Oak Bluffs Homes for Sale

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  /22

  $260,000

  • 1 Bed
  • 1 Bath
  • 319 Sq Ft

  33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha's Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

  

  Rene Ben David

  Ocean Park Realty, Inc.

  33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
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  /8

  $1,049,000

  $151K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $4,196,000 per Acre

  0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557

  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.

  0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557
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  /25

  $389,000

  $139K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 590 Sq Ft

  21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568

  Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

  

  Rene Ben David

  Ocean Park Realty Inc

  21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
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  /12

  $1,049,000

  $151K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $4,196,000 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

  0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
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  /8

  $310,000

  • 1 Bed
  • 1 Bath
  • 783 Sq Ft

  27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha's Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

  

  Rene Ben David

  Ocean Park Realty, Inc.

  27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
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  /27

  $389,000

  $139K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 590 Sq Ft

  21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568

  Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

  

  Rene Ben David

  Ocean Park Realty, Inc.

  21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
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  /28

  $1,095,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  2 Winemack St, Oak Bluffs, MA 02557

  Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downtown, you’ll enjoy convenient access to the ferries, Oak Bluffs Harbor, beaches, shopping,

  

  Rene Ben David

  Ocean Park Realty Inc

  2 Winemack St, Oak Bluffs, MA 02557
• 

  /2

  $1,200,000

  • Land
  • 1.4 Acres
  • $858,984 per Acre

  455 County Rd Unit 57, Oak Bluffs, MA 02557

  Lovely residential lot with a rural feel. Conforming 1.397 acre wooded lot in R3 with 150ft frontage on County Rd very close to the entrance to Meadow View Farm. Residential with bike path access along County Rd. Has been surveyed, staked & tagged. Town water available along County Rd. Electric access box will need to be installed. Number of bedrooms allowed is more than 7 bedrooms. This is

  

  Stephanie Burke

  Portfolio Properties

  455 County Rd Unit 57, Oak Bluffs, MA 02557
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  /41

  $287,500

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 9C, an inviting Martha’s Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

  

  Rene Ben David

  Ocean Park Realty Inc

  27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
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  /24

  $310,000

  • 1 Bed
  • 1 Bath
  • 419 Sq Ft

  27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha’s Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

  

  Rene Ben David

  Ocean Park Realty Inc

  27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
• 

  

  /16

  $287,500

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 9C, an inviting Martha's Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

  

  Rene Ben David

  Ocean Park Realty, Inc.

  27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
• 

  

  /27

  $260,000

  • 1 Bed
  • 1 Bath
  • 319 Sq Ft

  33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568

  Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha’s Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

  

  Rene Ben David

  Ocean Park Realty Inc

  33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
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  /18

  $1,100,000

  $99K PRICE DROP

  • 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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  /21

  $849,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

  In-Town Oak Bluffs Condo with Panoramic Water ViewsExperience the best of island living in this charming in-town Oak Bluffs condo, offering just under 800 square feet of comfortable and versatile living space.The condo features one generously sized bedroom plus a separate sleep nook, offering flexibility for guests, a home office, or additional sleeping accommodations. The nook could

  Lisa Lucier Anchor Realty of Martha's Vineyard

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
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  /6

  $975,000

  • Land
  • 1.07 Acres
  • $911,215 per Acre

  68 Pond View Dr, Oak Bluffs, MA 02557

  Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process. The property also includes a topographic/boundary survey and soil test, providing a strong foundation for planning and development. Subject to the Town of Oak

  Casandra Hyland Sandpiper Realty, Inc.

  68 Pond View Dr, Oak Bluffs, MA 02557
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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
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  /4

  $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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  /6

  $975,000

  • Land
  • 1.07 Acres
  • $912,921 per Acre

  68 Pond View Dr Unit 2, Oak Bluffs, MA 02557

  Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process.The property also includes a topographic/boundary survey and soil test, providing a strong foundation for planning and development.Subject to the Town of

  Casandra Hyland Sandpiper Realty

  68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
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  /4

  $809,000

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

  7 Highland Ave, Oak Bluffs, MA 02557

  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, Oak Bluffs, MA 02557
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  /12

  $3,400,000

  New Construction

  • 3 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  27 Double Ox Rd, Oak Bluffs, MA 02557

  Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor-outdoor living

  Lesley Heidt Sandpiper Realty, Inc.

  27 Double Ox Rd, Oak Bluffs, MA 02557
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  /33

  $1,095,000

  $130K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,428 Sq Ft

  323 County Rd, Oak Bluffs, MA 02557

  This charming Cape-style home is set on a beautifully landscaped lot filled with colorful blooming perennials, offering a peaceful setting just off the bike path. Ideally located, it's only a short ride to the town center and ferry, making it an excellent year-round residence, vacation getaway, or proven income-producing investment.The home features a bright, open-concept kitchen, dining,

  Nancy Beckwith Anchor Realty of Martha's Vineyard

  323 County Rd, Oak Bluffs, MA 02557
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  /36

  $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

  Kate Burnside Portfolio Properties

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  /17

  $849,000

  $146K PRICE DROP

  • 2 Beds
  • 0.5 Baths
  • 952 Sq Ft

  50 Canonicus Ave, Oak Bluffs, MA 02557

  Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

  Michele Moore Island Real Estate

  50 Canonicus Ave, Oak Bluffs, MA 02557
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  /2

  $399,000

  $26K PRICE DROP

  • Land
  • 7,840 Sq Ft
  • $2,216,667 per Acre

  0 Heather Ln Unit 56, Oak Bluffs, MA 02568

  Rare opportunity to build your dream retreat tucked away on a quiet lane just off Wing Road. This desirable vacant lot offers the perfect blank canvas to design a custom coastal home, seasonal sanctuary, or smart island investment. Enjoy the ideal balance of residential privacy and effortless convenience, located just minutes from iconic Circuit Avenue, Oak Bluffs Harbor, scenic biking trails,

  Jennifer DaSilva Compass | Point B

  0 Heather Ln Unit 56, Oak Bluffs, MA 02568
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  /37

  $3,750,000

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

  9 Weston Ave, Oak Bluffs, MA 02568

  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 02568
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  /33

  $1,499,000

  $100K PRICE DROP

  • 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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  /42

  $4,600,000

  $350K PRICE DROP

  • 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 offers 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 over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic

  Stephanie Roache Donnelly + Co.

  15 Tamarack Ln, Oak Bluffs, MA 02557
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  /18

  $239,000

  • 1 Bed
  • 1 Bath
  • 316 Sq Ft

  33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568

  Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. This unit has newer flooring, an updated bathroom, updated kitchenette and a cathedral ceiling. This is casual resort style living that includes association pool, 3 tennis courts, playground, and shared grilling area. This wonderful location borders Farm

  Rene Jackson Island Real Estate

  33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
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  /35

  $3,100,000

  $350K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  6 Brewster Ave, Oak Bluffs, MA 02557

  Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while preserving the home’s original charm. Tucked privately at the rear of the property, the guest cottage

  Katherine Donahue Sandpiper Realty

  6 Brewster Ave, Oak Bluffs, MA 02557
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  /32

  $1,495,000

  $100K PRICE DROP

  • 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
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  /2

  $785,000

  $9K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  60R Carol Ln, Oak Bluffs, MA 02557

  Charming Oak Bluffs Retreat Near Town Tucked away down a quiet lane just moments from downtown Oak Bluffs, this charming home offers the perfect blend of simplicity, comfort, and convenience. Set on just over 8,400 square feet, the property provides easy, single-story living in a sought-after Oak Bluffs neighborhood. The bright, open-concept interior features a welcoming living area and kitchen

  Michele Moore Island Real Estate

  60R Carol Ln, Oak Bluffs, MA 02557
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  /25

  $1,450,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  4 Lagrange Ave, Oak Bluffs, MA 02557

  New listing tucked away on a dead end road in Oak Bluffs ~Enjoy the best of Vineyard living from this beautifully renovated Oak Bluffs home, ideally located just a short walk from a private Lagoon beach—perfect for swimming, kayaking, paddleboarding and all your favorite water activities. The inviting living area features a dramatic vaulted ceiling and gas fireplace, creating a warm and spacious

  Marilyn Moses Ocean Park Realty Inc

  4 Lagrange Ave, Oak Bluffs, MA 02557
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  /42

  $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 21 st Century isnestled on a landscaped lot within mellow surroundings. And yet ... it’s located withinmere moments of town, beach, bike path, bus line, parks, recreation, Farm Pond and aLand Bank trail. The situation hardly gets better. The 3BR/2.5BA house features adeep wraparound farmer’s porch, Brazilian

  Kristin Buck Donnelly + Co

  61 Canonicus Ave, Oak Bluffs, MA 02557
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  /18

  $250,000

  • 1 Bed
  • 1 Bath
  • 331 Sq Ft

  27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568

  Island Inn ....tucked behind the ever-popular Noman's Restaurant. Located off the Beach Road in Oak Bluffs. Fully furnished and updated 2nd floor studio. New: floors, appliances, television, mini-split AC and two double mattresses, Fully furnished galley kitchen. Use the convenient bike path to State Beach and then further on into Edgartown ...OR a short distance north to Oak Bluffs center, ferry

  Patti Dean Wiggy's Pond Real Estate

  27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
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  /5

  $789,000

  $68K PRICE DROP

  • Land
  • 16,892 Sq Ft
  • $2,034,554 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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  /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
• 

  

  /26

  $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
• 

  

  /18

  $1,255,000

  • 3 Beds
  • 1.5 Baths
  • 912 Sq Ft

  11 Stanley St, Oak Bluffs, MA 02557

  Charming Oak Bluffs Ranch on a Peaceful Cul-de-SacWelcome to this inviting 3-bedroom, 1.5-bath ranch-style home nestled on a generous .35-acre lot at the end of a peaceful cul-de-sac in Oak Bluffs, Massachusetts. Ideally located near the beach and town center, this property offers a wonderful blend of privacy, convenience, and classic island living.The comfortable single-level layout

  Lisa Lucier Anchor Realty of Martha's Vineyard

  11 Stanley St, Oak Bluffs, MA 02557
• 

  

  /45

  $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
• 

  

  /20

  $1,745,000

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  11 Beach Rd, Oak Bluffs, MA 02568

  Wake up to breathtaking ocean views and the soothing rhythm of waves from this charming two-bedroom oceanfront cottage on East Chop. Set on approximately .21 acres of waterfront property with more than 50 feet of shoreline, this special retreat offers a rare opportunity to own a true piece of the island's coastline. Positioned directly on the water, the cottage captures the beauty of the

  Carleen Cordwell Anchor Realty of Martha's Vineyard

  11 Beach Rd, Oak Bluffs, MA 02568

Showing Results 1 - 40, Page 1 of 3

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

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

	Oak Bluffs	Vineyard Haven	West Tisbury
Median Home Price	$1,470,000	$1,760,000	$1,950,000
Median Sale Price	$1,262,500 -2% YoY	$1,400,000 +9% YoY	$1,500,000 -17% YoY
Avg. Price per Square Foot	$984	$941	$1,299
Median Single Family Price	$1,600,000	$1,690,000	$1,875,000
Median Condo Price	$849,000	$1,175,000	--
Total Active Listings	84 listings	86 listings	30 listings
Market Conditions	6 Months of Supply Buyer's Market	8 Months of Supply Buyer's Market	8 Months of Supply Buyer's Market

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 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.

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

The median home price in Oak Bluffs is $1,470,000. If you put a 20% down payment of $294,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $7,290 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $312K 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, Woods Hole and Falmouth Village.