Recently Sold Summerland Key, FL Homes

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  /6

  $14,500 Sold Sep 29, 2025

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 7% Above List Price
  • 4 Days On Market

  Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042
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  $800,000 Sold Dec 19, 2025

  923 Indies Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,079 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $741/SF
  • 60 Days On Market

  Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

  923 Indies Rd, Summerland Key, FL 33042
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  /25

  $500,000 Sold Aug 19, 2025

  1620 Buttonwood Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • 28% Below List Price
  • $490/SF
  • 265 Days On Market

  Current Estimated Value $552,974

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

  1620 Buttonwood Dr, Big Pine Key, FL 33043
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  $520,000 Sold Sep 04, 2025

  27853 Coral Shores Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $542/SF
  • 117 Days On Market

  Last Listing Agent Leah Scarborough Island Welcome Real Estate

  27853 Coral Shores Rd, Little Torch Key, FL 33042
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  /30

  $557,235 Sold Apr 11, 2025

  30053 Pine Channel Rd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,006 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $554/SF
  • 196 Days On Market

  Current Estimated Value $568,809

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

  30053 Pine Channel Rd, Big Pine Key, FL 33043
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  /43

  $975,000 Sold May 30, 2025

  17425 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $677/SF
  • 65 Days On Market

  Current Estimated Value $1,028,825

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

  17425 Jamaica Ln, Summerland Key, FL 33042
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  /43

  $815,000 Sold Jan 23, 2026

  681 W Indies Dr, Summerland Key, FL 33042

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

  Last Sold Summary

  • 18% Below List Price
  • $894/SF
  • 211 Days On Market

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  681 W Indies Dr, Summerland Key, FL 33042
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  /58

  $3,335,000 Sold Jun 13, 2025

  23971 Henry St, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,950 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Below List Price
  • $1,131/SF
  • 37 Days On Market

  Current Estimated Value $3,225,575

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

  23971 Henry St, Summerland Key, FL 33042
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  /2

  $73,000 Sold Feb 21, 2025

  00 Valencia Rd, Cudjoe Key, FL 33042

  • Land
  • 1.01 Acres
  • $72,277 per Acre

  Last Sold Summary

  • 64% Below List Price
  • 36 Days On Market

  Last Listing Agent Jennifer Withers EXP REALTY LLC

  00 Valencia Rd, Cudjoe Key, FL 33042
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  /45

  $900,000 Sold Apr 03, 2025

  2250 San Remo Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Below List Price
  • $573/SF
  • 243 Days On Market

  Current Estimated Value $925,846

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

  2250 San Remo Dr, Big Pine Key, FL 33043
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  /33

  $1,350,000 Sold Jul 24, 2025

  20883 4th Ave, Cudjoe Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,524 Sq Ft
  • Built 2011

  Last Sold Summary

  • 21% Below List Price
  • $535/SF
  • 215 Days On Market

  Current Estimated Value $1,619,297

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

  20883 4th Ave, Cudjoe Key, FL 33042
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  /39

  $1,725,000 Sold Apr 25, 2025

  474 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1973

  Last Sold Summary

  • 21% Below List Price
  • $1,037/SF
  • 127 Days On Market

  Current Estimated Value $1,721,912

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

  474 Caribbean Dr E, Summerland Key, FL 33042
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  $1,750,000 Sold Feb 13, 2025

  17194 Kingfish Ln W, Summerland Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft
  • Built 2011

  Last Sold Summary

  • 17% Below List Price
  • $844/SF
  • 150 Days On Market

  Current Estimated Value $1,731,682

  Last Listing Agent Samantha Barrabeitg Taylor & Assoc. RE, Inc.

  17194 Kingfish Ln W, Summerland Key, FL 33042
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  /22

  $750,000 Sold Apr 10, 2025

  29548 Enterprise Ave, Big Pine Key, FL 33043

  • 4 Beds
  • 4 Baths
  • 2,232 Sq Ft
  • Built 1974

  Last Sold Summary

  • 38% Below List Price
  • $336/SF
  • 523 Days On Market

  Current Estimated Value $766,164

  Last Listing Agent Jennifer Weeks Select Properties of NWFL

  29548 Enterprise Ave, Big Pine Key, FL 33043
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  /40

  $1,050,000 Sold Jan 12, 2026

  32734 Bimini Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Built 1995

  Last Sold Summary

  • 14% Below List Price
  • $635/SF
  • 235 Days On Market

  Last Listing Agent Ally Kelley Ocean Sotheby's International

  32734 Bimini Ln, Big Pine Key, FL 33043
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  /38

  $935,000 Sold Jun 30, 2025

  29374 Saratoga Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $835/SF
  • 150 Days On Market

  Current Estimated Value $942,848

  Last Listing Agent Dawn McComish Lokation Real Estate

  29374 Saratoga Ave, Big Pine Key, FL 33043
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  $650,000 Sold Jun 30, 2025

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 828 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $785/SF
  • 8 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
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  $1,100,000 Sold May 02, 2025

  27984 Barton Ave, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1993

  Last Sold Summary

  • 8% Below List Price
  • $898/SF
  • 126 Days On Market

  Current Estimated Value $1,090,460

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  27984 Barton Ave, Little Torch Key, FL 33042
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  /2

  $1,400,000 Sold Sep 17, 2025

  491 W Indies Dr, Ramrod Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 2020

  Last Sold Summary

  • $1,163/SF
  • 0 Days On Market

  Current Estimated Value $1,410,325

  Last Listing Agent Mark Gable Engel & Volkers Marathon

  491 W Indies Dr, Ramrod Key, FL 33042
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  /40

  $1,350,000 Sold May 15, 2025

  31254 Hollerich Dr, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $1,027/SF
  • 6 Days On Market

  Current Estimated Value $1,199,519

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

  31254 Hollerich Dr, Big Pine Key, FL 33043
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  $710,000 Sold Aug 20, 2025

  19603 Seminole St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $598/SF
  • 5 Days On Market

  Current Estimated Value $719,094

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  19603 Seminole St, Summerland Key, FL 33042
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  /30

  $628,000 Sold Sep 05, 2025

  31256 Avenue H, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $549/SF
  • 106 Days On Market

  Current Estimated Value $626,863

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  31256 Avenue H, Big Pine Key, FL 33043
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  /20

  $260,000 Sold Mar 21, 2025

  31048 Avenue J, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 588 Sq Ft
  • Built 1967

  Last Sold Summary

  • 12% Below List Price
  • $442/SF
  • 151 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  31048 Avenue J, Big Pine Key, FL 33043
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  /34

  $695,000 Sold Aug 05, 2025

  1555 Watson Blvd, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,233 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $564/SF
  • 5 Days On Market

  Current Estimated Value $705,392

  Last Listing Agent Terrance Sullivan Ocean Sotheby's International Realty

  1555 Watson Blvd, Big Pine Key, FL 33043
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  /41

  $1,350,000 Sold Aug 18, 2025

  20735 5th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $853/SF
  • 16 Days On Market

  Current Estimated Value $1,356,755

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

  20735 5th Ave W, Summerland Key, FL 33042
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  $930,000 Sold Nov 19, 2025

  29012 Bigonia Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $881/SF
  • 92 Days On Market

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

  29012 Bigonia Dr, Big Pine Key, FL 33043
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  /36

  $1,215,000 Sold Apr 09, 2025

  17246 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $844/SF
  • 23 Days On Market

  Current Estimated Value $1,195,666

  Last Listing Agent Stephen Hachey

  17246 Jamaica Ln, Summerland Key, FL 33042
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  /37

  $725,000 Sold Jan 14, 2026

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1994

  Last Sold Summary

  • $673/SF
  • 19 Days On Market

  Last Listing Agent Casey Arnold eXp Realty LLC

  27394 Saint Lucie Ln, Summerland Key, FL 33042
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  $945,000 Sold Oct 03, 2025

  29487 Ranger Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $751/SF
  • 99 Days On Market

  Current Estimated Value $983,438

  Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

  29487 Ranger Ave, Big Pine Key, FL 33043
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  $750,000 Sold Jul 24, 2025

  25121 Center St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $781/SF
  • 72 Days On Market

  Current Estimated Value $763,794

  Last Listing Agent Gregory Sullivan BYOWNER.COM

  25121 Center St, Summerland Key, FL 33042
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  /46

  $540,000 Sold May 19, 2025

  31130 Avenue I, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1991

  Last Sold Summary

  • 14% Below List Price
  • $562/SF
  • 36 Days On Market

  Current Estimated Value $1,863,908

  Last Listing Agent Michael Sielicki Jr Real Broker, LLC

  31130 Avenue I, Big Pine Key, FL 33043
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  /21

  $642,500 Sold Feb 10, 2025

  19518 Caloosa St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Below List Price
  • $562/SF
  • 159 Days On Market

  Current Estimated Value $674,124

  Last Listing Agent Wendy Holifield Berkshire Hathaway HomeServices Knight & Gardner Realty

  19518 Caloosa St, Summerland Key, FL 33042
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  $710,000 Sold Feb 05, 2026

  27163 Mariposa Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 2018

  Last Sold Summary

  • 10% Below List Price
  • $477/SF
  • 238 Days On Market

  Last Listing Agent Jessica Roden Ocean Sotheby's International Realty

  27163 Mariposa Rd, Summerland Key, FL 33042
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  /100

  $3,300,000 Sold Dec 01, 2025

  815 E Shore Dr, Summerland Key, FL 33042

  • 7 Beds
  • 6 Baths
  • 4,531 Sq Ft
  • Built 1961

  Last Sold Summary

  • 26% Below List Price
  • $728/SF
  • 295 Days On Market

  Last Listing Agent Karen Williams-deCastro LPT Realty, LLC

  815 E Shore Dr, Summerland Key, FL 33042
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  $450,000 Sold Aug 20, 2025

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 814 Sq Ft
  • Built 2016

  Last Sold Summary

  • 9% Below List Price
  • $553/SF
  • 283 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
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  /30

  $1,185,000 Sold Nov 17, 2025

  478 Blackbeard Rd, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $1,062/SF
  • 0 Days On Market

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  478 Blackbeard Rd, Summerland Key, FL 33042
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  $330,000 Sold Apr 17, 2025

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Below List Price
  • $453/SF
  • 63 Days On Market

  Last Listing Agent Frank Griffiths Lokation Real Estate

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
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  $730,000 Sold Mar 21, 2025

  27230 Brown Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $588/SF
  • 102 Days On Market

  Current Estimated Value $781,718

  Last Listing Agent Amber DeBevec LoKation Real Estate

  27230 Brown Dr, Summerland Key, FL 33042
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  /45

  $799,000 Sold Aug 29, 2025

  17338 Dolphin St E, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 1963

  Last Sold Summary

  • 30% Below List Price
  • $426/SF
  • 171 Days On Market

  Current Estimated Value $884,684

  Last Listing Agent Alexa Morgan Buy The Keys

  17338 Dolphin St E, Summerland Key, FL 33042
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  $350,000 Sold Jun 12, 2025

  31456 Ave F, Big Pine Key, FL 33043

  • Land

  Last Sold Summary

  • 7% Below List Price
  • 20 Days On Market

  Current Estimated Value $352,721

  Last Listing Agent Kirksten Irick Preferred Properties (KW)

  31456 Ave F, Big Pine Key, FL 33043

Showing Results 121 - 160, Page 4 of 10