Recently Sold Old Town Homes

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  /45

  $2,900,000

  Sold Jan 09, 2026

  1224 Florida St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 2,760 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $1,051/SF
  • 56 Days On Market

  Current Estimated Value $2,908,221

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
• Explore Old Town

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  /4

  $1,200,000

  Sold Nov 20, 2025

  1108 Whitehead St, Key West, FL 33040

  • Land
  • 3,998 Sq Ft
  • $13,071,268 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  1108 Whitehead St, Key West, FL 33040
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  /12

  $1,050,000

  Sold Mar 03, 2026

  619 Front St Unit 21, Key West, FL 33040

  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • 86 Days On Market

  Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Front St Unit 21, Key West, FL 33040
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  /32

  $835,000

  Sold Apr 13, 2026

  1401 Simonton St Unit 20, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 907 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $921/SF
  • 160 Days On Market

  Current Estimated Value $1,242,232

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

  1401 Simonton St Unit 20, Key West, FL 33040
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  /53

  $3,500,000

  Sold Aug 08, 2025

  407-415 Olivia St, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 3,171 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $1,104/SF
  • 134 Days On Market

  Current Estimated Value $3,623,389

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  407-415 Olivia St, Key West, FL 33040
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  /31

  $750,000

  Sold Oct 03, 2025

  1428 Virginia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $335/SF
  • 111 Days On Market

  Current Estimated Value $809,721

  Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1428 Virginia St, Key West, FL 33040
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  /13

  $3,300

  Sold Jun 18, 2026

  828 Fleming St, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Built 1899

  Last Sold Summary

  • 6% Below List Price
  • $7/SF
  • 77 Days On Market

  Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  828 Fleming St, Key West, FL 33040
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  /15

  $562,500

  Sold May 22, 2026

  712 Galveston Ln Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 526 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $1,069/SF
  • 9 Days On Market

  Current Estimated Value $571,199

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt RE Co

  712 Galveston Ln Unit 1, Key West, FL 33040
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  /10

  $749,000

  Sold Mar 11, 2026

  304 Amelia St, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1938

  Last Sold Summary

  • $800/SF
  • 9 Days On Market

  Current Estimated Value $918,682

  Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

  304 Amelia St, Key West, FL 33040
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  /29

  $1,075,000

  Sold Oct 07, 2025

  1127 Packer St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1928

  Last Sold Summary

  • 14% Below List Price
  • $1,280/SF
  • 108 Days On Market

  Current Estimated Value $1,096,387

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1127 Packer St, Key West, FL 33040
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  /23

  $850,000

  Sold Oct 31, 2025

  308 Peacon Ln, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 1923

  Last Sold Summary

  • 43% Below List Price
  • $656/SF
  • 299 Days On Market

  Current Estimated Value $876,089

  Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  308 Peacon Ln, Key West, FL 33040
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  /30

  $1,300,000

  Sold Jun 24, 2026

  1202 Whitehead St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $1,237/SF
  • 111 Days On Market

  Current Estimated Value $1,568,703

  Last Listing Agent Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /44

  $2,595,000

  Sold Nov 13, 2025

  628 William St, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,524 Sq Ft
  • Built 1928

  Last Sold Summary

  • 12% Below List Price
  • $1,703/SF
  • 9 Days On Market

  Current Estimated Value $2,631,841

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  628 William St, Key West, FL 33040
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  /25

  $1,135,000

  Sold May 29, 2026

  1120 Stump Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1933

  Last Sold Summary

  • 9% Below List Price
  • $1,192/SF
  • 52 Days On Market

  Current Estimated Value $1,204,074

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  1120 Stump Ln, Key West, FL 33040
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  /3

  $1,600,000

  Sold Jul 31, 2026

  951 Caroline St Unit 37, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  Last Listing Agent Gina Kennedy, PA Coastal Collection Real Estate Inc.

  951 Caroline St Unit 37, Key West, FL 33040
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  /26

  $600,000

  Sold Oct 09, 2025

  1105 Watson St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1943

  Last Sold Summary

  • 50% Below List Price
  • $377/SF
  • 237 Days On Market

  Current Estimated Value $722,785

  Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

  1105 Watson St, Key West, FL 33040
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  /29

  $710,000

  Sold Apr 30, 2026

  1115 Varela St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1948

  Last Sold Summary

  • 16% Below List Price
  • $550/SF
  • 158 Days On Market

  Current Estimated Value $725,433

  Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

  1115 Varela St, Key West, FL 33040
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  /58

  $1,600,000

  Sold Jul 31, 2026

  1022 Fleming St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1928

  Last Sold Summary

  • 24% Below List Price
  • $794/SF
  • 55 Days On Market

  Current Estimated Value $1,746,789

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /36

  $1,300,000

  Sold Aug 29, 2025

  1327 Duncan St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1945

  Last Sold Summary

  • 41% Below List Price
  • $644/SF
  • 192 Days On Market

  Current Estimated Value $1,230,776

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /7

  $3,700

  Sold May 18, 2026

  311 Amelia St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1979

  Last Sold Summary

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

  Current Estimated Value $1,626,000

  Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

  311 Amelia St Unit 1, Key West, FL 33040
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  /53

  $1,650,000

  Sold May 05, 2026

  1416 Catherine St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • Built 1938

  Last Sold Summary

  • 13% Below List Price
  • $736/SF
  • 45 Days On Market

  Current Estimated Value $1,693,741

  Last Listing Agent Jody Clark Key West Luxury Real Estate Inc (KW)

  1416 Catherine St, Key West, FL 33040
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  /3

  $1,500,000

  Sold Sep 29, 2025

  951 Caroline St Unit 34, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,566,616

  Last Listing Agent Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  951 Caroline St Unit 34, Key West, FL 33040
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  /5

  $3,250,000

  Sold May 27, 2026

  906 Southard St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,188 Sq Ft
  • Built 1943

  Last Sold Summary

  • 18% Below List Price
  • $1,485/SF
  • 173 Days On Market

  Current Estimated Value $3,251,672

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

  906 Southard St, Key West, FL 33040
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  /42

  $1,000,000

  Sold Jul 07, 2026

  914 Windsor Ln, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 594 Sq Ft
  • Built 1933

  Last Sold Summary

  • 9% Below List Price
  • $1,684/SF
  • 8 Days On Market

  Current Estimated Value $1,068,936

  Last Listing Agent Emily Lombard Saltwater Real Estate Florida Keys, Inc

  914 Windsor Ln, Key West, FL 33040
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  /18

  $900,000

  Sold Dec 01, 2025

  314 Southard St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1901

  Last Sold Summary

  • 43% Below List Price
  • $620/SF
  • 156 Days On Market

  Current Estimated Value $1,211,224

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
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  /22

  $550,000

  Sold Jun 22, 2026

  1124 Catherine St Unit 202, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft
  • Built 1989

  Last Sold Summary

  • 21% Below List Price
  • $812/SF
  • 340 Days On Market

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

  1124 Catherine St Unit 202, Key West, FL 33040
• 

  

  /3

  $3,300,000

  Sold Aug 28, 2025

  129 Simonton St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,697 Sq Ft
  • Built 2018

  Last Sold Summary

  • $1,224/SF
  • 0 Days On Market

  Current Estimated Value $3,529,854

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

  129 Simonton St, Key West, FL 33040
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  /94

  $2,750,000

  Sold Jun 29, 2026

  1114 Packer St, Key West, FL 33040

  • 5 Beds
  • 4.5 Baths
  • 2,721 Sq Ft
  • Built 1938

  Last Sold Summary

  • 39% Below List Price
  • $1,011/SF
  • 504 Days On Market

  Current Estimated Value $2,797,531

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

  1114 Packer St, Key West, FL 33040
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  /21

  $1,750,000

  Sold Feb 26, 2026

  306 Truman Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1928

  Last Sold Summary

  • 3% Below List Price
  • $1,689/SF
  • 13 Days On Market

  Current Estimated Value $1,701,489

  Last Listing Agent Key West Luxury Finders Preferred Properties (KW)

  306 Truman Ave, Key West, FL 33040
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  /43

  $1,160,000

  Sold Sep 23, 2025

  1017 Simonton St Unit 103, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2015

  Last Sold Summary

  • 9% Below List Price
  • $934/SF
  • 14 Days On Market

  Current Estimated Value $1,224,411

  Last Listing Agent Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1017 Simonton St Unit 103, Key West, FL 33040
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  /47

  $2,350,000

  Sold May 06, 2026

  409 Grinnell St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1884

  Last Sold Summary

  • 6% Below List Price
  • $1,443/SF
  • 114 Days On Market

  Current Estimated Value $2,342,629

  Last Listing Agent Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  409 Grinnell St, Key West, FL 33040
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  /48

  $3,350,000

  Sold Dec 03, 2025

  1020 Southard St, Key West, FL 33040

  • 3 Beds
  • 3.5 Baths
  • 2,438 Sq Ft
  • Built 1933

  Last Sold Summary

  • 11% Below List Price
  • $1,374/SF
  • 228 Days On Market

  Current Estimated Value $3,397,956

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  1020 Southard St, Key West, FL 33040
• 

  

  /27

  $4,225,000

  Sold Mar 16, 2026

  515 Amelia St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 3,434 Sq Ft
  • Built 1943

  Last Sold Summary

  • 10% Below List Price
  • $1,230/SF
  • 26 Days On Market

  Current Estimated Value $4,278,001

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  515 Amelia St, Key West, FL 33040
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  /42

  $3,750,000

  Sold Oct 20, 2025

  517 Elizabeth St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,173 Sq Ft
  • Built 1953

  Last Sold Summary

  • 6% Below List Price
  • $1,726/SF
  • 26 Days On Market

  Current Estimated Value $3,776,618

  Last Listing Agent Mason Kelly Expert Realty LLC (HQ)

  517 Elizabeth St, Key West, FL 33040
• 

  

  /47

  $4,300,000

  Sold Apr 09, 2026

  406 United St, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 3,624 Sq Ft
  • Built 1938

  Last Sold Summary

  • 8% Below List Price
  • $1,187/SF
  • 73 Days On Market

  Current Estimated Value $4,299,126

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  406 United St, Key West, FL 33040
• 

  

  /3

  $979,000

  Sold Apr 09, 2026

  612 Mickens Ln, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 823 Sq Ft
  • Built 1901

  Last Sold Summary

  • 28% Below List Price
  • $1,190/SF
  • 403 Days On Market

  Current Estimated Value $993,723

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

  612 Mickens Ln, Key West, FL 33040
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  /24

  $825,000

  Sold Jul 01, 2026

  951 Caroline St Unit Slip 9, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Jerry Hughes Beach Club Brokers (KW)

  951 Caroline St Unit Slip 9, Key West, FL 33040
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  /40

  $1,880,000

  Sold Aug 15, 2025

  1212 Watson St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Below List Price
  • $1,175/SF
  • 0 Days On Market

  Current Estimated Value $1,912,570

  Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

  1212 Watson St, Key West, FL 33040
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  /48

  $2,600,000

  Sold Sep 26, 2025

  626 Canfield Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 1901

  Last Sold Summary

  • 26% Below List Price
  • $2,126/SF
  • 519 Days On Market

  Current Estimated Value $2,552,769

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  626 Canfield Ln, Key West, FL 33040
• 

  

  /18

  $995,000

  Sold Mar 05, 2026

  606 Truman Ave Unit 10, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1988

  Last Sold Summary

  • 20% Below List Price
  • $864/SF
  • 118 Days On Market

  Current Estimated Value $1,071,148

  Last Listing Agent Krystal Thomas eXp Realty LLC

  606 Truman Ave Unit 10, Key West, FL 33040

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