Recently Sold Oak Bluffs Homes

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  $820,000 Sold Sep 19, 2024

  • 704 Sq Ft
  • $1,165/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  29 2nd Ave, Oak Bluffs, MA 02557

  This Cape style home is within a short distance to downtown Oak Bluffs, the harbor, and library. A great location to be able to be downtown in a few minutes . The sale includes lot #19 Second Ave as well for extra yard space, expanding the home or to build a garage. The house has a side deck and quaint back yard. There is an open floor plan with kitchen, dining area, and living room, 2 bedrooms,

  Lisa Lucier Anchor Realty of MV

  29 2nd Ave, Oak Bluffs, MA 02557
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  $1,000,000 Sold Sep 16, 2024

  • 1,093 Sq Ft
  • $915/SF
  • 34 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  55 Tuckernuck Ave, Oak Bluffs, MA 02557

  Quintessential in-town charmer! Antique farmhouse style, fronting Niantic Park, close to all that Oak Bluffs has to offer by way of beaches, parks, eateries, shops and ferry service. Three bedrooms plus a "flex" room, a comfortable sitting porch, and a rear patio facilitate enjoyment of the casual Vineyard lifestyle. Located within the Copeland and Cottage City Historic Districts.

  Sean Federowicz Landmarks at TODAY Real Estate

  55 Tuckernuck Ave, Oak Bluffs, MA 02557
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  $800,000 Sold Sep 12, 2024

  • Land
  • 0.39 Acre
  • $2,027,369 per Acre

  • 0 Days On Market

  36 Double Ox Rd, Oak Bluffs, MA 02557

  *NOTE: SELLING PRICE REFLECTS VALUE OF THE LAND PURCHASE ONLY. A SEPARATE CONSTRUCTION CONTRACT FOR $1,995,000 WAS EXECUTED ALONG WITH THE PURCHASE. TOTAL PRICE: $2,795,000.*New Construction To Be Built ~ Welcome to The Homes at Lagoon Ridge, a new subdivision of stylish properties tucked away yet convenient to all that Oak Bluffs has to offer; beautiful beaches, restaurants, shopping and so much

  Terie Geary Donnelly + Co

  36 Double Ox Rd, Oak Bluffs, MA 02557
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  $1,100,000 Sold Sep 12, 2024

  • 1,642 Sq Ft
  • $670/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1990

  46 Towanticut Ave, Oak Bluffs, MA 02568

  Oak Bluffs: This 3 bedroom 3 bath residence is situated convenient to Oak Bluffs center, bike paths and hospital. First floor features an open kitchen-dining-living area with a bank of south facing windows providing streams of light. There are 2 more bedrooms and a full bathroom on the second level and a full basement with a flexible finished space for family enjoyment and over-flow.

  Amy Goldson Ocean Park Realty Inc

  46 Towanticut Ave, Oak Bluffs, MA 02568
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  $1,590,000 Sold Sep 06, 2024

  • 1,811 Sq Ft
  • $878/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  11 High Meadow Ln, Oak Bluffs, MA 02557

  Lovingly cared for home located in a private setting tucked back from the road on top of a hill in Meadow View Farms. Close to Bike paths miles of walking paths, Farm Neck, Downtown Oak Bluffs and all that the Island has to offer. Well run association with Tennis and Pickleball courts. The contemporary designed Home features a bright open living area with cathedral ceilings, oversize windows,

  Amy Goldson Ocean Park Realty Inc

  11 High Meadow Ln, Oak Bluffs, MA 02557
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  $515,000 Sold Jul 15, 2025

  • Land
  • 0.46 Acre
  • $1,114,719 per Acre

  • 0 Days On Market

  64 Deer Run Rd, Oak Bluffs, MA 02568

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  64 Deer Run Rd, Oak Bluffs, MA 02568
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  $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

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  28 Second Ave, Oak Bluffs, MA 02557
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  /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

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  17 Front St, Oak Bluffs, MA 02557
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  /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

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  56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557
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  /2

  $4,450,000 Sold Mar 05, 2025

  • 3,698 Sq Ft
  • $1,203/SF
  • 0 Days On Market

  • 7 Beds
  • 6.5 Baths
  • Built 2018

  90 Munroe Ave, Oak Bluffs, MA 02568

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  90 Munroe Ave, Oak Bluffs, MA 02568
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  /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
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  $1,306,000 Sold Jan 17, 2025

  • 1,151 Sq Ft
  • $1,135/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
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  $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
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  $1,499,000 Sold Jan 15, 2025

  • 2,622 Sq Ft
  • $572/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  13 W Meadow Ln, Oak Bluffs, MA 02557

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  13 W Meadow Ln, Oak Bluffs, MA 02557
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  $2,300,000 Sold Jan 10, 2025

  • 1,368 Sq Ft
  • $1,681/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
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  $2,300,000 Sold Dec 09, 2024

  • 1,524 Sq Ft
  • $1,509/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  5 Winona Ave, Oak Bluffs, MA 02557

  5 Winona is a 2 cottage, 4 bedroom, 2 Bath waterfront property in Oak Bluffs with private stairs to the lagoon. Facing westward, allowing for for unobstructed view's of the sunset over the Lagoon from every room in the cottage. Cathedral ceilings in the living room, spacious dining room with galley kitchen. Two ample bedrooms both with sliders to back deck and views over the lagoon. The

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  5 Winona Ave, Oak Bluffs, MA 02557
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  $2,000,000 Sold Oct 25, 2024

  • 1,507 Sq Ft
  • $1,327/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  133 County Rd, Vineyard Haven, MA 02568

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  133 County Rd, Vineyard Haven, MA 02568
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  $925,000 Sold Oct 22, 2024

  • 986 Sq Ft
  • $938/SF
  • 88 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  27 Hitchings Cir, Vineyard Haven, MA 02568

  Charming Cape - Located less than a mile from town on a paved road in the heart of Oak Bluffs. This two-bedroom, 1.5-bathroom home is ready for immediate use. Situated on a 10,000 + sq. ft. lot with a fenced-in backyard. There is a detached 20x24 heated garage that was built in 2019. In close proximity to the Oak Bluffs Elementary School, Library, and Farm Neck Golf Club. Passing Title V.

  Andrew McElhinney Compass LLC

  27 Hitchings Cir, Vineyard Haven, MA 02568
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  $899,000 Sold Oct 16, 2024

  • Land
  • 1.38 Acres
  • $652,679 per Acre

  • 6 Days On Market

  36 Quantapog Rd, Oak Bluffs, MA 02568

  Perfect opportunity to build your dream home with potential of 18 bedrooms and future guesthouse according to engineer. Last vacant lot on Quantapog Road on a cul-de-sac. The lot is centrally located and abuts Landbank with close access to bike path, YMCA, and Ice skating rink. Buyer to verify all information and buildability.

  Paul Thoutsis Dockside Real Estate

  36 Quantapog Rd, Oak Bluffs, MA 02568
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  $950,000 Sold Oct 08, 2024

  • 1,176 Sq Ft
  • $808/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1970

  15 Checama Path, Oak Bluffs, MA 02557

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  15 Checama Path, Oak Bluffs, MA 02557
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  $1,350,000 Sold Oct 02, 2024

  • 1,160 Sq Ft
  • $1,164/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  46 Waterview Rd, Oak Bluffs, MA 02557

  WATERVIEW FARM! Built in 1968, this property is one of the first seasonal cottages in this unique community of 55 homes with its own Association beach & dock. The sandy beach is the perfect launch area from which to enjoy all the recreational activities on Sengekontacket Pond --- everything from kayaking, paddle boarding, sailing and water access over to State Beach and Nantucket Sound. The

  Lynn Buder Sandpiper Realty Inc

  46 Waterview Rd, Oak Bluffs, MA 02557
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  /2

  $650,000 Sold Sep 06, 2024

  • 1,603 Sq Ft
  • $405/SF
  • 123 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1900

  3 Uncas Ave, Oak Bluffs, MA 02557

  Historic downtown home w/ separate guest house being sold as-is at the corner of Uncas Avenue and Circuit Avenue. Two dwelling units, downtown OB. Given the historic status of the main structure, it cannot be demolished. But, it could be restored and turned into a lovely downtown single family house. The guest house, although in need of significant repair, is not technically historic, and

  Mike Sawyer Sawyer Realty Group

  3 Uncas Ave, Oak Bluffs, MA 02557

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