Plantation Key, FL Homes

• 

  

  

  /50

  Est $1,124,573

  Not Listed For Sale

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

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

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

  Last Sold Summary

  • 85 Days On Market
• 

  

  

  /19

  $750,000

  • 3 Beds
  • 1 Bath
  • 400 Sq Ft

  84961 Old Hwy Unit 26, Islamorada, FL 33036

  Wake up to breathtaking Atlantic Ocean views from this mobile home in the Florida Keys. Perfectly positioned right on the water and with a large deck covered by a tiki hut around 2 sides of the home - this a spacious and comfortable place to spend time. The home features bright, open living space with expansive water views. The kitchen has full sized refrigerator, cooktop, micro and dishwasher.

  Carl Fernstrom Diversified Real Estate Group

  84961 Old Hwy Unit 26, Islamorada, FL 33036
• 

  

  

  /37

  $775,000

  Sold May 01, 2026

  20 Park Rd, Islamorada, FL 33036

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

  Last Sold Summary

  • 14% Below List Price
  • $692/SF
  • 83 Days On Market

  Current Estimated Value $866,174

  Last Listing Agent AJ Vetter Palm House Real Estate

  20 Park Rd, Islamorada, FL 33036
• 

  

  

  /32

  Not Listed For Sale

  84745 Old Hwy Unit 10, Islamorada, FL 33036

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

  84745 Old Hwy Unit 10, Islamorada, FL 33036

  Last Sold Summary

  • 57 Days On Market
• 

  

  

  /62

  $750,000

  $673K PRICE INCREASE

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

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036

  All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago

  Ivette Agusti Premier Properties

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036
• 

  

  /36

  $395,000

  Sold Jun 22, 2026

  79901 Overseas Hwy Unit 320, Islamorada, FL 33036

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

  Last Sold Summary

  • 10% Below List Price
  • $478/SF
  • 13 Days On Market

  Current Estimated Value $452,779

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

  79901 Overseas Hwy Unit 320, Islamorada, FL 33036
• 

  /2

  Est $655,202

  Not Listed For Sale

  153 List St, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Built 1963

  153 List St, Islamorada, FL 33036
• 

  

  /106

  $2,649,000

  Under Contract

  • 3 Beds
  • 3.5 Baths
  • 1,768 Sq Ft

  Unlisted Address

  Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment. Located within

  Joy Martin American Caribbean Real Estate

  Unlisted Address
• 

  

  /57

  $2,800,000

  Sold Mar 03, 2026

  80909 Old Hwy, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,562 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Below List Price
  • $1,793/SF
  • 51 Days On Market

  Current Estimated Value $2,781,816

  Last Listing Agent The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  80909 Old Hwy, Islamorada, FL 33036
• 

  

  /52

  Est $1,206,389

  Not Listed For Sale

  125 N Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 2019

  125 N Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 257 Days On Market
• 

  

  /3

  $2,000,000

  • Land
  • 17,499 Sq Ft
  • $4,978,286 per Acre

  0 Overseas Hwy, Islamorada, FL 33036

  Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings,

  Randy Selden Century 21 Circle- Islamorada

  0 Overseas Hwy, Islamorada, FL 33036
• 

  

  /13

  $270,000

  Sold Jan 12, 2026

  96 Madeira Rd Unit 9, Islamorada, FL 33036

  • Built 2014

  Last Sold Summary

  • 17% Below List Price
  • 151 Days On Market

  Current Estimated Value $272,930

  Last Listing Agent Greg Henderson Keller Williams Realty - Marco

  96 Madeira Rd Unit 9, Islamorada, FL 33036
• 

  

  /36

  Est $1,173,555

  Not Listed For Sale

  118 Pippin Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1958

  118 Pippin Dr, Islamorada, FL 33036

  Last Sold Summary

  • 4 Days On Market
• 

  

  /34

  $450,000

  • 1 Bed
  • 1 Bath

  84961 Old Hwy Unit 41, Islamorada, FL 33036

  ISLAMORADA RETREAT! Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this charming home is perfectly situated in the heart of Islamorada. Offering 1 bedroom, 1 bathroom, and a versatile loft space, the interior provides comfortable living with a relaxed Florida Keys atmosphere. Step outside to the open porch, the perfect spot to enjoy the island

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit 41, Islamorada, FL 33036
• 

  

  /36

  $625,000

  Sold Dec 16, 2025

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Below List Price
  • $637/SF
  • 263 Days On Market

  Current Estimated Value $623,617

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

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036
• 

  

  /38

  Est $1,791,669

  Not Listed For Sale

  84 Johnston Ave Unit 6, Islamorada, FL 33036

  • 3 Beds
  • 3.5 Baths
  • 1,680 Sq Ft
  • Built 2016

  84 Johnston Ave Unit 6, Islamorada, FL 33036

  Last Sold Summary

  • 20 Days On Market
• 

  

  /30

  $630,000

  $170K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft

  110 E Ridge Rd, Islamorada, FL 33036

  If you're looking for a property with potential in a highly desirable area of Islamorada and are prepared to put in the work, this is an opportunity worth considering. Sellers are motivated and will entertain offers. This 3-bedroom home offers a chance to purchase in one of Islamorada's most desirable areas and update the property to fit your needs, investment goals, or long-term plans. The home

  Tracy Larson Coldwell Banker

  110 E Ridge Rd, Islamorada, FL 33036
• 

  

  /42

  $1,150,000

  Sold Sep 17, 2025

  115 Toner Ln, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $958/SF
  • 249 Days On Market

  Current Estimated Value $1,210,215

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

  115 Toner Ln, Islamorada, FL 33036
• 

  

  /58

  Est $1,365,000

  Not Listed For Sale

  84745 Old Hwy Unit 11, Islamorada, FL 33036

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

  84745 Old Hwy Unit 11, Islamorada, FL 33036

  Last Sold Summary

  • 1 Day On Market
• 

  

  /31

  $735,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 637, Islamorada, FL 33036

  Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining,

  Kim Thaler Ocean Sotheby's International Realty

  81801 Overseas Hwy Unit 637, Islamorada, FL 33036
• 

  

  /11

  $1,500,000

  Sold Aug 26, 2025

  317 North Dr, Islamorada, FL 33036

  • Land
  • 9,147 Sq Ft
  • $7,142,857 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,606,165

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

  317 North Dr, Islamorada, FL 33036
• 

  /2

  Est $1,377,181

  Not Listed For Sale

  87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

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

  87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036
• 

  

  /22

  $4,900,000

  • Land
  • 32,234 Sq Ft
  • $6,621,622 per Acre

  74900 Overseas Hwy, Islamorada, FL 33036

  A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary

  Dominic Rivera Pine River Realty, LLC.

  74900 Overseas Hwy, Islamorada, FL 33036
• 

  

  /63

  $2,625,000

  Sold Apr 22, 2026

  112 Leoni Dr, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $1,059/SF
  • 117 Days On Market

  Current Estimated Value $2,751,536

  Last Listing Agent Shane Wilson Cypress Realty, Inc.

  112 Leoni Dr, Islamorada, FL 33036
• 

  

  /33

  Est $736,839

  Not Listed For Sale

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036

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

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036

  Last Sold Summary

  • 91 Days On Market
• 

  /2

  $298,000

  $37K PRICE DROP

  • 1 Bed
  • 1 Bath

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036

  Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate

  Stanley Samy Luft Realty

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036
• 

  

  /38

  $1,200,000

  Sold Aug 21, 2025

  84745 Old Hwy Unit 10, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $714/SF
  • 51 Days On Market

  Last Listing Agent Caroline Hendrix Coldwell Banker Schmitt RE Co

  84745 Old Hwy Unit 10, Islamorada, FL 33036
• 

  

  /15

  Est $711,399

  Not Listed For Sale

  81801 Overseas Hwy Unit 612, Islamorada, FL 33036

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

  81801 Overseas Hwy Unit 612, Islamorada, FL 33036

  Last Sold Summary

  • 8 Days On Market
• 

  

  /109

  $4,600,000

  $350K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 4,100 Sq Ft

  117 Leoni Dr, Islamorada, FL 33036

  Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

  Mike Jones Fairchild Partners, Inc.

  117 Leoni Dr, Islamorada, FL 33036
• 

  

  /30

  $540,000

  Sold Jan 30, 2026

  87200 Overseas Hwy, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $396/SF
  • 75 Days On Market

  Current Estimated Value $546,446

  Last Listing Agent Chantell Gonzalez Mia Realty, Corp.

  87200 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  Est $1,365,000

  Not Listed For Sale

  84745 Old Hwy Unit 3, Islamorada, FL 33036

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

  84745 Old Hwy Unit 3, Islamorada, FL 33036
• 

  

  /3

  $400,000

  • Land

  Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036

  This is for the sale of 1 (one) Waterfront Transferable Development Right (TDR aka TBR) for use in The Village only. Buyer to pay ALL closing costs associated with the transaction and the transfer fee to The Village. The sale DOES NOT include any real property. Buyer must have an eligible property to which the rights can be transferred.

  Patti Stanley Angler S Realty Inc.

  Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /58

  $1,450,000

  Sold Jan 15, 2026

  79901 Overseas Hwy Unit 516, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $977/SF
  • 73 Days On Market

  Current Estimated Value $1,385,898

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  79901 Overseas Hwy Unit 516, Islamorada, FL 33036
• 

  

  /4

  Not Listed For Sale

  0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

  0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

  Last Sold Summary

  • 63 Days On Market
• 

  

  /23

  $6,500,000

  $1M PRICE DROP Pending

  • Land
  • 30,492 Sq Ft
  • $9,285,714 per Acre

  81908 Overseas Hwy, Islamorada, FL 33036

  Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota. Village Center zoning allows for multiple use opportunities including, but not limited to,

  Jocelyn Tiedemann Realty Options of the Florida Keys

  81908 Overseas Hwy, Islamorada, FL 33036
• 

  

  /12

  $280,000

  Sold Mar 04, 2026

  84961 Old Hwy Unit LOT 30, Islamorada, FL 33036

  • Land
  • 1,006 Sq Ft
  • $12,124,056 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 13 Days On Market

  Current Estimated Value $321,470

  Last Listing Agent Claudette Mell Century 21 Circle- Islamorada

  84961 Old Hwy Unit LOT 30, Islamorada, FL 33036
• 

  

  /32

  Not Listed For Sale

  87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036

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

  87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036

  Last Sold Summary

  • 108 Days On Market
• 

  

  /47

  $2,649,000

  New Construction Under Contract

  • 3 Beds
  • 3.5 Baths
  • 1,768 Sq Ft

  81906 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment.Located within

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  81906 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /41

  $735,000

  Sold Jan 26, 2026

  132 Galleon Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Below List Price
  • $499/SF
  • 28 Days On Market

  Current Estimated Value $746,811

  Last Listing Agent Shane Wilson Cypress Realty, Inc.

  132 Galleon Rd, Islamorada, FL 33036
• 

  

  /6

  Est $1,396,109

  Not Listed For Sale

  108 Orange Ln, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,546 Sq Ft
  • Built 2015

  108 Orange Ln, Islamorada, FL 33036

  Last Sold Summary

  • 140 Days On Market

Showing Results 41 - 80, Page 2 of 18