5,626

Gosnold, MA Homes

Section Image
  • 6 Wildpepper Ln, South Dartmouth, MA 02748
    6 Wildpepper Ln, South Dartmouth, MA 02748
    6 Wildpepper Ln, South Dartmouth, MA 02748
    /39

    $1,400,000 Sold Aug 26, 2025

    6 Wildpepper Ln, South Dartmouth, MA 02748

    • 4 Beds
    • 3.5 Baths
    • 5,694 Sq Ft
    • Built 2000

    Last Sold Summary

    • 26% Below List Price
    • $246/SF
    • 397 Days On Market

    Current Estimated Value $1,453,638

    Last Listing Agent William Milbury Milbury and Company

    6 Wildpepper Ln, South Dartmouth, MA 02748
    • 2 2nd St, Westport, MA 02790
      2 2nd St, Westport, MA 02790
      2 2nd St, Westport, MA 02790
      /40

      Est $1,183,239 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,074 Sq Ft

      2 2nd St, Westport, MA 02790

      2 2nd St, Westport, MA 02790
  • 158 Little River Rd, Dartmouth, MA 02748
    158 Little River Rd, Dartmouth, MA 02748
    158 Little River Rd, Dartmouth, MA 02748
    /15

    $1,995,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,925 Sq Ft

    158 Little River Rd, Dartmouth, MA 02748

    LITTLE RIVER FARM - This extraordinary 12.3 acre estate-like property is bounded by ancient stone walls and offers a charming, shingled home with pastoral views from 'most every room. Just shy of 3,000 square feet, this classic Cape is solidly built and offers an eat-in country kitchen, fireplaced formal living room, spacious dining room, and first-floor den/office. Upstairs is the primary suite,

    William Milbury Milbury and Company

    158 Little River Rd, Dartmouth, MA 02748
  • 10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    /28

    $2,550,000 Sold Oct 02, 2025

    10 Mollys Way, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft
    • Built 1926

    Last Sold Summary

    • 14% Below List Price
    • $1,673/SF
    • 130 Days On Market

    Last Listing Agent Peyton Wallace Studio Realty

    10 Mollys Way, Chilmark, MA 02535
    • 15 1st St, Westport, MA 02790
      15 1st St, Westport, MA 02790
      15 1st St, Westport, MA 02790
      /21

      Est $1,190,250 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,496 Sq Ft

      15 1st St, Westport, MA 02790

      15 1st St, Westport, MA 02790
  • 8 Snail Rd, Chilmark, MA 02535
    8 Snail Rd, Chilmark, MA 02535
    8 Snail Rd, Chilmark, MA 02535
    /60

    $14,000,000

    • 6 Beds
    • 7 Baths
    • 6,967 Sq Ft

    8 Snail Rd, Chilmark, MA 02535

    This exceptional Martha's Vineyard estate promises unmatched privacy and breathtaking views of the Atlantic Ocean and Chilmark Pond. Masterfully designed by acclaimed architect Rick Sundberg and built by renowned island builder Andrew Flake, this three-parcel property seamlessly blends modern sophistication with the timeless charm of the Vineyard. Upon entering, you are greeted by soaring

    Alyssa Halisky Wallace & Co. Sotheby's

    8 Snail Rd, Chilmark, MA 02535
  • 9 Strawberry Hill Rd, Woods Hole, MA 02543
    9 Strawberry Hill Rd, Woods Hole, MA 02543
    9 Strawberry Hill Rd, Woods Hole, MA 02543
    /38

    $1,525,000 Sold Dec 05, 2025

    9 Strawberry Hill Rd, Woods Hole, MA 02543

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1945

    Last Sold Summary

    • 2% Above List Price
    • $801/SF
    • 2 Days On Market

    Last Listing Agent Kerry Houde Lamacchia Realty, Inc.

    9 Strawberry Hill Rd, Woods Hole, MA 02543
    • 162 Pettey Ln, Westport, MA 02790
      162 Pettey Ln, Westport, MA 02790
      162 Pettey Ln, Westport, MA 02790
      /41

      Est $937,642 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft

      162 Pettey Ln, Westport, MA 02790

      162 Pettey Ln, Westport, MA 02790
  • 533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    /11

    $1,675,000

    • 2 Beds
    • 2.5 Baths
    • 1,547 Sq Ft

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543

    Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Vineyard Sound & Martha's Vineyard. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this spacious, 3rd floor 1500+ SF 2 bedroom/2.5 bathroom one-level unit with an open concept great room & professionally designed kitchen.

    Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
  • 14 Rebekahs Way, Vineyard Haven, MA 02568
    14 Rebekahs Way, Vineyard Haven, MA 02568
    14 Rebekahs Way, Vineyard Haven, MA 02568
    /24

    $1,875,000 Sold Dec 08, 2025

    14 Rebekahs Way, Vineyard Haven, MA 02568

    • 5 Beds
    • 3 Baths
    • 1,916 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $979/SF
    • 22 Days On Market

    Last Listing Agent Sheila Morse Island Real Estate

    14 Rebekahs Way, Vineyard Haven, MA 02568
    • 71A Sylvia Ln, Westport, MA 02790
      71A Sylvia Ln, Westport, MA 02790
      71A Sylvia Ln, Westport, MA 02790
      /31

      Est $1,115,207 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,768 Sq Ft

      71A Sylvia Ln, Westport, MA 02790

      71A Sylvia Ln, Westport, MA 02790
  • 85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    /42

    $7,950,000

    • 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
  • 9 Strawberry Hill Rd, Falmouth, MA 2543
    9 Strawberry Hill Rd, Falmouth, MA 2543
    9 Strawberry Hill Rd, Falmouth, MA 2543
    /39

    $1,525,000 Sold Dec 05, 2025

    9 Strawberry Hill Rd, Falmouth, MA 2543

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1945

    Last Sold Summary

    • 2% Above List Price
    • $801/SF
    • 9 Days On Market

    Last Listing Agent Kerry Houde Lamacchia Realty, Inc.

    9 Strawberry Hill Rd, Falmouth, MA 2543
    • 702 Horseneck Rd, Westport, MA 02790
      702 Horseneck Rd, Westport, MA 02790
      702 Horseneck Rd, Westport, MA 02790
      /27

      Est $731,479 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft

      702 Horseneck Rd, Westport, MA 02790

      702 Horseneck Rd, Westport, MA 02790
  • 10 Danls Way, West Tisbury, MA 02575
    10 Danls Way, West Tisbury, MA 02575
    10 Danls Way, West Tisbury, MA 02575
    /80

    $1,845,000

    • 5 Beds
    • 3 Baths
    • 2,552 Sq Ft

    10 Danls Way, West Tisbury, MA 02575

    HOUSE + GUEST HOUSE: Historic 4-Bedroom 2-Bathroom Main House & 1-Bedroom 1-Bathroom Cottage. Located on a lush 1.27 acres and just a short distance from Alley's General Store, 7a Foods + North Tisbury, this property has all the makings of a perfect family compound. With plenty of space for lawn games and gardens and no shortage of history & charm. There has been so much care put into its

    Emma Bryant Landmarks at TODAY Real Estate

    10 Danls Way, West Tisbury, MA 02575
  • 0 Pettey Ln, Westport, MA 02790
    0 Pettey Ln, Westport, MA 02790
    0 Pettey Ln, Westport, MA 02790
    /7

    $25,000 Sold Sep 10, 2025

    0 Pettey Ln, Westport, MA 02790

    • Land
    • 0.1 Acre
    • $250,000 per Acre

    Last Sold Summary

    • 64 Days On Market

    Last Listing Agent Linda Baker T L Holland Agency

    0 Pettey Ln, Westport, MA 02790
    • 1 Owls Way, Westport, MA 02790
      1 Owls Way, Westport, MA 02790
      1 Owls Way, Westport, MA 02790
      /45

      Est $875,556 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,041 Sq Ft

      1 Owls Way, Westport, MA 02790

      1 Owls Way, Westport, MA 02790
  • 45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    /11

    $1,575,000

    • 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 spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with

    Dawn Bellante-Holand Sandpiper Realty

    45 Quenames Rd, Chilmark, MA 02535
  • 496 Lamberts Cove Rd, Vineyard Haven, MA 02568
    496 Lamberts Cove Rd, Vineyard Haven, MA 02568
    496 Lamberts Cove Rd, Vineyard Haven, MA 02568
    /22

    $1,115,000 Sold Mar 14, 2025

    496 Lamberts Cove Rd, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,286 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Below List Price
    • $867/SF
    • 212 Days On Market

    Current Estimated Value $1,162,374

    Last Listing Agent Stephanie Roache Donnelly + Co

    496 Lamberts Cove Rd, Vineyard Haven, MA 02568
    • 473 Division Rd, Westport, MA 02790
      473 Division Rd, Westport, MA 02790
      473 Division Rd, Westport, MA 02790
      /28

      Est $627,811 Not Listed For Sale

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

      473 Division Rd, Westport, MA 02790

      473 Division Rd, Westport, MA 02790
  • 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
    /108

    $4,800,000

    • 6 Beds
    • 4.5 Baths
    • 2,960 Sq Ft

    104 Pond View Farm Rd, Vineyard Haven, MA 02568

    An exceptional Waterfront Compound on Tisbury Great Pond. Located across the Tisbury Great Pond from the exclusive Blue Heron Farm, 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

    Alexis Holden Tea Lane Associates

    104 Pond View Farm Rd, Vineyard Haven, MA 02568
  • 36 1st St, Westport, MA 02790
    36 1st St, Westport, MA 02790
    36 1st St, Westport, MA 02790
    /22

    $710,000 Sold Aug 08, 2025

    36 1st St, Westport, MA 02790

    • 3 Beds
    • 2 Baths
    • 2,040 Sq Ft
    • Built 1954

    Last Sold Summary

    • 29% Below List Price
    • $348/SF
    • 373 Days On Market

    Current Estimated Value $765,375

    Last Listing Agent Karen Anne Martin Safe Harbor Realty

    36 1st St, Westport, MA 02790
    • 16 Meadow Shores Rd, South Dartmouth, MA 02748
      16 Meadow Shores Rd, South Dartmouth, MA 02748
      16 Meadow Shores Rd, South Dartmouth, MA 02748
      /22

      Est $2,322,318 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft

      16 Meadow Shores Rd, South Dartmouth, MA 02748

      16 Meadow Shores Rd, South Dartmouth, MA 02748
  • 29 Wilson Rd, Woods Hole, MA 02543
    29 Wilson Rd, Woods Hole, MA 02543
    29 Wilson Rd, Woods Hole, MA 02543
    /33

    $825,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,216 Sq Ft

    29 Wilson Rd, Woods Hole, MA 02543

    Classic Woods Hole Home!Tucked away in a private setting just moments from the heart of Woods Hole village, this shingled one level midcentury modern house offers the perfect blend of privacy and convenience. Featuring 4 bedrooms, 2 full bathrooms, attic, garage, central air conditioning, and a wood-burning fireplace, the home is designed for comfort in every season. A deck and screened in porch

    Sue Giordano Ermine Lovell Real Estate

    29 Wilson Rd, Woods Hole, MA 02543
  • Lot 1 Jordan Rd, Dartmouth, MA 02748
    Lot 1 Jordan Rd, Dartmouth, MA 02748
    Lot 1 Jordan Rd, Dartmouth, MA 02748
    /10

    $775,000 Sold Jun 04, 2025

    Lot 1 Jordan Rd, Dartmouth, MA 02748

    • Land
    • 3.89 Acres
    • $199,229 per Acre

    Last Sold Summary

    • 11 Days On Market

    Last Listing Agent Lori Pacheco Anne Whiting Real Estate

    Lot 1 Jordan Rd, Dartmouth, MA 02748
    • 29 Little River Rd, South Dartmouth, MA 02748
      29 Little River Rd, South Dartmouth, MA 02748
      29 Little River Rd, South Dartmouth, MA 02748
      /37

      Est $688,113 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      29 Little River Rd, South Dartmouth, MA 02748

      29 Little River Rd, South Dartmouth, MA 02748
  • 382 Lighthouse Rd, Aquinnah, MA 02535
    382 Lighthouse Rd, Aquinnah, MA 02535
    382 Lighthouse Rd, Aquinnah, MA 02535
    /29

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    382 Lighthouse Rd, Aquinnah, MA 02535

    Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center island in the kitchen ensures the cook of the family does not miss out on the amazing sunsets. Ground

    Rebecca V Conroy Conroy & Company R.E., Inc.

    382 Lighthouse Rd, Aquinnah, MA 02535
  • 0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    /6

    $430,000 Sold Jun 18, 2025

    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

    • Land
    • 1.4 Acres
    • $307,143 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    • 86 Naushon Ave, South Dartmouth, MA 02748
      86 Naushon Ave, South Dartmouth, MA 02748
      86 Naushon Ave, South Dartmouth, MA 02748
      /35

      Est $2,899,998 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 3,960 Sq Ft

      86 Naushon Ave, South Dartmouth, MA 02748

      86 Naushon Ave, South Dartmouth, MA 02748
  • 61 Pardon Hill Rd, South Dartmouth, MA 02748
    61 Pardon Hill Rd, South Dartmouth, MA 02748
    61 Pardon Hill Rd, South Dartmouth, MA 02748
    /39

    $999,000 Pending

    • 3 Beds
    • 4 Baths
    • 3,100 Sq Ft

    61 Pardon Hill Rd, South Dartmouth, MA 02748

    Nestled in the heart of South Dartmouth, where rolling hills meet timeworn stone walls and the ocean whispers nearby, awaits a truly exceptional New England estate. Offering a rare sense of privacy and connection to the land, this unique property presents a remarkable lifestyle opportunity. The centerpiece is a custom-built Lindel Cedar Home, a post-and-beam masterpiece that seamlessly integrates

    Bernadette Kelly Bernadette Kelly Group

    61 Pardon Hill Rd, South Dartmouth, MA 02748
  • 9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    /39

    $2,225,000 Sold Oct 24, 2025

    9 Beetlebung Grove Way, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft
    • Built 1994

    Last Sold Summary

    • 11% Below List Price
    • $750/SF
    • 98 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    9 Beetlebung Grove Way, Chilmark, MA 02535
    • 1 Beach Ave, Dartmouth, MA 02748
      1 Beach Ave, Dartmouth, MA 02748
      1 Beach Ave, Dartmouth, MA 02748
      /20

      Est $2,905,066 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,336 Sq Ft

      1 Beach Ave, Dartmouth, MA 02748

      1 Beach Ave, Dartmouth, MA 02748
  • Lot 2 Horseneck Rd, Dartmouth, MA 02748
    Lot 2 Horseneck Rd, Dartmouth, MA 02748
    Lot 2 Horseneck Rd, Dartmouth, MA 02748
    /5

    $299,900 Pending

    • Land
    • 5.1 Acres
    • $58,804 per Acre

    Lot 2 Horseneck Rd, Dartmouth, MA 02748

    South Dartmouth: 5 acre lot abutting the Slocum River. Must been seen!! A beautiful spot!! (240L)

    Jose Castelo ERA The Castelo Group

    Lot 2 Horseneck Rd, Dartmouth, MA 02748
  • 106 Panhandle Rd, Vineyard Haven, MA 02568
    106 Panhandle Rd, Vineyard Haven, MA 02568
    106 Panhandle Rd, Vineyard Haven, MA 02568
    /31

    $2,525,000 Sold Jan 17, 2025

    106 Panhandle Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 3,310 Sq Ft
    • Built 1991

    Last Sold Summary

    • 6% Below List Price
    • $763/SF
    • 80 Days On Market

    Current Estimated Value $2,638,910

    Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

    106 Panhandle Rd, Vineyard Haven, MA 02568
    • 220 Little River Rd, South Dartmouth, MA 02748
      220 Little River Rd, South Dartmouth, MA 02748
      220 Little River Rd, South Dartmouth, MA 02748
      /9

      Est $844,947 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft

      220 Little River Rd, South Dartmouth, MA 02748

      220 Little River Rd, South Dartmouth, MA 02748
  • 25 Fulling Mill Rd, Chilmark, MA 02535
    25 Fulling Mill Rd, Chilmark, MA 02535
    25 Fulling Mill Rd, Chilmark, MA 02535
    /30

    $2,395,000

    • 4 Beds
    • 3 Baths
    • 1,918 Sq Ft

    25 Fulling Mill Rd, Chilmark, MA 02535

    Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

    Tom Wallace Wallace & Co. Sotheby's International Realty

    25 Fulling Mill Rd, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
    /2

    $440,000 Sold Sep 22, 2025

    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535

    • Land
    • 0 Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
    • 4 White Alder Way, South Dartmouth, MA 02748
      4 White Alder Way, South Dartmouth, MA 02748
      4 White Alder Way, South Dartmouth, MA 02748
      /39

      Est $1,812,282 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,172 Sq Ft

      4 White Alder Way, South Dartmouth, MA 02748

      4 White Alder Way, South Dartmouth, MA 02748
  • 6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    6 Trails End, Chilmark, MA 02535
    /16

    $3,200,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    6 Trails End, Chilmark, MA 02535

    Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered completely furnished with a well-equipped kitchen, large living room with wood burning fireplace,

    Russell Maloney Russell Maloney Real Estate

    6 Trails End, Chilmark, MA 02535
  • 533 Woods Hole Rd Unit C101, Falmouth, MA 2543
    533 Woods Hole Rd Unit C101, Falmouth, MA 2543
    533 Woods Hole Rd Unit C101, Falmouth, MA 2543
    /19

    $2,000,000 Sold Dec 30, 2024

    533 Woods Hole Rd Unit C101, Falmouth, MA 2543

    • 3 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • Built 2023

    Last Sold Summary

    • 12% Below List Price
    • $820/SF
    • 43 Days On Market

    Last Listing Agent Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit C101, Falmouth, MA 2543

Showing Results 201 - 240, Page 6 of 18

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