12,112

Tisbury, MA Homes

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  • 44 Iron Hill Rd, Oak Bluffs, MA 02557
    44 Iron Hill Rd, Oak Bluffs, MA 02557
    44 Iron Hill Rd, Oak Bluffs, MA 02557
    /7

    $1,250,000 Pre-Foreclosure

    • Land
    • 1.62 Acres
    • $771,605 per Acre

    44 Iron Hill Rd, Oak Bluffs, MA 02557

    Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul-de-sac on Iron Hill Road is filled with possibilities. This 1.6-acre lot has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. There is a current home on the property is in need of renovations or start fresh and build

    Cheri Mason LandVest MV

    44 Iron Hill Rd, Oak Bluffs, MA 02557
  • 62 Jernegan Ave, Edgartown, MA 02539
    62 Jernegan Ave, Edgartown, MA 02539
    /2

    $965,000 Sold Sep 04, 2025

    • 1,886 Sq Ft
    • $512/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1998

    62 Jernegan Ave, Edgartown, MA 02539

    Not Listed in LINK

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    62 Jernegan Ave, Edgartown, MA 02539
    • 71 Rogers Way, Oak Bluffs, MA 02557
      71 Rogers Way, Oak Bluffs, MA 02557
      71 Rogers Way, Oak Bluffs, MA 02557
      /21

      Est $1,391,470 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft

      71 Rogers Way, Oak Bluffs, MA 02557

      71 Rogers Way, Oak Bluffs, MA 02557
  • 47 Tiffany Dr, Oak Bluffs, MA 02557
    47 Tiffany Dr, Oak Bluffs, MA 02557
    47 Tiffany Dr, Oak Bluffs, MA 02557
    /47

    $2,499,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    47 Tiffany Dr, Oak Bluffs, MA 02557

    Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

    Jennifer DaSilva Compass | Point B

    47 Tiffany Dr, Oak Bluffs, MA 02557
  • 82 Christiantown Rd Unit R, West Tisbury, MA 02575
    82 Christiantown Rd Unit R, West Tisbury, MA 02575
    /2

    $1,500,000 Sold Aug 13, 2025

    • Land
    • 7.42 Acres
    • $202,156 per Acre
    • 0 Days On Market

    82 Christiantown Rd Unit R, West Tisbury, MA 02575

    Not listed in LINK.

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    82 Christiantown Rd Unit R, West Tisbury, MA 02575
    • 1 Narragansett Ave, Oak Bluffs, MA 02557
      1 Narragansett Ave, Oak Bluffs, MA 02557
      1 Narragansett Ave, Oak Bluffs, MA 02557
      /159

      Est $3,723,430 Not Listed For Sale

      • 9 Beds
      • 3.5 Baths
      • 4,488 Sq Ft

      1 Narragansett Ave, Oak Bluffs, MA 02557

      1 Narragansett Ave, Oak Bluffs, MA 02557
  • 150 E Chop Dr, Oak Bluffs, MA 02557
    150 E Chop Dr, Oak Bluffs, MA 02557
    150 E Chop Dr, Oak Bluffs, MA 02557
    /41

    $8,900,000 Pre-Foreclosure

    • 8 Beds
    • 9 Baths
    • 8,560 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02557

    Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

    Moira Lown Coldwell Banker Realty - Wellesley

    150 E Chop Dr, Oak Bluffs, MA 02557
  • 40 Wampeche Rd Unit R, West Tisbury, MA 02568
    40 Wampeche Rd Unit R, West Tisbury, MA 02568
    /2

    $400,000 Sold Aug 13, 2025

    • Land
    • 3 Acres
    • $133,333 per Acre
    • 0 Days On Market

    40 Wampeche Rd Unit R, West Tisbury, MA 02568

    Not listed in LINK.

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    40 Wampeche Rd Unit R, West Tisbury, MA 02568
    • 8 Wesleyan Grove, Oak Bluffs, MA 02557
      8 Wesleyan Grove, Oak Bluffs, MA 02557
      8 Wesleyan Grove, Oak Bluffs, MA 02557
      /43

      Est $919,766 Not Listed For Sale

      • 2 Beds
      • 0.5 Baths
      • 1,042 Sq Ft

      8 Wesleyan Grove, Oak Bluffs, MA 02557

      8 Wesleyan Grove, Oak Bluffs, MA 02557
  • 44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557
    44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557
    44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557
    /8

    $1,250,000 Under Contract

    • Land
    • 1.62 Acres
    • $771,605 per Acre

    44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557

    Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul-de-sac on Iron Hill Road is filled with possibilities. This 1.6-acre lot has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. There is a current home on the property is in need of renovations or start fresh and build

    Cheri Mason Landvest MV

    44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557
  • 84 12th St S, Edgartown, MA 02539
    84 12th St S, Edgartown, MA 02539
    /2

    $600,000 Sold Jul 23, 2025

    • 1,568 Sq Ft
    • $383/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    84 12th St S, Edgartown, MA 02539

    Not listed in LINK.

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    84 12th St S, Edgartown, MA 02539
    • 12 Cottage Park, Oak Bluffs, MA 02557
      12 Cottage Park, Oak Bluffs, MA 02557
      12 Cottage Park, Oak Bluffs, MA 02557
      /34

      Est $1,009,374 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,165 Sq Ft

      12 Cottage Park, Oak Bluffs, MA 02557

      12 Cottage Park, Oak Bluffs, MA 02557
  • 44 Iron Hill Rd, Vineyard Haven, MA 02568
    44 Iron Hill Rd, Vineyard Haven, MA 02568
    44 Iron Hill Rd, Vineyard Haven, MA 02568
    /16

    $1,250,000 Pre-Foreclosure

    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    44 Iron Hill Rd, Vineyard Haven, MA 02568

    Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms and

    Cheri Mason Landvest MV

    44 Iron Hill Rd, Vineyard Haven, MA 02568
  • 57 Colonial Dr, Vineyard Haven, MA 02568
    57 Colonial Dr, Vineyard Haven, MA 02568
    /2

    $1,390,000 Sold Jul 22, 2025

    • 1,299 Sq Ft
    • $1,070/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    57 Colonial Dr, Vineyard Haven, MA 02568

    Not listed in LINK.

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    57 Colonial Dr, Vineyard Haven, MA 02568
    • 16 Victorian Park, Oak Bluffs, MA 02557
      16 Victorian Park, Oak Bluffs, MA 02557
      16 Victorian Park, Oak Bluffs, MA 02557
      /35

      Est $892,183 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 956 Sq Ft

      16 Victorian Park, Oak Bluffs, MA 02557

      16 Victorian Park, Oak Bluffs, MA 02557
  • 30 Franklin Ave, Oak Bluffs, MA 02568
    30 Franklin Ave, Oak Bluffs, MA 02568
    30 Franklin Ave, Oak Bluffs, MA 02568
    /26

    $2,150,000 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    30 Franklin Ave, Oak Bluffs, MA 02568

    Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

    Stacy Ickes Donnelly + Co

    30 Franklin Ave, Oak Bluffs, MA 02568
  • 64 Deer Run Rd, Oak Bluffs, MA 02568
    64 Deer Run Rd, Oak Bluffs, MA 02568
    /2

    $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

    Not listed in LINK.

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    64 Deer Run Rd, Oak Bluffs, MA 02568
    • 1 Bayliss Ave, Oak Bluffs, MA 02557
      1 Bayliss Ave, Oak Bluffs, MA 02557
      1 Bayliss Ave, Oak Bluffs, MA 02557
      /31

      Est $1,147,454 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,299 Sq Ft

      1 Bayliss Ave, Oak Bluffs, MA 02557

      1 Bayliss Ave, Oak Bluffs, MA 02557
  • 28 Second Ave, Oak Bluffs, MA 02557
    28 Second Ave, 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
    • 31 Winthrop Ave, Oak Bluffs, MA 02557
      31 Winthrop Ave, Oak Bluffs, MA 02557
      31 Winthrop Ave, Oak Bluffs, MA 02557
      /45

      Est $1,142,829 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,646 Sq Ft

      31 Winthrop Ave, Oak Bluffs, MA 02557

      31 Winthrop Ave, Oak Bluffs, MA 02557
  • 17 Front St, Oak Bluffs, MA 02557
    17 Front St, Oak Bluffs, MA 02557
    /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
    • 27 Leslie Ln, Oak Bluffs, MA 02568
      27 Leslie Ln, Oak Bluffs, MA 02568
      27 Leslie Ln, Oak Bluffs, MA 02568
      /45

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,632 Sq Ft

      27 Leslie Ln, Oak Bluffs, MA 02568

      27 Leslie Ln, Oak Bluffs, MA 02568
  • 56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557
    56 Narragansett Ave Unit 3B, 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
    • 26 Sea Glen Rd, Oak Bluffs, MA 02557
      26 Sea Glen Rd, Oak Bluffs, MA 02557
      26 Sea Glen Rd, Oak Bluffs, MA 02557
      /28

      Not Listed For Sale

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

      26 Sea Glen Rd, Oak Bluffs, MA 02557

      26 Sea Glen Rd, Oak Bluffs, MA 02557
  • 6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    /2

    $750,000 Sold Mar 12, 2025

    • Land
    • 1.01 Acres
    • $742,574 per Acre
    • 235 Days On Market

    6 Lauras Way, Edgartown, MA 02539

    Generous Wooded 1 acre wooded homesite located on a quiet and private cul-de-sac in the upscale Smith Hollow neighborhood of Edgartown just minutes to Village shops and activities with easy access to Vineyard Haven and Oak Bluffs Ferry terminals, commercial shops, restaurants, schools and churches. Topography of lot affords the opportunity to be creative with design and separation of outbuildings.

    Bob Sparks American Real Estate LLC

    6 Lauras Way, Edgartown, MA 02539
    • 4 Elisha Ln, Oak Bluffs, MA 02557
      4 Elisha Ln, Oak Bluffs, MA 02557
      4 Elisha Ln, Oak Bluffs, MA 02557
      /21

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,900 Sq Ft

      4 Elisha Ln, Oak Bluffs, MA 02557

      4 Elisha Ln, Oak Bluffs, MA 02557
  • 90 Munroe Ave, Oak Bluffs, MA 02568
    90 Munroe Ave, Oak Bluffs, MA 02568
    /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

    Not listed in LINK.

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    90 Munroe Ave, Oak Bluffs, MA 02568
    • 28 Vineyard Ave, Oak Bluffs, MA 02557
      28 Vineyard Ave, Oak Bluffs, MA 02557
      28 Vineyard Ave, Oak Bluffs, MA 02557
      /4

      Est $1,083,610 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,525 Sq Ft

      28 Vineyard Ave, Oak Bluffs, MA 02557

      28 Vineyard Ave, Oak Bluffs, MA 02557
  • 49 Oak Ln, West Tisbury, MA 02575
    49 Oak Ln, West Tisbury, MA 02575
    /2

    $1,645,000 Sold Feb 21, 2025

    • 2,576 Sq Ft
    • $639/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1974

    49 Oak Ln, West Tisbury, MA 02575

    Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

    Dawn Bellante Sandpiper Realty Inc

    49 Oak Ln, West Tisbury, MA 02575
    • 55 Tuckernuck Ave, Oak Bluffs, MA 02557
      55 Tuckernuck Ave, Oak Bluffs, MA 02557
      55 Tuckernuck Ave, Oak Bluffs, MA 02557
      /10

      Est $1,086,595 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,093 Sq Ft

      55 Tuckernuck Ave, Oak Bluffs, MA 02557

      55 Tuckernuck Ave, Oak Bluffs, MA 02557
  • 54 Bold Meadow Rd, Edgartown, MA 02539
    54 Bold Meadow Rd, Edgartown, MA 02539
    /2

    $1,700,000 Sold Feb 21, 2025

    • 2,026 Sq Ft
    • $839/SF
    • 174 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    54 Bold Meadow Rd, Edgartown, MA 02539

    Discover Edgartown's Best Kept Secret - Bold Meadow. Move right in and enjoy the Vineyard lifestyle in a spacious 3 bedroom, 2 and a half bath home with a beautiful first floor primary suite with walk-in closet and spa bath, a spacious open floor plan and extensive deck designed for outdoor living. All just minutes to West Tisbury and Edgartown Village centers, the MV airport with convenient

    Dawn Bellante Sandpiper Realty Inc

    54 Bold Meadow Rd, Edgartown, MA 02539
    • 21 Pheasant Ln, Oak Bluffs, MA 02557
      21 Pheasant Ln, Oak Bluffs, MA 02557
      21 Pheasant Ln, Oak Bluffs, MA 02557
      /29

      Est $1,570,399 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,235 Sq Ft

      21 Pheasant Ln, Oak Bluffs, MA 02557

      21 Pheasant Ln, Oak Bluffs, MA 02557
  • 23 Oak Ln, Vineyard Haven, MA 02568
    23 Oak Ln, Vineyard Haven, MA 02568
    /2

    $2,400,000 Sold Feb 04, 2025

    • 3,035 Sq Ft
    • $791/SF
    • 213 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2007

    23 Oak Ln, Vineyard Haven, MA 02568

    Oasis in the woods of West Tisbury! This meticulously constructed, updated and well-maintained home is set on an expansive, yet private, 2.7 acre parcel. This 6-bedroom home has three levels of living space, 2,363 square feet on the spacious first floor, 672 over the garage and 1,877 in the bright, sunlight-filled lower level, for a total of 4,912 square feet. This home abounds in gathering

    Lynn Buder Sandpiper Realty Inc

    23 Oak Ln, Vineyard Haven, MA 02568
    • 25 Menahan St, Oak Bluffs, MA 02557
      25 Menahan St, Oak Bluffs, MA 02557
      25 Menahan St, Oak Bluffs, MA 02557
      /25

      Est $948,412 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 941 Sq Ft

      25 Menahan St, Oak Bluffs, MA 02557

      25 Menahan St, Oak Bluffs, MA 02557
  • 40 Hidden Cove Rd Unit 16, Oak Bluffs, MA 02557
    40 Hidden Cove Rd Unit 16, 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
    • 27 Hitchings Cir, Vineyard Haven, MA 02568
      27 Hitchings Cir, Vineyard Haven, MA 02568
      27 Hitchings Cir, Vineyard Haven, MA 02568
      /17

      Est $932,627 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 986 Sq Ft

      27 Hitchings Cir, Vineyard Haven, MA 02568

      27 Hitchings Cir, Vineyard Haven, MA 02568
  • 41 Bold Meadow Rd, Edgartown, MA 02539
    41 Bold Meadow Rd, Edgartown, MA 02539
    /2

    $2,380,000 Sold Jan 21, 2025

    • 2,770 Sq Ft
    • $859/SF
    • 94 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2012

    41 Bold Meadow Rd, Edgartown, MA 02539

    Welcome to Bold Meadow, a peaceful community nestled beside the serene state forest in Edgartown. Residents here enjoy access to association tennis courts and nearby walking trails and bike paths for relaxation and recreation. This custom-built Colonial-style home, crafted with care by its builder-owner, offers a harmonious blend of style and comfort. Its open floor plan was thoughtfully designed

    Emma Kennedy Sandpiper Realty Inc

    41 Bold Meadow Rd, Edgartown, MA 02539
    • 142 Lake St, Vineyard Haven, MA 02568
      142 Lake St, Vineyard Haven, MA 02568
      142 Lake St, Vineyard Haven, MA 02568
      /24

      Est $2,003,961 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,672 Sq Ft

      142 Lake St, Vineyard Haven, MA 02568

      142 Lake St, Vineyard Haven, MA 02568
  • 13 Flamingo Dr, Edgartown, MA 02539
    13 Flamingo Dr, Edgartown, MA 02539
    /2

    $1,125,000 Sold Jan 21, 2025

    • 1,512 Sq Ft
    • $744/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    13 Flamingo Dr, Edgartown, MA 02539

    This well-maintained three-bedroom Cape is ideally situated in the sought-after Dodgers Hole Association. The home offers comfortable living spaces with a bright, inviting interior, featuring a spacious living room with vaulted ceilings and a skylight that fills the space with natural light. The large back deck seamlessly extends the living space outdoors, perfect for relaxing or entertaining.

    Katherine Donahue Sandpiper Realty Inc

    13 Flamingo Dr, Edgartown, MA 02539
    • 14 Prospect Ave, Oak Bluffs, MA 02557
      14 Prospect Ave, Oak Bluffs, MA 02557
      14 Prospect Ave, Oak Bluffs, MA 02557
      /33

      Est $1,379,652 Not Listed For Sale

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

      14 Prospect Ave, Oak Bluffs, MA 02557

      14 Prospect Ave, Oak Bluffs, MA 02557

Showing Results 641 - 680, Page 17 of 18

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