Plantation Key, FL Homes

• 

  

  

  /31

  $1,000,000 Sold May 06, 2025

  107 Carroll St, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,459 Sq Ft
  • Built 1958

  Last Sold Summary

  • 26% Below List Price
  • $685/SF
  • 68 Days On Market

  Current Estimated Value $1,040,160

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  107 Carroll St, Islamorada, FL 33036
• 

  

  

  /32

  Not Listed For Sale

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

  84745 Old Hwy Unit 10, Islamorada, FL 33036

  84745 Old Hwy Unit 10, Islamorada, FL 33036
• 

  

  

  /56

  $1,500,000 Pending

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

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036

  Available for the first time in over 30 years, this meticulously maintained 3-bedroom, 2-bath end unit in Ocean Harbour has it all. The spacious kitchen features generous storage, bar seating, and a breakfast nook, while the living and dining areas open to a large enclosed porch, perfect for indoor-outdoor living. The master suite includes a walk-in closet, double-sink vanity, and private bathing

  Seanna Lindback Sea Haven Realty, Inc.

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036
• 

  

  

  /44

  $2,700,000 Sold May 01, 2025

  85331 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 2024

  Last Sold Summary

  • 10% Below List Price
  • $938/SF
  • 328 Days On Market

  Current Estimated Value $2,844,988

  Last Listing Agent Jocelyn Tiedemann Ocean Sotheby's International Realty

  85331 Overseas Hwy, Islamorada, FL 33036
• 

  

  /2

  Est $607,395 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  153 List St, Islamorada, FL 33036

  153 List St, Islamorada, FL 33036
• 

  

  /57

  $2,900,000 Pending

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

  80909 Old Hwy, Islamorada, FL 33036

  Excellent price adjustment and ready for you to fall in love!! Premier Islamorada location! Exceptional waterfront property within the quaint gated neighborhood of Coral Cove. Just a step away from the ocean, this concrete home built with a concrete roof, offers 4 bedrooms and 3 baths, configured with 2 bedrooms and 2 baths upstairs, and a 2 bedrooms, 1 bath guest suite located downstairs. Tile

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

  80909 Old Hwy, 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

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

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036
• 

  

  /36

  Est $1,107,930 Not Listed For Sale

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

  118 Pippin Dr, Islamorada, FL 33036

  118 Pippin Dr, Islamorada, FL 33036
• 

  

  /109

  $4,950,000

  • 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
• 

  

  /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 $1,155,530

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

  115 Toner Ln, Islamorada, FL 33036
• 

  

  /38

  Est $1,763,655 Not Listed For Sale

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

  84 Johnston Ave Unit 6, Islamorada, FL 33036

  84 Johnston Ave Unit 6, Islamorada, FL 33036
• 

  

  /47

  $2,649,000 New Construction

  • 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
• 

  

  /29

  $720,000 Sold Mar 07, 2025

  302 North Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $401/SF
  • 87 Days On Market

  Current Estimated Value $877,478

  Last Listing Agent Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

  302 North Dr, Islamorada, FL 33036
• 

  

  /58

  Est $3,384,000 Not Listed For Sale

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

  84745 Old Hwy Unit 11, Islamorada, FL 33036

  84745 Old Hwy Unit 11, Islamorada, FL 33036
• 

  

  /31

  $2,600,000

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

  109 Milano Dr, Islamorada, FL 33036

  Just Listed in Islamorada! Welcome to 109 Milano Drive, a solid concrete canal-front home in the highly desirable Venetian Shores neighborhood--where premier boating, deep water dockage, and quick ocean & bay access via Snake Creek define the lifestyle.This two-story, CBS construction home features 2,268 sq ft of total living space, including:1,368 sq ft upstairs with 2 bedrooms & 2 bathrooms900

  Jamie Engel Coldwell Banker Schmitt Islamorada

  109 Milano Dr, Islamorada, FL 33036
• 

  

  /40

  $925,000 Sold May 30, 2025

  55 Harbor Dr, Islamorada, FL 33036

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

  Last Sold Summary

  • 12% Below List Price
  • $860/SF
  • 94 Days On Market

  Current Estimated Value $968,862

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  55 Harbor Dr, Islamorada, FL 33036
• 

  /2

  Est $1,391,339 Not Listed For Sale

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

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

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

  

  /67

  $2,600,000

  • 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
• 

  

  /67

  $3,600,000 Sold Jun 30, 2025

  116 Gulfside Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Built 1987

  Last Sold Summary

  • 26% Below List Price
  • $1,950/SF
  • 177 Days On Market

  Current Estimated Value $3,659,057

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  116 Gulfside Dr, Islamorada, FL 33036
• 

  

  /33

  Est $722,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036
• 

  

  /31

  $3,150,000

  • 4 Beds
  • 5 Baths
  • 2,576 Sq Ft

  105 Carroll St Unit 6, Islamorada, FL 33036

  NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area

  Ralph Sanchez Century 21 All Keys Inc (KW)

  105 Carroll St Unit 6, Islamorada, FL 33036
• 

  

  /11

  $1,500,000 Sold Aug 26, 2025

  317 North Dr, Islamorada, FL 33036

  • Land

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,550,383

  Last Listing Agent Jessica Pinder

  317 North Dr, Islamorada, FL 33036
• 

  /2

  Est $3,384,000 Not Listed For Sale

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

  84745 Old Hwy Unit 3, Islamorada, FL 33036

  84745 Old Hwy Unit 3, Islamorada, FL 33036
• 

  

  /40

  $950,000

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

  83201 Old Hwy Unit 504, Islamorada, FL 33036

  Exclusive Beacon Reef Unit 504 presents a rare opportunity in the heart of downtown Islamorada. This updated top-floor residence offers higher ceilings, enhanced views, and a larger porch--creating a true penthouse feel. The property is impeccably maintained and delivers a resort-style lifestyle set against beautifully landscaped, oceanfront grounds.Located just steps from world-class fishing,

  Drew Moret Palm House Real Estate

  83201 Old Hwy Unit 504, Islamorada, FL 33036
• 

  

  /20

  $350,000 Sold Mar 13, 2025

  79901 Overseas Hwy Unit 101, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 409 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $856/SF
  • 342 Days On Market

  Current Estimated Value $367,227

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  79901 Overseas Hwy Unit 101, 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
• 

  

  /60

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 4,537 Sq Ft

  33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036

  Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort‑style living awaits in this Key West-inspired residence, set within one of Islamorada's most exclusive gated bayfront communities. Surrounded by manicured tropical landscaping and timeless architectural charm, this home offers an elevated island lifestyle defined

  Eric Rizzo Ocean Sotheby's International Realty

  33 Pen Key Dr, Upper Matecumbe Key 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
• 

  /2

  Not Listed For Sale

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

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

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

  

  /43

  $759,000

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

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Your Slice of Paradise in the Florida Keys!Discover this charming 2-bedroom, 2-bath townhome in Executive Bay Club. Here, you'll enjoy amenities including a pool, tennis courts, first-come dockage, a sandy beach, and a newly renovated clubhouse. Plus, you're right next door to Founders Park with boat ramps, beaches, and more outdoor fun.Inside, the home features an open and airy layout

  Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, 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

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  79901 Overseas Hwy Unit 516, Islamorada, FL 33036
• 

  

  /6

  Est $1,322,430 Not Listed For Sale

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

  108 Orange Ln, Islamorada, FL 33036

  108 Orange Ln, Islamorada, FL 33036
• 

  

  /71

  $999,000

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

  83201 Old Hwy Unit 409, Islamorada, FL 33036

  Welcome to Unit #409 at Beacon Reef, an oceanfront gem located in the heart of Islamorada. Beacon Reef is well-run, meticulously maintained, and units are rarely available for a reason. Beacon Reef has successfully completed it's required Milestone Inspection, providing peace of mind for buyers. This beautifully appointed 2-bedroom, 2-bathroom residence offers approximately 1,275 square feet of

  AJ Vetter Palm House Real Estate

  83201 Old Hwy Unit 409, 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

  Last Listing Agent Shane Wilson Cypress Realty, Inc.

  132 Galleon Rd, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  • 8 Beds
  • 6 Baths
  • 4,931 Sq Ft

  207 Carroll St, Islamorada, FL 33036

  207 Carroll St, Islamorada, FL 33036
• 

  

  /58

  $2,745,000

  • 5 Beds
  • 3 Baths
  • 2,759 Sq Ft

  113 Villa Bella Dr, Islamorada, FL 33036

  Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well

  Jessica Pinder

  113 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /37

  $437,500 Sold Dec 04, 2025

  87200 Overseas Hwy Unit 6, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 1980

  Last Sold Summary

  • 24% Below List Price
  • $328/SF
  • 197 Days On Market

  Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 6, Islamorada, FL 33036
• 

  

  /44

  Est $3,384,000 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  84745 Old Hwy Unit 15, Islamorada, FL 33036

  84745 Old Hwy Unit 15, Islamorada, FL 33036
• 

  

  /49

  $2,850,000

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

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036

  Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  /33

  $420,000 Sold Apr 07, 2025

  87455 Old Hwy Unit 116, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1977

  Last Sold Summary

  • 12% Below List Price
  • $405/SF
  • 137 Days On Market

  Current Estimated Value $429,650

  Last Listing Agent Jessica Pinder

  87455 Old Hwy Unit 116, Islamorada, FL 33036

Showing Results 41 - 80, Page 2 of 18