Recently Sold Summerland Key, FL Homes

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  /37

  $765,000 Sold Jul 28, 2025

  27255 Mariposa Rd, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $531/SF
  • 113 Days On Market

  Current Estimated Value $786,824

  Last Listing Agent Melissa Graham Bluescape Real Estate

  27255 Mariposa Rd, Ramrod Key, FL 33042
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  /48

  $759,000 Sold Apr 22, 2026

  31349 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $575/SF
  • 87 Days On Market

  Current Estimated Value $737,053

  Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

  31349 Avenue C, Big Pine Key, FL 33043
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  /38

  $785,000 Sold Nov 04, 2025

  22464 La Fitte Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $913/SF
  • 41 Days On Market

  Current Estimated Value $773,228

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  22464 La Fitte Dr, Summerland Key, FL 33042
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  /44

  $699,900 Sold Jun 27, 2025

  29853 Frostproof Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $568/SF
  • 97 Days On Market

  Current Estimated Value $720,320

  Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

  29853 Frostproof Rd, Big Pine Key, FL 33043
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  /2

  $49,000 Sold Jun 06, 2025

  Lot 7 Block 14, Cudjoe Key, FL 33042

  • Land
  • 6,767 Sq Ft
  • $315,419 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 163 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 7 Block 14, Cudjoe Key, FL 33042
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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 $627,554

  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 $940,095

  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 $407,623

  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 $1,803,386

  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 $1,605,848

  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 $1,292,157

  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 $1,899,127

  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 $1,289,464

  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 $1,308,726

  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 $1,018,341

  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 $1,636,202

  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 $1,063,920

  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 $548,701

  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 $1,694,484

  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 $936,229

  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 $1,869,864

  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
  • 6,500 Sq Ft
  • $1,172,769 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 9 Days On Market

  Current Estimated Value $175,955

  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 $1,461,726

  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 $2,218,670

  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 $633,359

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

  134 Tortuga Ln, Summerland Key, FL 33042
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  /5

  $320,000 Sold Apr 22, 2026

  248 Yardarm Rd, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $327/SF
  • 21 Days On Market

  Last Listing Agent Joe Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe 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 $834,070

  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 $717,493

  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 $873,750

  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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  /39

  $1,100,000 Sold Apr 27, 2026

  857 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $914/SF
  • 112 Days On Market

  Current Estimated Value $1,193,128

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  857 Caribbean Dr E, 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 $896,698

  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 $1,959,009

  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 $2,047,913

  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 $949,823

  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 $2,615,037

  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 $659,077

  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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  /5

  $170,000 Sold Dec 04, 2025

  27313 Antigua Rd, Ramrod Key, FL 33042

  • Land
  • 6,000 Sq Ft
  • $1,234,200 per Acre

  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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