Plantation Key, FL Homes

• 

  

  

  /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
• 

  

  

  /10

  Est $294,063

  Not Listed For Sale

  96 Madeira Rd Unit 22, Islamorada, FL 33036

  • 1 Bed
  • 45 Sq Ft
  • Built 2014

  96 Madeira Rd Unit 22, Islamorada, FL 33036

  Last Sold Summary

  • 32 Days On Market
• 

  

  

  /79

  $3,800,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 14, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 14, 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
• 

  

  /2

  Est $1,365,000

  Not Listed For Sale

  84745 Old Hwy Unit 9, Islamorada, FL 33036

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

  84745 Old Hwy Unit 9, Islamorada, FL 33036
• 

  

  /34

  $3,100

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 247, Islamorada, FL 33036

  WAKE UP TO BREATHTAKING OCEAN VIEWS IN THIS RARELY AVAILABLE 2-BEDROOM WATERFRONT CONDO IN THE BEAUTIFUL FLORIDA KEYS! AS YOU ENTER THIS RESORT STYLE OCEANFRONT GATED COMMUNITY, THE DIRECT OCEAN VIEW, STUNNING HEATED POOL, AND LUSH LANDSCAPING WELCOMES YOU HOME AS YOU PULL INTO YOUR DESIGNATED COVERED PARKING SPACE CONVENIENTLY LOCATED RIGHT BY THE ELEVATORS. AS YOU ENTER THIS CONDO, YOU ARE

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 247, 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
• 

  

  /55

  Est $959,491

  Not Listed For Sale

  83201 Old Hwy Unit 212, Islamorada, FL 33036

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

  83201 Old Hwy Unit 212, Islamorada, FL 33036

  Last Sold Summary

  • 5 Days On Market
• 

  

  /30

  $4,900,000

  • 1 Bed
  • 1 Bath
  • 946 Sq Ft

  150 List St, Islamorada, FL 33036

  Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one

  Bonnie Oliver Ocean Sotheby's International Realty

  150 List St, 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
• 

  

  /29

  Est $932,431

  Not Listed For Sale

  83201 Old Hwy Unit 501, Islamorada, FL 33036

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

  83201 Old Hwy Unit 501, Islamorada, FL 33036

  Last Sold Summary

  • 247 Days On Market
• 

  

  /25

  $6,750,000

  • Land
  • 7.78 Acres
  • $867,084 per Acre

  82900 Old Hwy, Islamorada, FL 33036

  OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

  Karan Moeller Ocean Sotheby's International Realty

  82900 Old Hwy, 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
• 

  

  /40

  Est $1,024,088

  Not Listed For Sale

  55 Harbor Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Built 1975

  55 Harbor Dr, Islamorada, FL 33036

  Last Sold Summary

  • 94 Days On Market
• 

  

  /29

  $429,000

  $71K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000. THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 248, 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
• 

  

  /34

  Est $1,039,622

  Not Listed For Sale

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1989

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  Last Sold Summary

  • 108 Days On Market
• 

  

  /26

  $22,500,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,878 Sq Ft

  81486 Overseas Hwy, Islamorada, FL 33036

  Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air

  Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

  81486 Overseas Hwy, 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
• 

  

  /40

  Est $1,479,954

  Not Listed For Sale

  87851 Old Hwy Unit M36, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1989

  87851 Old Hwy Unit M36, Islamorada, FL 33036

  Last Sold Summary

  • 216 Days On Market
• 

  

  /67

  $2,290,000

  $210K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036

  Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 5, 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
• 

  

  /56

  Est $610,679

  Not Listed For Sale

  87200 Overseas Hwy Unit P8, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P8, Islamorada, FL 33036

  Last Sold Summary

  • 150 Days On Market
• 

  

  /30

  $20,000

  • 5 Beds
  • 4.5 Baths

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, 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
• 

  

  /45

  Est $621,308

  Not Listed For Sale

  87200 Overseas Hwy Unit P7, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P7, Islamorada, FL 33036

  Last Sold Summary

  • 37 Days On Market
• 

  

  /55

  $695,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft

  79901 Overseas Hwy Unit 511, Islamorada, FL 33036

  Spectacular Top-Floor Views and Expansive Covered Porch! Experience the ultimate Florida Keys backdrop from this 5th-floor condo at The Palms of Islamorada. Being on the top floor means you get the absolute best vantage point--boasting a huge covered porch designed for true outdoor living, with breathtaking, unobstructed ocean views and a direct line of sight to Alligator Lighthouse. Offered

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  79901 Overseas Hwy Unit 511, 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
• 

  

  /52

  Est $643,060

  Not Listed For Sale

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,353 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036

  Last Sold Summary

  • 123 Days On Market
• 

  

  /37

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,525 Sq Ft

  189 E Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and

  James Mooney Jr. P.A. Moorings Realty, Inc

  189 E Carroll St, 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
• 

  

  /97

  Est $581,078

  Not Listed For Sale

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

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

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  Last Sold Summary

  • 229 Days On Market
• 

  

  /36

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  102 Anglers Way, Islamorada, FL 33036

  ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking & railing, a metal roof

  Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

  102 Anglers Way, 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
• 

  

  /25

  Est $623,077

  Not Listed For Sale

  87200 Overseas Hwy Unit L2, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit L2, Islamorada, FL 33036

  Last Sold Summary

  • 2 Days On Market
• 

  

  /59

  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft

  87851 Old Hwy Unit M5, Islamorada, FL 33036

  A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral

  Jackie Ellis KW Innovations

  87851 Old Hwy Unit M5, 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
• 

  

  /17

  Est $595,317

  Not Listed For Sale

  87200 Overseas Hwy Unit C4, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit C4, Islamorada, FL 33036

  Last Sold Summary

  • 130 Days On Market
• 

  

  /24

  $3,200

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft

  88100 Overseas Hwy Unit 1, Islamorada, FL 33036

  Mixed-Use Opportunity with Highway Frontage in the Heart of Islamorada! Now available for lease at 88100 Overseas Hwy, Unit 1, this versatile mixed-use property offers the flexibility to be used as a residence, business space, or a combination of both. With prime frontage along the Overseas Highway, this is an excellent opportunity for a business seeking visibility and easy customer access in one

  Jamie Gunthner Real Estate Sales Force, Inc.

  88100 Overseas Hwy Unit 1, 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

Showing Results 121 - 160, Page 4 of 18