399

Recently Sold Summerland Key, FL Homes

Section Image
  • 531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, Summerland Key, FL 33042
    /68

    $2,600,000 Sold May 30, 2025

    531 Seminole Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $998/SF
    • 57 Days On Market

    Current Estimated Value $2,578,968

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    531 Seminole Dr, Summerland Key, FL 33042
  • 1021 Caribbean Dr E, Summerland Key, FL 33042
    1021 Caribbean Dr E, Summerland Key, FL 33042
    1021 Caribbean Dr E, Summerland Key, FL 33042
    /47

    $1,150,000 Sold Sep 04, 2025

    1021 Caribbean Dr E, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Below List Price
    • $1,331/SF
    • 135 Days On Market

    Current Estimated Value $1,121,394

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    1021 Caribbean Dr E, Summerland Key, FL 33042
  • 1082 Bay Dr, Summerland Key, FL 33042
    1082 Bay Dr, Summerland Key, FL 33042
    1082 Bay Dr, Summerland Key, FL 33042
    /51

    $1,725,000 Sold Feb 06, 2026

    1082 Bay Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 1,440 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $1,198/SF
    • 5 Days On Market

    Last Listing Agent Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

    1082 Bay Dr, Summerland Key, FL 33042
  • 1342 Ocean Dr, Summerland Key, FL 33042
    1342 Ocean Dr, Summerland Key, FL 33042
    1342 Ocean Dr, Summerland Key, FL 33042
    /40

    $900,000 Sold Jul 01, 2025

    1342 Ocean Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft
    • Built 1983

    Last Sold Summary

    • 18% Below List Price
    • $907/SF
    • 137 Days On Market

    Current Estimated Value $935,397

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    1342 Ocean Dr, Summerland Key, FL 33042
  • 570 La Fitte Rd, Summerland Key, FL 33042
    570 La Fitte Rd, Summerland Key, FL 33042
    570 La Fitte Rd, Summerland Key, FL 33042
    /52

    $1,250,000 Sold May 23, 2025

    570 La Fitte Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 2020

    Last Sold Summary

    • 29% Below List Price
    • $601/SF
    • 126 Days On Market

    Current Estimated Value $1,322,481

    Last Listing Agent John L. Markle Keller Williams Realty Premier Properties - Kendall

    570 La Fitte Rd, Summerland Key, FL 33042
  • 29115 Allamanda Ln, Big Pine Key, FL 33043
    29115 Allamanda Ln, Big Pine Key, FL 33043
    29115 Allamanda Ln, Big Pine Key, FL 33043
    /32

    $840,000 Sold May 06, 2025

    29115 Allamanda Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft
    • Built 1988

    Last Sold Summary

    • 34% Below List Price
    • $808/SF
    • 327 Days On Market

    Current Estimated Value $862,043

    Last Listing Agent John Nazzaro Keller Williams Realty Premier Properties - Kendall

    29115 Allamanda Ln, Big Pine Key, FL 33043
  • 29162 Iris Dr, Big Pine Key, FL 33043
    29162 Iris Dr, Big Pine Key, FL 33043
    29162 Iris Dr, Big Pine Key, FL 33043
    /37

    $500,000 Sold May 09, 2025

    29162 Iris Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1975

    Last Sold Summary

    • 28% Below List Price
    • $534/SF
    • 143 Days On Market

    Current Estimated Value $578,782

    Last Listing Agent John Nazzaro Keller Williams Realty Premier Properties - Kendall

    29162 Iris Dr, Big Pine Key, FL 33043
  • 146 Sugarloaf Dr, Summerland Key, FL 33042
    146 Sugarloaf Dr, Summerland Key, FL 33042
    146 Sugarloaf Dr, Summerland Key, FL 33042
    /55

    $935,000 Sold Jan 20, 2026

    146 Sugarloaf Dr, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft
    • Built 1995

    Last Sold Summary

    • $503/SF
    • 0 Days On Market

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    146 Sugarloaf Dr, Summerland Key, FL 33042
  • 133 Freedom Ln, Big Pine Key, FL 33043
    133 Freedom Ln, Big Pine Key, FL 33043
    133 Freedom Ln, Big Pine Key, FL 33043
    /22

    $255,000 Sold Apr 14, 2025

    133 Freedom Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1.5 Baths
    • 720 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $354/SF
    • 49 Days On Market

    Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

    133 Freedom Ln, Big Pine Key, FL 33043
  • LOT 38 W Indies Dr, Ramrod Key, FL 33042
    LOT 38 W Indies Dr, Ramrod Key, FL 33042
    LOT 38 W Indies Dr, Ramrod Key, FL 33042
    /11

    $275,000 Sold Apr 11, 2025

    LOT 38 W Indies Dr, Ramrod Key, FL 33042

    • Land

    Last Sold Summary

    • 21% Below List Price
    • 144 Days On Market

    Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

    LOT 38 W Indies Dr, Ramrod Key, FL 33042
  • 701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    /15

    $250,000 Sold Sep 30, 2025

    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 12% Below List Price
    • 60 Days On Market

    Last Listing Agent Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
  • Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
    /2

    $55,000 Sold Dec 04, 2025

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 90% Above List Price
    • 73 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
  • 27858 Lobster Tail Trail, Summerland Key, FL 33042
    27858 Lobster Tail Trail, Summerland Key, FL 33042
    27858 Lobster Tail Trail, Summerland Key, FL 33042
    /30

    $385,000 Sold Aug 29, 2025

    27858 Lobster Tail Trail, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,747 Sq Ft
    • Built 1980

    Last Sold Summary

    • 34% Below List Price
    • $220/SF
    • 201 Days On Market

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    27858 Lobster Tail Trail, Summerland Key, FL 33042
  • 28565 Anne Bonny Rd, Summerland Key, FL 33042
    28565 Anne Bonny Rd, Summerland Key, FL 33042
    28565 Anne Bonny Rd, Summerland Key, FL 33042
    /35

    $1,200,000 Sold Dec 19, 2025

    28565 Anne Bonny Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,392 Sq Ft
    • Built 1993

    Last Sold Summary

    • 31% Below List Price
    • $502/SF
    • 641 Days On Market

    Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

    28565 Anne Bonny Rd, Summerland Key, FL 33042
  • Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    /2

    $115,000 Sold Apr 30, 2025

    Lot 32 Caloosa St, Sugarloaf, FL 33042

    • Land

    Last Sold Summary

    • 42% Below List Price
    • 152 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 32 Caloosa St, Sugarloaf, FL 33042
  • 17215 Bonita Ln E, Summerland Key, FL 33042
    17215 Bonita Ln E, Summerland Key, FL 33042
    17215 Bonita Ln E, Summerland Key, FL 33042
    /39

    $1,150,000 Sold Apr 29, 2025

    17215 Bonita Ln E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 2008

    Last Sold Summary

    • 11% Below List Price
    • $753/SF
    • 330 Days On Market

    Current Estimated Value $1,173,686

    Last Listing Agent Daniel Urban Expert Realty LLC (HQ)

    17215 Bonita Ln E, Summerland Key, FL 33042
  • 357 Ships Way, Big Pine Key, FL 33043
    357 Ships Way, Big Pine Key, FL 33043
    357 Ships Way, Big Pine Key, FL 33043
    /22

    $400,000 Sold May 07, 2025

    357 Ships Way, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • Built 1982

    Last Sold Summary

    • 27% Below List Price
    • $337/SF
    • 72 Days On Market

    Current Estimated Value $440,518

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    357 Ships Way, Big Pine Key, FL 33043
  • 17166 Wahoo Ln W, Summerland Key, FL 33042
    17166 Wahoo Ln W, Summerland Key, FL 33042
    17166 Wahoo Ln W, Summerland Key, FL 33042
    /48

    $1,400,000 Sold Jan 14, 2026

    17166 Wahoo Ln W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $810/SF
    • 172 Days On Market

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    17166 Wahoo Ln W, Summerland Key, FL 33042
  • 20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, Summerland Key, FL 33042
    /40

    $850,000 Sold Mar 31, 2025

    20914 7th Ave W, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1987

    Last Sold Summary

    • 23% Below List Price
    • $648/SF
    • 59 Days On Market

    Current Estimated Value $904,978

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    20914 7th Ave W, Summerland Key, FL 33042
  • 28194 Gulf Blvd, Big Pine Key, FL 33043
    28194 Gulf Blvd, Big Pine Key, FL 33043
    28194 Gulf Blvd, Big Pine Key, FL 33043
    /21

    $360,000 Sold Apr 01, 2025

    28194 Gulf Blvd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1983

    Last Sold Summary

    • 18% Below List Price
    • $321/SF
    • 11 Days On Market

    Current Estimated Value $425,416

    Last Listing Agent Cliff Glansen FlatFee.com

    28194 Gulf Blvd, Big Pine Key, FL 33043
  • 29156 Tulip Ln, Big Pine Key, FL 33043
    29156 Tulip Ln, Big Pine Key, FL 33043
    29156 Tulip Ln, Big Pine Key, FL 33043
    /43

    $595,000 Sold Sep 18, 2025

    29156 Tulip Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $652/SF
    • 114 Days On Market

    Current Estimated Value $608,811

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    29156 Tulip Ln, Big Pine Key, FL 33043
  • 1667 Bogie Dr, Big Pine Key, FL 33043
    1667 Bogie Dr, Big Pine Key, FL 33043
    1667 Bogie Dr, Big Pine Key, FL 33043
    /69

    $1,125,000 Sold Sep 26, 2025

    1667 Bogie Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft
    • Built 1948

    Last Sold Summary

    • 25% Below List Price
    • $595/SF
    • 96 Days On Market

    Current Estimated Value $1,225,194

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    1667 Bogie Dr, Big Pine Key, FL 33043
  • 30427 Hawk Ln, Big Pine Key, FL 33043
    30427 Hawk Ln, Big Pine Key, FL 33043
    30427 Hawk Ln, Big Pine Key, FL 33043
    /33

    $650,000 Sold Jul 03, 2025

    30427 Hawk Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1970

    Last Sold Summary

    • 21% Below List Price
    • $645/SF
    • 429 Days On Market

    Current Estimated Value $685,856

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    30427 Hawk Ln, Big Pine Key, FL 33043
  • 70 Bay Dr, Key West, FL 33040
    70 Bay Dr, Key West, FL 33040
    70 Bay Dr, Key West, FL 33040
    /69

    $2,200,000 Sold Jun 04, 2025

    70 Bay Dr, Key West, FL 33040

    • 5 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1993

    Last Sold Summary

    • 12% Below List Price
    • $898/SF
    • 174 Days On Market

    Current Estimated Value $2,235,359

    Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

    70 Bay Dr, Key West, FL 33040
  • 16 Boulder Dr, Key West, FL 33040
    16 Boulder Dr, Key West, FL 33040
    /2

    $1,175,000 Sold Apr 24, 2025

    16 Boulder Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $799/SF
    • 2 Days On Market

    Current Estimated Value $1,182,339

    Last Listing Agent Joe Bracciale Select Properties of NWFL

    16 Boulder Dr, Key West, FL 33040
  • 56 Palm Dr, Key West, FL 33040
    56 Palm Dr, Key West, FL 33040
    56 Palm Dr, Key West, FL 33040
    /11

    $250,000 Sold May 12, 2025

    56 Palm Dr, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1973

    Last Sold Summary

    • 15% Below List Price
    • $372/SF
    • 5 Days On Market

    Last Listing Agent Debora Bent Coastal Collection Real Estate

    56 Palm Dr, Key West, FL 33040
  • 15 Bay Dr, Key West, FL 33040
    15 Bay Dr, Key West, FL 33040
    15 Bay Dr, Key West, FL 33040
    /54

    $1,550,000 Sold Nov 05, 2025

    15 Bay Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1990

    Last Sold Summary

    • 18% Below List Price
    • $764/SF
    • 248 Days On Market

    Current Estimated Value $1,561,522

    Last Listing Agent Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    15 Bay Dr, Key West, FL 33040
  • 2950 Overseas Hwy Unit 50, Key West, FL 33040
    2950 Overseas Hwy Unit 50, Key West, FL 33040
    2950 Overseas Hwy Unit 50, Key West, FL 33040
    /49

    $1,000,000 Sold Sep 25, 2025

    2950 Overseas Hwy Unit 50, Key West, FL 33040

    • Land

    Last Sold Summary

    • 23% Below List Price
    • 128 Days On Market

    Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 50, Key West, FL 33040
  • 13 Beach Dr, Key West, FL 33040
    13 Beach Dr, Key West, FL 33040
    13 Beach Dr, Key West, FL 33040
    /8

    $199,000 Sold Jul 22, 2025

    13 Beach Dr, Key West, FL 33040

    • Land

    Last Sold Summary

    • 20% Below List Price
    • 149 Days On Market

    Current Estimated Value $204,254

    Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

    13 Beach Dr, Key West, FL 33040
  • 2950 Overseas Hwy Unit 13, Key West, FL 33040
    2950 Overseas Hwy Unit 13, Key West, FL 33040
    2950 Overseas Hwy Unit 13, Key West, FL 33040
    /4

    $730,000 Sold May 14, 2025

    2950 Overseas Hwy Unit 13, Key West, FL 33040

    • Land

    Last Sold Summary

    • 19% Below List Price
    • 1 Day On Market

    Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 13, Key West, FL 33040
  • 1A Palm Dr, Other Florida, FL 33040
    1A Palm Dr, Other Florida, FL 33040
    1A Palm Dr, Other Florida, FL 33040
    /3

    $225,000 Sold Nov 14, 2025

    1A Palm Dr, Other Florida, FL 33040

    • Land

    Last Sold Summary

    • 18% Below List Price
    • 79 Days On Market

    Last Listing Agent Roger Cousineau Keller Williams Key West Compass Realty

    1A Palm Dr, Other Florida, FL 33040
  • 2950 Overseas Hwy Unit 39, Key West, FL 33040
    2950 Overseas Hwy Unit 39, Key West, FL 33040
    2950 Overseas Hwy Unit 39, Key West, FL 33040
    /39

    $1,175,000 Sold Apr 10, 2025

    2950 Overseas Hwy Unit 39, Key West, FL 33040

    • Land

    Last Sold Summary

    • 23% Below List Price
    • 154 Days On Market

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    2950 Overseas Hwy Unit 39, Key West, FL 33040
  • 76 Palm Dr, Key West, FL 33040
    76 Palm Dr, Key West, FL 33040
    76 Palm Dr, Key West, FL 33040
    /46

    $951,000 Sold Sep 10, 2025

    76 Palm Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,598 Sq Ft
    • Built 2016

    Last Sold Summary

    • 27% Below List Price
    • $595/SF
    • 194 Days On Market

    Current Estimated Value $971,824

    Last Listing Agent Margarita Villoch Island Group Realty (KW)

    76 Palm Dr, Key West, FL 33040
  • 93 Palm Dr, Key West, FL 33040
    93 Palm Dr, Key West, FL 33040
    93 Palm Dr, Key West, FL 33040
    /22

    $820,000 Sold Feb 28, 2025

    93 Palm Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,307 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $627/SF
    • 60 Days On Market

    Current Estimated Value $841,316

    Last Listing Agent Cliff Glansen FlatFee.com

    93 Palm Dr, Key West, FL 33040
  • 2950 Overseas Hwy Unit 57, Key West, FL 33040
    2950 Overseas Hwy Unit 57, Key West, FL 33040
    2950 Overseas Hwy Unit 57, Key West, FL 33040
    /44

    $900,000 Sold Sep 15, 2025

    2950 Overseas Hwy Unit 57, Key West, FL 33040

    • Land

    Last Sold Summary

    • 10% Below List Price
    • 4 Days On Market

    Current Estimated Value $919,831

    Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 57, Key West, FL 33040
  • 0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
    /17

    $16,000 Sold Oct 28, 2025

    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 23% Below List Price
    • 12 Days On Market

    Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
  • 85 Bay Dr, Key West, FL 33040
    85 Bay Dr, Key West, FL 33040
    85 Bay Dr, Key West, FL 33040
    /51

    $3,199,000 Sold Feb 14, 2025

    85 Bay Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft
    • Built 2016

    Last Sold Summary

    • $1,344/SF
    • 21 Days On Market

    Current Estimated Value $3,196,593

    Last Listing Agent Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

    85 Bay Dr, Key West, FL 33040
  • 9 Bay Dr, Key West, FL 33040
    9 Bay Dr, Key West, FL 33040
    9 Bay Dr, Key West, FL 33040
    /67

    $3,550,000 Sold Jun 12, 2025

    9 Bay Dr, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 3,272 Sq Ft
    • Built 2014

    Last Sold Summary

    • 16% Below List Price
    • $1,085/SF
    • 68 Days On Market

    Current Estimated Value $3,571,907

    Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

    9 Bay Dr, Key West, FL 33040
  • 46 Blue Water Dr, Key West, FL 33040
    46 Blue Water Dr, Key West, FL 33040
    46 Blue Water Dr, Key West, FL 33040
    /64

    $1,302,500 Sold Aug 13, 2025

    46 Blue Water Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $754/SF
    • 178 Days On Market

    Current Estimated Value $1,313,951

    Last Listing Agent Emily Lombard Ocean Sotheby's International Realty

    46 Blue Water Dr, Key West, FL 33040

Showing Results 361 - 399, Page 10 of 10

Florida Monroe County Summerland Key

Recently Sold Real Estate & Homes in Summerland Key, FL

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