condo Price	$912,000	$1,012,250	$1,150,000	$620,000
Total Active Listings	70	14	64	44
Market Conditions	5 Months Balanced Market	1 Months Seller's Market	7 Months Buyer's Market	3 Months Seller's Market