5,228

Dukes, MA Homes

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    • /15

      Est $1,012,590 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,104 Sq Ft

      68 Shawanue Ave, Oak Bluffs, MA 02557

      68 Shawanue Ave, Oak Bluffs, MA 02557
  • /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
  • /14

    $955,000 Sold Aug 23, 2024

    • 1,024 Sq Ft
    • $933/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1978

    51 Manchester Ave, Vineyard Haven, MA 02568

    Addorablily Cozy 2 bedroom 1 bath home in a wonderful quiet neighborhood. Well maintained, with stone patio and beautiful gardens Open floor plan with, kitchen with breakfast bar. Priced to Sell

    Roy Cutrer LAER Realty Partners

    51 Manchester Ave, Vineyard Haven, MA 02568
    • /3

      Not Listed For Sale

      30 Olive St, Vineyard Haven, MA 02568

      30 Olive St, Vineyard Haven, MA 02568
  • /39

    $2,290,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    22 Greenleaf Ave, Oak Bluffs, MA 02539

    Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

    Jen O'Hanlon Compass | The O'Hanlon Group

    22 Greenleaf Ave, Oak Bluffs, MA 02539
  • /19

    $800,000 Sold Aug 16, 2024

    • 900 Sq Ft
    • $889/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    22 Olive St, Oak Bluffs, MA 02557

    Nestled in Oak Bluffs, tucked away in a quiet enclave, this delightful A-frame home boasts three cozy bedrooms and two bathrooms, perfect for year round living or a vacation retreat with friends and family. Surrounded by a lush, spacious lawn, the property offers ample outdoor space for relaxation and play. Enjoy ultimate island living complete with an outdoor shower, a welcoming deck for al

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    22 Olive St, Oak Bluffs, MA 02557
    • /7

      Not Listed For Sale

      92 Pennsylvania Ave, Vineyard Haven, MA 02568

      92 Pennsylvania Ave, Vineyard Haven, MA 02568
  • /42

    $4,500,000

    • 3 Beds
    • 5.5 Baths
    • 4,046 Sq Ft

    267 Barnes Rd, Oak Bluffs, MA 02557

    Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water...boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living,

    Stephanie Roache Donnelly + Co.

    267 Barnes Rd, Oak Bluffs, MA 02557
  • /41

    $1,100,000 Sold Aug 15, 2024

    • 1,620 Sq Ft
    • $679/SF
    • 30 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1997

    123 Manchester Ave, Oak Bluffs, MA 02557

    Classic Cape Style Home located in Oak Bluffs Lagoon Heights ~Immediate Investment Opportunity to move right into this attractive home that is cheery and bright with a flexible floor plan and great layout. Updates include newly painted solarium, and interior house painting and exterior power wash. Features include a Viessmann 200 boiler that provides radiant floor heat(OIL) throughout each room

    Marilyn Moses Ocean Park Realty Inc

    123 Manchester Ave, Oak Bluffs, MA 02557
    • /20

      Est $1,071,490 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,153 Sq Ft

      20 Tia Anna Ln, Oak Bluffs, MA 02557

      20 Tia Anna Ln, Oak Bluffs, MA 02557
  • /2

    $699,000

    • Land
    • 0.49 Acre
    • $1,426,531 per Acre

    56 Holmes Hole Rd, Oak Bluffs, MA 02568

    Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

    Marilyn Moses Ocean Park Realty Inc

    56 Holmes Hole Rd, Oak Bluffs, MA 02568
  • /2

    $515,000 Sold Jul 15, 2025

    • Land
    • 0.46 Acre
    • $1,119,565 per Acre
    • 0 Days On Market

    64 Deer Run Rd, Oak Bluffs, MA 02568

    Not listed in LINK.

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    64 Deer Run Rd, Oak Bluffs, MA 02568
    • /39

      Est $926,818 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft

      36 Clinton Ave, Oak Bluffs, MA 02557

      36 Clinton Ave, Oak Bluffs, MA 02557
  • /67

    $3,150,000

    • 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
  • /2

    $975,000 Sold Jul 02, 2025

    • 1,056 Sq Ft
    • $923/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1974

    28 Second Ave, Oak Bluffs, MA 02557

    Not Listed in LINK

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    28 Second Ave, Oak Bluffs, MA 02557
    • /6

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      7 Sachem Way, Oak Bluffs, MA 02557

      7 Sachem Way, Oak Bluffs, MA 02557
  • /4

    $487,000

    • Land
    • 0.22 Acre
    • $2,213,636 per Acre

    0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

    Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows 1 bedroom for this lot. Water and electric are nearby.

    Jim Joyce Carroll & Vincent R.E.

    0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
  • /2

    $1,100,000 Sold Jun 17, 2025

    • 2,912 Sq Ft
    • $378/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    17 Front St, Oak Bluffs, MA 02557

    Not listed in LINK.

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    17 Front St, Oak Bluffs, MA 02557
    • /6

      Not Listed For Sale

      00 Oriental Ave, Oak Bluffs, MA 02568

      00 Oriental Ave, Oak Bluffs, MA 02568
  • /64

    $2,250,000

    • 4 Beds
    • 4 Baths
    • 3,076 Sq Ft

    79 Circuit Ave, Oak Bluffs, MA 02557

    Wonderful opportunity to reimagine this historic classic Victorian home located at the gateway to the Oak Bluffs Business district with a gorgeous, secluded garden and 5 off street parking spaces the property lends itself to a single-family home or conversion to a multi-family. The home has been both of these configurations in previous years. The current layout offers incredible opportunities

    kyle Neyer Tea Lane Associates

    79 Circuit Ave, Oak Bluffs, MA 02557
  • /2

    $630,000 Sold Mar 25, 2025

    • 655 Sq Ft
    • $962/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1880

    56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557

    Not listed in LINK

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    56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557
    • /9

      Not Listed For Sale

      24 Dolly Ln, Oak Bluffs, MA 02568

      24 Dolly Ln, Oak Bluffs, MA 02568
  • /20

    $3,750,000

    • 4 Beds
    • 3 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
  • /2

    $4,450,000 Sold Mar 05, 2025

    • 3,698 Sq Ft
    • $1203/SF
    • 0 Days On Market
    • 7 Beds
    • 7 Baths
    • Built 2018

    90 Munroe Ave, Oak Bluffs, MA 02568

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    90 Munroe Ave, Oak Bluffs, MA 02568
    • /13

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft

      50 Nashawena Park, Oak Bluffs, MA 02568

      50 Nashawena Park, Oak Bluffs, MA 02568
  • /17

    $995,000

    • 2 Beds
    • 1 Bath
    • 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
  • /2

    $950,000 Sold Jan 23, 2025

    • 2,188 Sq Ft
    • $434/SF
    • 282 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    40 Hidden Cove Rd Unit 16, Oak Bluffs, MA 02557

    The living comes easy at this three-bedroom Oak Bluffs condominium in the highly regarded Hidden Cove Association. This spacious unit offers a bright, open feel on all three levels- living, dining, and kitchen, which extends to an outdoor deck on the main floor, a primary suite with a private sitting area on the upper level, and two spacious guest rooms and a bath on the lower level. Amenities

    Katherine Donahue Sandpiper Realty Inc

    40 Hidden Cove Rd Unit 16, Oak Bluffs, MA 02557
    • /32

      Est $2,972,276 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 3,124 Sq Ft

      15 Peter Williamson Blvd, Oak Bluffs, MA 02557

      15 Peter Williamson Blvd, Oak Bluffs, MA 02557
  • /40

    $669,000

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft

    25 Oak Ave, Oak Bluffs, MA 02557

    WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot set down a winding avenue off New York Avenue. Currently there's a very cute Victorian Era two story cottage which could be renovated. Alternatively, you have the choice to add on to the exiting building or build a new FIVE (5) BEDROOM home - Possibly more than FIVE (5) bedrooms as it’s not in a Board of Health area of concern -

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    25 Oak Ave, Oak Bluffs, MA 02557
  • /2

    $1,306,000 Sold Jan 17, 2025

    • 1,151 Sq Ft
    • $1135/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    25 Simpson Ave, Oak Bluffs, MA 02557

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    25 Simpson Ave, Oak Bluffs, MA 02557
    • /38

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,369 Sq Ft

      2 Great Rock Rd, Oak Bluffs, MA 02568

      2 Great Rock Rd, Oak Bluffs, MA 02568
  • /3

    $669,000

    • Land
    • 0.23 Acre
    • $2,908,696 per Acre

    25 Oak Ave Unit 187, Oak Bluffs, MA 02557

    WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot. According to the engineer who has percolated the lot, it will allow a FIVE (5) bedroom regular septic system. The Board of Health have stated there are no Board of Health issues or limitations with this property and are deferring to the engineer’s opinion.It may be possible to have more than Five (5) Bedrooms. Water and

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    25 Oak Ave Unit 187, Oak Bluffs, MA 02557
  • /2

    $1,695,000 Sold Jan 17, 2025

    • 2,200 Sq Ft
    • $770/SF
    • 13 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2013

    10 Combra Way, Oak Bluffs, MA 02557

    NEAR OAK BLUFFS HARBOR - This elegantly remodeled classic Cape Style home is under a mile from the Harbor, Circuit Avenue and everything Oak Bluffs has to offer. Tucked away at the end of a quiet little street, a location like this is hard to beat. This sweet three bedroom has a wide open floor plan that is ideal for entertaining and with the generously sized new kitchen and great room, guests

    Rose Ryley Sandpiper Realty Inc

    10 Combra Way, Oak Bluffs, MA 02557
    • /26

      Est $1,372,535 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,268 Sq Ft

      7 Fairway Dr, Oak Bluffs, MA 02557

      7 Fairway Dr, Oak Bluffs, MA 02557
  • /29

    $2,700,000

    • 6 Beds
    • 4 Baths
    • 1,616 Sq Ft

    34 Massasoit Ave, Oak Bluffs, MA 02568

    Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to

    Carleen Cordwell Anchor Realty of Martha's Vineyard

    34 Massasoit Ave, Oak Bluffs, MA 02568
  • /2

    $1,499,000 Sold Jan 15, 2025

    • 2,622 Sq Ft
    • $572/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    13 W Meadow Ln, Oak Bluffs, MA 02557

    Not listed in LINK.

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    13 W Meadow Ln, Oak Bluffs, MA 02557
    • /53

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,366 Sq Ft

      26 Greenleaf Ave, Oak Bluffs, MA 02557

      26 Greenleaf Ave, Oak Bluffs, MA 02557
  • /24

    $2,195,000

    • 4 Beds
    • 3 Baths
    • 2,262 Sq Ft

    30 Sengekontacket Rd, Oak Bluffs, MA 02557

    Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

    Cassie Bradley Wallace & Co. Sotheby's International Realty

    30 Sengekontacket Rd, Oak Bluffs, MA 02557
  • /2

    $2,300,000 Sold Jan 10, 2025

    • 1,368 Sq Ft
    • $1681/SF
    • 130 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    2 Bradford Ct, Oak Bluffs, MA 02557

    $275,000 PRICE ADJUSTMENT - SELLER MOTIVATED TO CLOSE THIS YEAR! Renovated Beachfront Cottage with Private Dock and Stunning Lagoon Views. This charming waterfront home offers 100 feet of sandy shoreline and a 90-foot private dock for kayaking, swimming, and more, right from your doorstep. Set on over 13,000 square feet at the end of a quiet lane, this lovingly maintained three-bedroom,

    Rose Ryley Sandpiper Realty Inc

    2 Bradford Ct, Oak Bluffs, MA 02557
    • /28

      Est $1,476,023 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,186 Sq Ft

      47 Tuckernuck Ave, Oak Bluffs, MA 02557

      47 Tuckernuck Ave, Oak Bluffs, MA 02557

Showing Results 241 - 280, Page 7 of 18

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