Recently Sold Summerland Key, FL Homes

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  /17

  $577,500 Sold Feb 10, 2026

  56 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 2000

  Last Sold Summary

  • 26% Below List Price
  • $418/SF
  • 53 Days On Market

  Current Estimated Value $718,681

  Last Listing Agent Veronica Crego-Flores

  56 W Shore Dr, Summerland Key, FL 33042
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  /8

  $750,000 Sold Feb 06, 2026

  24931 Overseas Hwy, Summerland Key, FL 33042

  • 1 Bed
  • 4 Baths
  • 1,965 Sq Ft
  • Built 1975

  Last Sold Summary

  • 42% Below List Price
  • $382/SF
  • 309 Days On Market

  Current Estimated Value $1,123,614

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  24931 Overseas Hwy, Summerland Key, FL 33042
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  /27

  $380,000 Sold Sep 26, 2025

  1464 Havelka Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 654 Sq Ft
  • Built 1968

  Last Sold Summary

  • 28% Below List Price
  • $581/SF
  • 317 Days On Market

  Current Estimated Value $401,322

  Last Listing Agent Oscar Castellanos Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  1464 Havelka Ln, Big Pine Key, FL 33043
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  /85

  $1,800,000 Sold Jan 23, 2026

  17054 Coral Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $743/SF
  • 240 Days On Market

  Current Estimated Value $1,871,387

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

  17054 Coral Dr, Summerland Key, FL 33042
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  /2

  $1,650,000 Sold Oct 30, 2025

  22864 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 2002

  Last Sold Summary

  • $992/SF
  • 0 Days On Market

  Current Estimated Value $1,601,451

  Last Listing Agent Melissa Graham Bluescape Real Estate

  22864 Bluegill Ln, Summerland Key, FL 33042
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  /50

  $1,100,000 Sold Mar 06, 2026

  19749 Date Palm Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • Built 2017

  Last Sold Summary

  • 15% Below List Price
  • $446/SF
  • 151 Days On Market

  Current Estimated Value $1,289,836

  Last Listing Agent Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  19749 Date Palm Dr, Summerland Key, FL 33042
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  /55

  $1,850,000 Sold Jun 24, 2025

  1073 Long Beach Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $1,172/SF
  • 145 Days On Market

  Current Estimated Value $1,888,799

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  1073 Long Beach Dr, Big Pine Key, FL 33043
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  /2

  $1,299,000 Sold Jan 28, 2026

  28532 Dirk Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1985

  Last Sold Summary

  • $849/SF
  • 5 Days On Market

  Current Estimated Value $1,279,003

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  28532 Dirk Rd, Summerland Key, FL 33042
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  /29

  $1,300,000 Sold Jan 09, 2026

  141 Arica Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Below List Price
  • $777/SF
  • 19 Days On Market

  Current Estimated Value $1,302,217

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  141 Arica Ln, Cudjoe Key, FL 33042
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  /29

  $980,000 Sold May 29, 2025

  1107 Hawksbill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $851/SF
  • 54 Days On Market

  Current Estimated Value $1,021,684

  Last Listing Agent Richard Haskins Buy The Keys

  1107 Hawksbill Ln, Summerland Key, FL 33042
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  /52

  $1,650,000 Sold Jan 28, 2026

  17213 Starfish Ln E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $943/SF
  • 111 Days On Market

  Current Estimated Value $1,725,294

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  17213 Starfish Ln E, Summerland Key, FL 33042
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  /41

  $1,000,000 Sold Sep 23, 2025

  237 La Fitte Rd, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $874/SF
  • 162 Days On Market

  Current Estimated Value $1,049,964

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  237 La Fitte Rd, Summerland Key, FL 33042
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  /41

  $545,000 Sold Feb 03, 2026

  114 Newfound Harbor Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $649/SF
  • 50 Days On Market

  Current Estimated Value $562,896

  Last Listing Agent Jennifer Hamill Coldwell Banker Schmitt Real Estate Co.

  114 Newfound Harbor Rd, Big Pine Key, FL 33043
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  /69

  $1,700,000 Sold Jan 02, 2026

  620 Barry Ave, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $802/SF
  • 26 Days On Market

  Current Estimated Value $1,697,106

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  620 Barry Ave, Summerland Key, FL 33042
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  /44

  $930,000 Sold Aug 01, 2025

  3761 Gumbo Limbo St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $727/SF
  • 96 Days On Market

  Current Estimated Value $949,616

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

  3761 Gumbo Limbo St, Big Pine Key, FL 33043
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  /4

  $175,000 Sold Dec 23, 2025

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  • Land

  Last Sold Summary

  • 15% Below List Price
  • 25 Days On Market

  Last Listing Agent Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
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  /67

  $1,900,000 Sold Nov 06, 2025

  17077 Bonita Ln W, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $792/SF
  • 87 Days On Market

  Current Estimated Value $1,868,981

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  17077 Bonita Ln W, Summerland Key, FL 33042
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  /5

  $175,000 Sold Aug 21, 2025

  27313 Saint Martin Ln, Ramrod Key, FL 33042

  • Land

  Last Sold Summary

  • 12% Below List Price
  • 9 Days On Market

  Current Estimated Value $179,749

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  27313 Saint Martin Ln, Ramrod Key, FL 33042
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  /114

  $1,477,000 Sold Sep 02, 2025

  153 Galleon Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $947/SF
  • 49 Days On Market

  Current Estimated Value $1,438,085

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  153 Galleon Ln, Summerland Key, FL 33042
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  /59

  $2,175,000 Sold Jun 20, 2025

  17346 Keystone Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft
  • Built 2019

  Last Sold Summary

  • 13% Below List Price
  • $992/SF
  • 41 Days On Market

  Current Estimated Value $2,224,462

  Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

  17346 Keystone Rd, Summerland Key, FL 33042
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  /19

  $505,000 Sold Jul 30, 2025

  134 Tortuga Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $478/SF
  • 4 Days On Market

  Current Estimated Value $639,675

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  134 Tortuga Ln, Summerland Key, FL 33042
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  /46

  $760,000 Sold Nov 12, 2025

  30335 Warbler Ln, Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 2,285 Sq Ft
  • Built 1973

  Last Sold Summary

  • 20% Below List Price
  • $333/SF
  • 254 Days On Market

  Current Estimated Value $834,144

  Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

  30335 Warbler Ln, Big Pine Key, FL 33043
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  /27

  $724,000 Sold Oct 20, 2025

  25081 Overseas Hwy, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $633/SF
  • 75 Days On Market

  Current Estimated Value $727,860

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  25081 Overseas Hwy, Summerland Key, FL 33042
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  /24

  $880,000 Sold Oct 15, 2025

  29153 Cedar Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $833/SF
  • 257 Days On Market

  Current Estimated Value $874,246

  Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt Lower Keys (KW)

  29153 Cedar Dr, Big Pine Key, FL 33043
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  /52

  $1,006,000 Sold Mar 19, 2026

  27360 Barbados Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $967/SF
  • 21 Days On Market

  Current Estimated Value $982,414

  Last Listing Agent Brian Kruszewski LoKation Real Estate

  27360 Barbados Ln, Summerland Key, FL 33042
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  /2

  $175,000 Sold Dec 10, 2025

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 17% Below List Price
  • 23 Days On Market

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
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  /38

  $887,000 Sold Jan 27, 2026

  1633 Lantana Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $737/SF
  • 265 Days On Market

  Current Estimated Value $923,103

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  1633 Lantana Ln, Big Pine Key, FL 33043
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  /45

  $2,090,000 Sold Jul 07, 2025

  23066 Tarpon Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3.5 Baths
  • 1,938 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $1,078/SF
  • 65 Days On Market

  Current Estimated Value $2,006,860

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  23066 Tarpon Ln, Summerland Key, FL 33042
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  /2

  $2,030,000 Sold Nov 17, 2025

  27450 W Indies Dr, Summerland Key, FL 33042

  • 2 Beds
  • 4 Baths
  • 1,968 Sq Ft
  • Built 1984

  Last Sold Summary

  • 22% Below List Price
  • $1,032/SF
  • 273 Days On Market

  Current Estimated Value $2,051,954

  Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  27450 W Indies Dr, Summerland Key, FL 33042
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  /60

  $938,000 Sold Dec 11, 2025

  460 Barry Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $651/SF
  • 196 Days On Market

  Current Estimated Value $937,742

  Last Listing Agent Noel Betancourt Tropic Shores Realty

  460 Barry Ave, Summerland Key, FL 33042
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  /82

  $2,495,000 Sold Mar 02, 2026

  835 Gulf Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3.5 Baths
  • 2,416 Sq Ft
  • Built 2023

  Last Sold Summary

  • 11% Below List Price
  • $1,033/SF
  • 195 Days On Market

  Current Estimated Value $2,646,819

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  835 Gulf Dr, Summerland Key, FL 33042
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  /25

  $625,000 Sold Jan 20, 2026

  29849 Newfound Blvd, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • Built 1977

  Last Sold Summary

  • 21% Below List Price
  • $520/SF
  • 160 Days On Market

  Current Estimated Value $701,900

  Last Listing Agent Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29849 Newfound Blvd, Big Pine Key, FL 33043
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  /48

  $1,225,000 Sold Apr 30, 2025

  903 Indies Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,161 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $567/SF
  • 84 Days On Market

  Current Estimated Value $1,263,614

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  903 Indies Rd, Summerland Key, FL 33042
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  /5

  $170,000 Sold Dec 04, 2025

  27313 Antigua Rd, Ramrod Key, FL 33042

  • Land

  Last Sold Summary

  • 41% Below List Price
  • 7 Days On Market

  Current Estimated Value $208,333

  Last Listing Agent Pamela Stangler Expert Realty LLC

  27313 Antigua Rd, Ramrod Key, FL 33042
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  /34

  $650,000 Sold Sep 10, 2025

  558 E Shore Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1994

  Last Sold Summary

  • 12% Below List Price
  • $467/SF
  • 22 Days On Market

  Current Estimated Value $713,626

  Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  558 E Shore Dr, Summerland Key, FL 33042
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  /50

  $635,000 Sold Mar 09, 2026

  31047 Avenue I, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $423/SF
  • 97 Days On Market

  Current Estimated Value $660,766

  Last Listing Agent Loren Rea Truman & Co. (KW)

  31047 Avenue I, Big Pine Key, FL 33043
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  /40

  $1,075,000 Sold Jun 16, 2025

  791 W Indies Dr, Summerland Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1982

  Last Sold Summary

  • 20% Below List Price
  • $933/SF
  • 191 Days On Market

  Current Estimated Value $1,081,019

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  791 W Indies Dr, Summerland Key, FL 33042
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  /47

  $935,000 Sold Dec 31, 2025

  786 Jamaica Ln, Little Torch Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2016

  Last Sold Summary

  • 5% Below List Price
  • $649/SF
  • 89 Days On Market

  Current Estimated Value $920,128

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  786 Jamaica Ln, Little Torch Key, FL 33042
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  /5

  $840,000 Sold Mar 03, 2026

  23012 Snapper Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $884/SF
  • 113 Days On Market

  Current Estimated Value $883,064

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

  23012 Snapper Ln, Summerland Key, FL 33042
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  /3

  $75,000 Sold Dec 08, 2025

  29141 Mango Ln, Big Pine Key, FL 33043

  • Land

  Last Sold Summary

  • 42% Below List Price
  • 14 Days On Market

  Current Estimated Value $83,500

  Last Listing Agent David Kaufmann Century 21 Circle

  29141 Mango Ln, Big Pine Key, FL 33043

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