Recently Sold Plantation Key, FL Homes

• 

  

  

  /13

  $1,200,000

  Sold Nov 20, 2025

  218 Matecumbe Ave, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 1,071 Sq Ft
  • Built 1953

  Last Sold Summary

  • $1,120/SF
  • 43 Days On Market

  Current Estimated Value $1,207,634

  Last Listing Agent Rocio Hathorn VRNR, LLC

  218 Matecumbe Ave, Islamorada, FL 33036
• 

  

  

  /41

  $950,000

  Sold Jun 30, 2025

  110 Pippin Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1959

  Last Sold Summary

  • 17% Below List Price
  • $565/SF
  • 259 Days On Market

  Current Estimated Value $1,033,396

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  110 Pippin Dr, Islamorada, FL 33036
• 

  

  

  /42

  $1,300,000

  Sold Dec 01, 2025

  143 Palermo Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $829/SF
  • 66 Days On Market

  Current Estimated Value $1,838,217

  Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  143 Palermo Dr, Islamorada, FL 33036
• 

  

  

  /59

  $1,850,000

  Sold Feb 25, 2026

  201 Harbor Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,524 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $1,214/SF
  • 75 Days On Market

  Current Estimated Value $1,841,553

  Last Listing Agent Jessica Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  201 Harbor Dr, Islamorada, FL 33036
• 

  

  

  /46

  $850,000

  Sold May 06, 2026

  84961 Old Hwy Unit 21, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 946 Sq Ft
  • Built 2019

  Last Sold Summary

  • 47% Below List Price
  • $899/SF
  • 183 Days On Market

  Current Estimated Value $1,043,054

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit 21, Islamorada, FL 33036
• 

  

  /3

  $969,000

  Sold Dec 31, 2025

  81200 Overseas Hwy Unit 10-11-12, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $958/SF
  • 0 Days On Market

  Current Estimated Value $884,906

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 10-11-12, Islamorada, FL 33036
• 

  

  /66

  $1,650,000

  Sold Apr 10, 2026

  106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Below List Price
  • $803/SF
  • 201 Days On Market

  Current Estimated Value $1,754,560

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036
• 

  

  /62

  $3,475,000

  Sold Aug 19, 2025

  140 Stromboli Dr, Islamorada, FL 33036

  • 4 Beds
  • 6 Baths
  • 4,008 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $867/SF
  • 37 Days On Market

  Current Estimated Value $3,868,204

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  140 Stromboli Dr, Islamorada, FL 33036
• 

  

  /43

  $685,000

  Sold Jun 18, 2026

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Built 1980

  Last Sold Summary

  • 19% Below List Price
  • $483/SF
  • 243 Days On Market

  Current Estimated Value $585,301

  Last Listing Agent Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /65

  $1,435,000

  Sold May 22, 2026

  84745 Old Hwy Unit 7, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • Built 2023

  Last Sold Summary

  • 4% Below List Price
  • $854/SF
  • 58 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  /47

  $2,475,000

  Sold Jan 29, 2026

  130 Pippin Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $1,167/SF
  • 153 Days On Market

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  130 Pippin Dr, Islamorada, FL 33036
• 

  

  /41

  $1,125,000

  Sold Mar 13, 2026

  87851 Old Hwy Unit K3, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Below List Price
  • $648/SF
  • 129 Days On Market

  Current Estimated Value $1,126,944

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87851 Old Hwy Unit K3, Islamorada, FL 33036
• 

  

  /46

  $1,380,000

  Sold Sep 09, 2025

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $761/SF
  • 85 Days On Market

  Current Estimated Value $1,346,005

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036
• 

  

  /78

  $2,600,000

  Sold Sep 05, 2025

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $1,255/SF
  • 30 Days On Market

  Current Estimated Value $2,667,465

  Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  

  /34

  $834,000

  Sold May 05, 2026

  219 Preston St, Islamorada, FL 33036

  • 4 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1934

  Last Sold Summary

  • 16% Below List Price
  • $472/SF
  • 94 Days On Market

  Current Estimated Value $899,519

  Last Listing Agent Patti Stanley Coldwell Banker Schmitt RE Co

  219 Preston St, Islamorada, FL 33036
• 

  

  /49

  $965,000

  Sold Dec 15, 2025

  141 Plantation Blvd, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,678 Sq Ft
  • Built 1950

  Last Sold Summary

  • 20% Below List Price
  • $575/SF
  • 113 Days On Market

  Current Estimated Value $1,020,226

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  141 Plantation Blvd, Islamorada, FL 33036
• 

  

  /4

  $6,500,000

  Sold Aug 11, 2025

  168 Galleon Rd, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,790 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $1,715/SF
  • 142 Days On Market

  Current Estimated Value $6,271,028

  Last Listing Agent Kim Thaler Ocean Sotheby's International Realty

  168 Galleon Rd, Islamorada, FL 33036
• 

  

  /63

  $565,000

  Sold Jul 31, 2025

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,355 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $417/SF
  • 87 Days On Market

  Current Estimated Value $569,662

  Last Listing Agent Christian Hoheb Compass Florida, LLC

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036
• 

  

  /64

  $1,440,000

  Sold Jan 12, 2026

  84745 Old Hwy Unit 13, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • Built 2023

  Last Sold Summary

  • 13% Below List Price
  • $857/SF
  • 309 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 13, Islamorada, FL 33036
• 

  

  /32

  $610,000

  Sold May 22, 2026

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $449/SF

  Current Estimated Value $639,526

  Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /71

  $905,000

  Sold Mar 26, 2026

  83201 Old Hwy Unit 409, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $710/SF
  • 99 Days On Market

  Current Estimated Value $953,816

  Last Listing Agent AJ Vetter Palm House Real Estate

  83201 Old Hwy Unit 409, Islamorada, FL 33036
• 

  

  /27

  $3,750,000

  Sold Feb 17, 2026

  144 Severino Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 3,458 Sq Ft
  • Built 2017

  Last Sold Summary

  • 11% Below List Price
  • $1,084/SF
  • 68 Days On Market

  Current Estimated Value $3,791,479

  Last Listing Agent Nancy Hershoff Coldwell Banker Schmitt Islamorada

  144 Severino Dr, Islamorada, FL 33036
• 

  

  /27

  $750,711

  Sold Aug 25, 2025

  81975 Old Hwy, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1981

  Last Sold Summary

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

  Current Estimated Value $840,844

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  81975 Old Hwy, Islamorada, FL 33036
• 

  

  /40

  $565,000

  Sold Nov 01, 2025

  87200 Overseas Hwy Unit F4, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $419/SF
  • 262 Days On Market

  Current Estimated Value $567,166

  Last Listing Agent Wiebke Westedt Lokation

  87200 Overseas Hwy Unit F4, Islamorada, FL 33036
• 

  

  /79

  $4,250,000

  Sold Jun 12, 2026

  153 Stromboli Dr, Islamorada, FL 33036

  • 6 Beds
  • 5 Baths
  • 4,964 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $856/SF
  • 171 Days On Market

  Current Estimated Value $4,515,407

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  153 Stromboli Dr, Islamorada, FL 33036
• 

  

  /39

  $1,398,000

  Sold Aug 22, 2025

  101 San Marco Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $656/SF
  • 11 Days On Market

  Current Estimated Value $1,562,676

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  101 San Marco Dr, Islamorada, FL 33036
• 

  

  /33

  $380,000

  Sold Feb 09, 2026

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036

  • 1 Bed
  • 1.5 Baths
  • 827 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $459/SF
  • 121 Days On Market

  Current Estimated Value $395,851

  Last Listing Agent Andrea (Andi) Saylor Paradise Florida Keys Real Estate, a Luxury Brand

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036
• 

  

  /3

  $950,000

  Sold Jul 11, 2025

  0 Overseas Hwy, Islamorada, FL 33036

  • Land
  • 12,999 Sq Ft
  • $3,183,231 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Randy Selden Century 21 Circle- Islamorada

  0 Overseas Hwy, Islamorada, FL 33036
• 

  

  /32

  $630,000

  Sold Jul 18, 2025

  110 Knowles St, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $312/SF
  • 247 Days On Market

  Current Estimated Value $762,097

  Last Listing Agent Lara Rutskin Coldwell Banker Schmitt Real Estate Co.

  110 Knowles St, Islamorada, FL 33036
• 

  

  /40

  $710,000

  Sold Jul 11, 2025

  81801 Overseas Hwy Unit 712, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $1,291/SF
  • 391 Days On Market

  Current Estimated Value $736,136

  Last Listing Agent Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

  81801 Overseas Hwy Unit 712, Islamorada, FL 33036
• 

  

  /26

  $350,000

  Sold Jun 12, 2026

  87455 Old Hwy Unit 240, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft
  • Built 1977

  Last Sold Summary

  • 11% Below List Price
  • $354/SF
  • 189 Days On Market

  Current Estimated Value $400,207

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  87455 Old Hwy Unit 240, Islamorada, FL 33036
• 

  

  /26

  $2,000,000

  Sold Sep 05, 2025

  109 Milano Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Below List Price
  • $1,462/SF
  • 1 Day On Market

  Current Estimated Value $2,499,501

  Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

  109 Milano Dr, Islamorada, FL 33036
• 

  

  /68

  $1,335,000

  Sold Apr 13, 2026

  84745 Old Hwy Unit 4, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $795/SF
  • 17 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 4, Islamorada, FL 33036
• 

  

  /39

  $610,000

  Sold Oct 01, 2025

  82207 Old Hwy, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1948

  Last Sold Summary

  • 15% Below List Price
  • $498/SF
  • 45 Days On Market

  Current Estimated Value $794,470

  Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

  82207 Old Hwy, Islamorada, FL 33036
• 

  

  /90

  $8,800,000

  Sold Sep 23, 2025

  180 Galleon Rd, Islamorada, FL 33036

  • 6 Beds
  • 8 Baths
  • 6,068 Sq Ft
  • Built 2023

  Last Sold Summary

  • $1,450/SF
  • 0 Days On Market

  Current Estimated Value $8,959,361

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  180 Galleon Rd, Islamorada, FL 33036
• 

  /2

  $834,000

  Sold May 05, 2026

  Unlisted Address

  • 4 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1934

  Last Sold Summary

  • 33% Below List Price
  • $472/SF
  • 146 Days On Market

  Current Estimated Value $899,519

  Last Listing Agent Patti Stanley COLDWELL BANKER SCHMITT RE

  Unlisted Address
• 

  

  /55

  $925,000

  Sold Nov 03, 2025

  160 E Ridge Rd, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $455/SF
  • 151 Days On Market

  Current Estimated Value $998,784

  Last Listing Agent Jill Pittman Coldwell Banker Schmitt Islamorada

  160 E Ridge Rd, Islamorada, FL 33036
• 

  

  /129

  $8,300,000

  Sold Oct 17, 2025

  82238 Overseas Hwy, Islamorada, FL 33036

  • 6 Beds
  • 7 Baths
  • 6,866 Sq Ft
  • Built 2015

  Last Sold Summary

  • 23% Below List Price
  • $1,209/SF
  • 443 Days On Market

  Current Estimated Value $8,587,823

  Last Listing Agent Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

  82238 Overseas Hwy, Islamorada, FL 33036
• 

  

  /42

  $1,065,000

  Sold Jun 22, 2026

  87851 Old Hwy Unit M24, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1989

  Last Sold Summary

  • 11% Below List Price
  • $613/SF
  • 147 Days On Market

  Current Estimated Value $1,153,385

  Last Listing Agent NON-MLS MEMBER MAR NON MLS MEMBER

  87851 Old Hwy Unit M24, Islamorada, FL 33036
• 

  

  /39

  $115,000

  Sold Oct 09, 2025

  9 and 10 Dr, Key Largo, FL 33036

  • Land
  • 3,824 Sq Ft
  • $1,309,647 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 238 Days On Market

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

  9 and 10 Dr, Key Largo, FL 33036

Showing Results 41 - 80, Page 2 of 3