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
  • 6 Baths
  • 2,760 Sq Ft
  • Built 2006

  Last Sold Summary

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

  Current Estimated Value $2,875,337

  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

  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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  /34

  $1,550,000 Sold Jun 02, 2025

  1400 Virginia St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1923

  Last Sold Summary

  • 3% Below List Price
  • $1,160/SF
  • 124 Days On Market

  Current Estimated Value $1,646,926

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia 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

  • Land

  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
  • 3 Baths
  • 907 Sq Ft
  • Built 2006

  Last Sold Summary

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

  Current Estimated Value $848,925

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

  1401 Simonton St Unit 20, Key West, FL 33040
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  /30

  $930,000 Sold Aug 01, 2025

  608 Roberts Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1933

  Last Sold Summary

  • 41% Below List Price
  • $547/SF
  • 189 Days On Market

  Current Estimated Value $1,053,191

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

  608 Roberts Ln, 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 $3,594,728

  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 $841,319

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

  1428 Virginia St, Key West, FL 33040
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  /35

  $1,675,000 Sold Jun 02, 2025

  1075 Duval St Unit 1, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft
  • Built 1987

  Last Sold Summary

  • $1,367/SF
  • 4 Days On Market

  Current Estimated Value $1,566,173

  Last Listing Agent Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
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  /23

  $600,000 Sold Jul 15, 2025

  651 William St Unit 1, Key West, FL 33040

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

  Last Sold Summary

  • 28% Below List Price
  • $1,002/SF
  • 191 Days On Market

  Current Estimated Value $657,683

  Last Listing Agent Barbara Bowers Preferred Properties (KW)

  651 William St 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 $1,014,592

  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 $1,086,078

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

  Last Sold Summary

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

  Current Estimated Value $864,482

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

  308 Peacon Ln, 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
  • 3 Baths
  • 1,524 Sq Ft
  • Built 1928

  Last Sold Summary

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

  Current Estimated Value $2,571,712

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  628 William St, 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 $676,278

  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 $783,453

  Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

  1115 Varela 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 $1,581,338

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /29

  $1,400,000 Sold May 29, 2025

  1117 Whitehead St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Below List Price
  • $1,273/SF
  • 94 Days On Market

  Current Estimated Value $1,418,739

  Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

  1117 Whitehead 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

  • Land

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,503,851

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

  951 Caroline St Unit 34, Key West, FL 33040
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  /60

  $900,000 Sold May 20, 2025

  205 Julia St, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 1,264 Sq Ft
  • Built 1923

  Last Sold Summary

  • 43% Below List Price
  • $712/SF
  • 194 Days On Market

  Current Estimated Value $1,002,080

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

  205 Julia St, 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 $1,089,709

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

  314 Southard St, Key West, FL 33040
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  /34

  $700,000 Sold Jun 05, 2025

  811 United St Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft
  • Built 1938

  Last Sold Summary

  • 18% Below List Price
  • $1,125/SF
  • 76 Days On Market

  Current Estimated Value $693,591

  Last Listing Agent Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
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  /17

  $865,000 Sold Jun 26, 2025

  624 United St, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft
  • Built 1908

  Last Sold Summary

  • 9% Below List Price
  • $1,504/SF
  • 14 Days On Market

  Current Estimated Value $915,816

  Last Listing Agent Douglas Miller Amerirealty Corp (KW)

  624 United St, Key West, FL 33040
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  /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 $3,464,278

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

  129 Simonton St, Key West, FL 33040
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  /24

  $1,525,000 Sold Jul 08, 2025

  737 Olivia St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $820/SF
  • 42 Days On Market

  Current Estimated Value $1,591,353

  Last Listing Agent Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  737 Olivia 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 $1,719,135

  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 $1,191,956

  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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  /48

  $3,350,000 Sold Dec 03, 2025

  1020 Southard St, Key West, FL 33040

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

  Last Sold Summary

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

  Current Estimated Value $3,335,236

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

  1020 Southard St, Key West, FL 33040
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  /27

  $4,225,000 Sold Mar 16, 2026

  515 Amelia St, Key West, FL 33040

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

  Last Sold Summary

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

  Current Estimated Value $4,571,763

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  515 Amelia St, Key West, FL 33040
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  /47

  $4,300,000 Sold Apr 09, 2026

  406 United St, Key West, FL 33040

  • 4 Beds
  • 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 $4,622,034

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

  406 United 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 $3,723,906

  Last Listing Agent Mason Kelly Expert Realty LLC (HQ)

  517 Elizabeth St, Key West, FL 33040
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  /3

  $979,000 Sold Apr 09, 2026

  612 Mickens Ln, Key West, FL 33040

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

  Last Sold Summary

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

  Current Estimated Value $1,076,668

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

  612 Mickens Ln, 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 $1,912,362

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

  1212 Watson St, Key West, FL 33040
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  /13

  $1,325,000 Sold Jun 10, 2025

  710 William St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • Built 1933

  Last Sold Summary

  • 22% Below List Price
  • $1,183/SF
  • 145 Days On Market

  Current Estimated Value $1,475,097

  Last Listing Agent David Austin Anchor Line Realty (KW)

  710 William 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 $2,582,120

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

  626 Canfield Ln, Key West, FL 33040
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  /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 $1,175,795

  Last Listing Agent Krystal Thomas eXp Realty LLC

  606 Truman Ave Unit 10, Key West, FL 33040
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  /41

  $861,700 Sold Aug 19, 2025

  611 Grinnell St Unit 6, Key West, FL 33040

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

  Last Sold Summary

  • 9% Below List Price
  • $1,413/SF
  • 56 Days On Market

  Current Estimated Value $849,636

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

  611 Grinnell St Unit 6, Key West, FL 33040
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  /38

  $2,400,000 Sold Jun 02, 2025

  11 Lowes Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,635 Sq Ft
  • Built 1933

  Last Sold Summary

  • 8% Below List Price
  • $1,468/SF
  • 5 Days On Market

  Current Estimated Value $2,407,162

  Last Listing Agent Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  11 Lowes Ln, Key West, FL 33040
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  /41

  $1,685,000 Sold Nov 25, 2025

  205 Virginia St, Key West, FL 33040

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

  Last Sold Summary

  • 2% Below List Price
  • $1,170/SF
  • 126 Days On Market

  Current Estimated Value $1,657,777

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  205 Virginia St, Key West, FL 33040
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  $2,400,000 Sold Jul 02, 2025

  1215 Georgia St, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 1,968 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $1,220/SF
  • 5 Days On Market

  Current Estimated Value $2,404,397

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  1215 Georgia St, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 4