Recently Sold Homes in 33042

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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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

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