4,264

Oak Bluffs, MA Homes

Section Image
  • 14 Ephriam Allen Rd, West Tisbury, MA 02568
    14 Ephriam Allen Rd, West Tisbury, MA 02568
    14 Ephriam Allen Rd, West Tisbury, MA 02568
    /17

    $2,475,000

    • 4 Beds
    • 4 Baths
    • 2,250 Sq Ft

    14 Ephriam Allen Rd, West Tisbury, MA 02568

    Abutting Cedar Tree Neck Sanctuary, this residence is one of only a few in this rural pocket of the North shore area and benefits from its privacy, miles of walking trails and natural beauty of over 400 acres of its forest, bluffs, beaches and bogs. The main 3-br home is sited at the higher elevation and enjoys waterviews of Vineyard Sound and the Sanctuary. There's also a sweet detached studio

    Michelle Kelly Tea Lane Associates

    14 Ephriam Allen Rd, West Tisbury, MA 02568
    • 609 State Rd, West Tisbury, MA 02575
      609 State Rd, West Tisbury, MA 02575
      609 State Rd, West Tisbury, MA 02575
      /7

      Not Listed For Sale

      609 State Rd, West Tisbury, MA 02575

      609 State Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 423 Days On Market

  • 96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    /42

    $3,995,000

    • 3 Beds
    • 4 Baths
    • 3,426 Sq Ft

    96 Hammett Ln, Chilmark, MA 02535

    Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

    Brenda Galligan Karen M. Overtoom R.E.

    96 Hammett Ln, Chilmark, MA 02535
    • 12 W Farm Rd, West Tisbury, MA 02575
      12 W Farm Rd, West Tisbury, MA 02575
      12 W Farm Rd, West Tisbury, MA 02575
      /30

      Not Listed For Sale

      12 W Farm Rd, West Tisbury, MA 02575

      • 3 Beds
      • 2 Baths
      • 1,389 Sq Ft
      • Built 1988
      12 W Farm Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 173 Days On Market

  • 23 Onkokemmy Rd, West Tisbury, MA 02557
    23 Onkokemmy Rd, West Tisbury, MA 02557
    23 Onkokemmy Rd, West Tisbury, MA 02557
    /9

    $1,200,000

    • Land
    • 3.42 Acres
    • $350,877 per Acre

    23 Onkokemmy Rd, West Tisbury, MA 02557

    Just beyond the Great White Oak and down scenic Rogers Path, this pastoral West Tisbury parcel offers nearly 3.5 acres of privacy and natural beauty. Moments from the village center yet tucked into a peaceful landscape, the property presents an opportunity to create a custom Vineyard compound. As you traverse your own grove of majestic oak trees, the landscape opens to an idyllic pasture dotted

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    23 Onkokemmy Rd, West Tisbury, MA 02557
    • 34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535
      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535
      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535
      /14

      Not Listed For Sale

      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535

      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535

      Last Sold Summary

      • 145 Days On Market

  • 229 Oak Ln, West Tisbury, MA 02575
    229 Oak Ln, West Tisbury, MA 02575
    229 Oak Ln, West Tisbury, MA 02575
    /39

    $2,500,000

    • 3 Beds
    • 4 Baths
    • 2,300 Sq Ft

    229 Oak Ln, West Tisbury, MA 02575

    A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

    Doug Burke Signal House Group at Compass

    229 Oak Ln, West Tisbury, MA 02575
    • 80 Watcha Club Rd, West Tisbury, MA 02568
      80 Watcha Club Rd, West Tisbury, MA 02568
      80 Watcha Club Rd, West Tisbury, MA 02568
      /5

      Not Listed For Sale

      80 Watcha Club Rd, West Tisbury, MA 02568

      80 Watcha Club Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • 31 Josiah Sachem Way, Vineyard Haven, MA 02568
    31 Josiah Sachem Way, Vineyard Haven, MA 02568
    31 Josiah Sachem Way, Vineyard Haven, MA 02568
    /73

    $4,125,000

    $525K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 3,312 Sq Ft

    31 Josiah Sachem Way, Vineyard Haven, MA 02568

    An Inspirational Oasis - Come unwind and experience a secluded multi-dwelling compound nestled along the gentle slopes of Indian Hill, where rural tranquility meets effortless island living on more than three acres of uncommon beauty. Centered around a heated saltwater pool reminiscent of a private resort, the main house, studio barn, and guesthouse with a total of 4,464 square feet of living

    Helena Kirschenbaum Studio Realty

    31 Josiah Sachem Way, Vineyard Haven, MA 02568
    • 0 Beach Lot Quansoo #136, Chilmark, MA 02535
      0 Beach Lot Quansoo #136, Chilmark, MA 02535
      0 Beach Lot Quansoo #136, Chilmark, MA 02535
      /6

      Not Listed For Sale

      0 Beach Lot Quansoo #136, Chilmark, MA 02535

      0 Beach Lot Quansoo #136, Chilmark, MA 02535

      Last Sold Summary

      • 29 Days On Market

  • 22 Bramble Path, West Tisbury, MA 02568
    22 Bramble Path, West Tisbury, MA 02568
    /2

    $799,000

    • Land
    • 39,639 Sq Ft
    • $878,022 per Acre

    22 Bramble Path, West Tisbury, MA 02568

    Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

    Michele Casavant Vineyard Village Realty

    22 Bramble Path, West Tisbury, MA 02568
    • 0 Gosnold's Way, Chilmark, MA 02535
      0 Gosnold's Way, Chilmark, MA 02535
      0 Gosnold's Way, Chilmark, MA 02535
      /13

      Not Listed For Sale

      0 Gosnold's Way, Chilmark, MA 02535

      0 Gosnold's Way, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • 53 Stoney Hill Rd, Vineyard Haven, MA 02568
    53 Stoney Hill Rd, Vineyard Haven, MA 02568
    53 Stoney Hill Rd, Vineyard Haven, MA 02568
    /51

    $3,199,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, a handmade subway tile backsplash, Wolf stove

    Jennifer DaSilva Compass | Point B

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
    • 0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
      0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
      0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
      /6

      Not Listed For Sale

      0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535

      0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • 85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    /42

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 4,531 Sq Ft

    85 Reservoir Rd, Vineyard Haven, MA 02568

    Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

    Alyssa Halisky Wallace & Co. Sotheby's

    85 Reservoir Rd, Vineyard Haven, MA 02568
    • 0 Black Point Road Beach Lot 7, Chilmark, MA 02535
      0 Black Point Road Beach Lot 7, Chilmark, MA 02535
      0 Black Point Road Beach Lot 7, Chilmark, MA 02535
      /3

      Not Listed For Sale

      0 Black Point Road Beach Lot 7, Chilmark, MA 02535

      0 Black Point Road Beach Lot 7, Chilmark, MA 02535

      Last Sold Summary

      • 1 Day On Market

  • 45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    /14

    $1,495,000

    $80K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    45 Quenames Rd, Chilmark, MA 02535

    Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with utility

    Dawn Bellante-Holand Sandpiper Realty

    45 Quenames Rd, Chilmark, MA 02535
    • 3 Danls Way, Vineyard Haven, MA 02568
      3 Danls Way, Vineyard Haven, MA 02568
      3 Danls Way, Vineyard Haven, MA 02568
      /39

      Est $1,870,776

      Not Listed For Sale

      3 Danls Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 2,146 Sq Ft
      • Built 1982
      3 Danls Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 202 Days On Market

  • 104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    /47

    $4,450,000

    $350K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 2,960 Sq Ft

    104 Pond View Farm Rd, Vineyard Haven, MA 02568

    Two homes on over 3 open acres of waterfront on the Tisbury Great Pond. This remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic barrier beach, fishing, kayaking, and enjoying the peaceful beauty of the pond.Both the main house and guest house boast unobstructed water views, creating a

    Alexis Holden Tea Lane Associates

    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    • 16 Red Coat Hill Rd, Vineyard Haven, MA 02568
      16 Red Coat Hill Rd, Vineyard Haven, MA 02568
      16 Red Coat Hill Rd, Vineyard Haven, MA 02568
      /13

      Est $1,627,755

      Not Listed For Sale

      16 Red Coat Hill Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 1,007 Sq Ft
      • Built 2016
      16 Red Coat Hill Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • 61 Stonewall Rd, Chilmark, MA 02535
    61 Stonewall Rd, Chilmark, MA 02535
    61 Stonewall Rd, Chilmark, MA 02535
    /55

    $5,450,000

    • 5 Beds
    • 4 Baths
    • 3,513 Sq Ft

    61 Stonewall Rd, Chilmark, MA 02535

    Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a true sense of place and continuity. Built by South Mountain Company and thoughtfully renovated and

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    61 Stonewall Rd, Chilmark, MA 02535
    • 5 Oyster Ln, Chilmark, MA 02535
      5 Oyster Ln, Chilmark, MA 02535
      5 Oyster Ln, Chilmark, MA 02535
      /29

      Est $2,072,539

      Not Listed For Sale

      5 Oyster Ln, Chilmark, MA 02535

      • 2 Beds
      • 1 Bath
      • 1,108 Sq Ft
      • Built 1994
      5 Oyster Ln, Chilmark, MA 02535

      Last Sold Summary

      • 44 Days On Market

  • 38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    /10

    $1,425,000

    • Land
    • 3.01 Acres
    • $473,422 per Acre

    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568

    The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

    Elissa Lash Tea Lane Associates

    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    • 201 Thumb Point Rd, Vineyard Haven, MA 02568
      201 Thumb Point Rd, Vineyard Haven, MA 02568
      201 Thumb Point Rd, Vineyard Haven, MA 02568
      /16

      Est $3,871,053

      Not Listed For Sale

      201 Thumb Point Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2 Baths
      • 1,024 Sq Ft
      • Built 1973
      201 Thumb Point Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16 Days On Market

  • 26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
    26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
    26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
    /13

    $1,645,000

    • Land
    • 3.32 Acres
    • $495,482 per Acre

    26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575

    Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two sides - a setting unlike

    Dawn Bellante-Holand Sandpiper Realty

    26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
    • 15 Marsh Rd, Chilmark, MA 02535
      15 Marsh Rd, Chilmark, MA 02535
      15 Marsh Rd, Chilmark, MA 02535
      /17

      Est $2,017,281

      Not Listed For Sale

      15 Marsh Rd, Chilmark, MA 02535

      • 2 Beds
      • 1.5 Baths
      • 800 Sq Ft
      • Built 1954
      15 Marsh Rd, Chilmark, MA 02535

      Last Sold Summary

      • 9 Days On Market

  • 100 Gosnolds Way, Chilmark, MA 02535
    100 Gosnolds Way, Chilmark, MA 02535
    100 Gosnolds Way, Chilmark, MA 02535
    /46

    $3,400,000

    • 4 Beds
    • 2.5 Baths
    • 2,383 Sq Ft

    100 Gosnolds Way, Chilmark, MA 02535

    Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you

    Julianna Flanders Flanders Real Estate

    100 Gosnolds Way, Chilmark, MA 02535
    • 47 Stonebridge Rd, West Tisbury, MA 02568
      47 Stonebridge Rd, West Tisbury, MA 02568
      /2

      Not Listed For Sale

      47 Stonebridge Rd, West Tisbury, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,500 Sq Ft
      • Built 1983
      47 Stonebridge Rd, West Tisbury, MA 02568

  • 6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    /23

    $2,900,000

    $300K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    6 Trails End, Chilmark, MA 02535

    Enjoy the carefree ease of Mid Century Modern architecture in this pristine classic, filled with sunshine and treetop views. Located on a quiet hilltop in Chilmark and offered turn-key furnished, this simple but elegant summer home features four bedrooms, three baths, with original details and design. Its open all-on-one-floor layout with large glass panel doors and windows throughout lead to a

    Russell Maloney Russell Maloney Real Estate

    6 Trails End, Chilmark, MA 02535
    • 188 Waldrons Bottom Rd, West Tisbury, MA 02575
      188 Waldrons Bottom Rd, West Tisbury, MA 02575
      188 Waldrons Bottom Rd, West Tisbury, MA 02575
      /24

      Not Listed For Sale

      188 Waldrons Bottom Rd, West Tisbury, MA 02575

      • 2 Beds
      • 1.5 Baths
      • 1,665 Sq Ft
      • Built 1987
      188 Waldrons Bottom Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 38 Days On Market

  • 24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    /19

    $2,950,000

    • 3 Beds
    • 3 Baths
    • 3,506 Sq Ft

    24 Cournoyer Rd, Vineyard Haven, MA 02568

    This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the

    Jill Napior Tea Lane Associates

    24 Cournoyer Rd, Vineyard Haven, MA 02568
    • 149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      /40

      Est $1,897,339

      Not Listed For Sale

      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,062 Sq Ft
      • Built 1988
      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 122 Days On Market

    • 7 Parsonage Woods Rd, West Tisbury, MA 02568
      7 Parsonage Woods Rd, West Tisbury, MA 02568
      7 Parsonage Woods Rd, West Tisbury, MA 02568
      /19

      Est $1,940,996

      Not Listed For Sale

      7 Parsonage Woods Rd, West Tisbury, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,822 Sq Ft
      • Built 1989
      7 Parsonage Woods Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 224 Days On Market

    • 5 Meetinghouse Rd, Chilmark, MA 02535
      5 Meetinghouse Rd, Chilmark, MA 02535
      5 Meetinghouse Rd, Chilmark, MA 02535
      /22

      Est $1,646,897

      Not Listed For Sale

      5 Meetinghouse Rd, Chilmark, MA 02535

      • 3 Beds
      • 2.5 Baths
      • 1,008 Sq Ft
      • Built 2010
      5 Meetinghouse Rd, Chilmark, MA 02535

      Last Sold Summary

      • 351 Days On Market

    • 49 Oak Ln, West Tisbury, MA 02575
      49 Oak Ln, West Tisbury, MA 02575
      49 Oak Ln, West Tisbury, MA 02575
      /32

      Not Listed For Sale

      49 Oak Ln, West Tisbury, MA 02575

      • 4 Beds
      • 3.5 Baths
      • 2,746 Sq Ft
      • Built 1971
      49 Oak Ln, West Tisbury, MA 02575

      Last Sold Summary

      • 32 Days On Market

    • 0 Lamberts Cove Rd, Vineyard Haven, MA 02568
      0 Lamberts Cove Rd, Vineyard Haven, MA 02568
      /2

      Not Listed For Sale

      0 Lamberts Cove Rd, Vineyard Haven, MA 02568

      0 Lamberts Cove Rd, Vineyard Haven, MA 02568

    • 35 Plum Bush Point Rd, West Tisbury, MA 02568
      35 Plum Bush Point Rd, West Tisbury, MA 02568
      35 Plum Bush Point Rd, West Tisbury, MA 02568
      /7

      Est $1,295,860

      Not Listed For Sale

      35 Plum Bush Point Rd, West Tisbury, MA 02568

      35 Plum Bush Point Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 76 Days On Market

    • 23 Indian Hollow Rd, West Tisbury, MA 02575
      23 Indian Hollow Rd, West Tisbury, MA 02575
      23 Indian Hollow Rd, West Tisbury, MA 02575
      /42

      Not Listed For Sale

      23 Indian Hollow Rd, West Tisbury, MA 02575

      • 4 Beds
      • 2.5 Baths
      • 2,928 Sq Ft
      • Built 1993
      23 Indian Hollow Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 18 Days On Market

    • 57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      /2

      Est $1,092,474

      Not Listed For Sale

      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1973
      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    • 46 Crow Hollow Rd, Vineyard Haven, MA 02568
      46 Crow Hollow Rd, Vineyard Haven, MA 02568
      46 Crow Hollow Rd, Vineyard Haven, MA 02568
      /28

      Est $1,522,483

      Not Listed For Sale

      46 Crow Hollow Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,497 Sq Ft
      • Built 1985
      46 Crow Hollow Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 284 Days On Market

Showing Results 241 - 280, Page 7 of 18

Massachusetts Dukes County Oak Bluffs

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