Plantation Key, FL Homes

• 

  

  

  /38

  Est $1,807,673

  Not Listed For Sale

  13 Flamingo Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1988

  13 Flamingo Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 96 Days On Market
• 

  

  

  /35

  $2,850

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

  87465 Old Hwy Unit 209, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 209, 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
• 

  

  /2

  Est $2,498,174

  Not Listed For Sale

  117 Villa Bella Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,588 Sq Ft
  • Built 1974

  117 Villa Bella Dr, Islamorada, FL 33036
• 

  

  

  /44

  $15,950,000

  • 6 Beds
  • 7.5 Baths
  • 6,680 Sq Ft

  20 Avacado St, Islamorada, FL 33036

  BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters. The

  Steven Koleno Beycome of Florida, LLC

  20 Avacado St, 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
• 

  /2

  Est $2,494,186

  Not Listed For Sale

  148 Leoni Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Built 1974

  148 Leoni Dr, Islamorada, FL 33036
• 

  

  /42

  $850,000

  $45K PRICE DROP Under Contract

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

  83201 Old Hwy Unit 301, Islamorada, FL 33036

  Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  83201 Old Hwy Unit 301, 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
• 

  /2

  Est $3,732,561

  Not Listed For Sale

  171 N Ocean Ln, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • Built 1960

  171 N Ocean Ln, Islamorada, FL 33036
• 

  

  /84

  $3,800,000

  New Construction

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

  82779 Old Hwy Unit 7, 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 7, 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
• 

  

  /55

  Est $2,388,025

  Not Listed For Sale

  118 Milano Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 1991

  118 Milano Dr, Islamorada, FL 33036

  Last Sold Summary

  • 32 Days On Market
• 

  

  /39

  $6,900,000

  $850K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,485 Sq Ft

  82749 Old Hwy, Islamorada, FL 33036

  Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring

  Alina Davis Coldwell Banker Schmitt Islamorada

  82749 Old Hwy, 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
• 

  

  /63

  Est $3,028,215

  Not Listed For Sale

  141 Giardino Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft
  • Built 1974

  141 Giardino Dr, Islamorada, FL 33036

  Last Sold Summary

  • 54 Days On Market
• 

  

  /16

  $549,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  87455 Old Hwy 229 Hwy Unit 229, Plantation Key, FL 33036

  Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

  Jose Medina Main Assets Corp

  87455 Old Hwy 229 Hwy Unit 229, Plantation Key, 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
• 

  

  /31

  Est $2,505,469

  Not Listed For Sale

  112 Palo de Oro Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 1989

  112 Palo de Oro Dr, Islamorada, FL 33036

  Last Sold Summary

  • 63 Days On Market
• 

  

  /18

  $365,000

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  84961 Old Hwy Unit 7, Islamorada, FL 33036

  Bring your toothbrush, everything else you need is included in this move-in ready property where you OWN THE LAND. Rent it, vacation or live here in the heart of Islamorada. This fully renovated unit has TWO PARKING SPOTS, patio and spacious storage shed. The top to bottom renovation includes a liquid silicone coating on the roof, new paint in and out, all new plumbing from the water meter to all

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit 7, 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
• 

  

  /49

  Est $3,292,244

  Not Listed For Sale

  18 Avacado St, Islamorada, FL 33036

  • 5 Beds
  • 4 Baths
  • 2,845 Sq Ft
  • Built 1967

  18 Avacado St, Islamorada, FL 33036

  Last Sold Summary

  • 27 Days On Market
• 

  

  /79

  $630,000

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

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036

  Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

  Barbara Eads Barbara Eads Realty Inc.

  87200 Overseas Hwy Unit N2, 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
• 

  

  /29

  Est $1,281,242

  Not Listed For Sale

  302 North Dr, Islamorada, FL 33036

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

  302 North Dr, Islamorada, FL 33036

  Last Sold Summary

  • 87 Days On Market
• 

  

  /120

  $14,900,000

  • 6 Beds
  • 9 Baths
  • 6,573 Sq Ft

  139 Gimpy Gulch Dr, Islamorada, FL 33036

  Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity

  Brett Newman Coldwell Banker Schmitt Islamorada

  139 Gimpy Gulch Dr, 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
• 

  

  /20

  Est $363,476

  Not Listed For Sale

  79901 Overseas Hwy Unit 101, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 101, Islamorada, FL 33036

  Last Sold Summary

  • 342 Days On Market
• 

  

  /27

  $2,850

  Pending

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft

  87455 Old Hwy Unit 124, Islamorada, FL 33036

  Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo all on one level. Located in oceanfront building in Islamorada. Split bedroom plan, wood cabinets in kitchen as well as stainless steel appliances. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 124, 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
• 

  /2

  Est $1,513,499

  Not Listed For Sale

  80639 Old Hwy Unit 308, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,251 Sq Ft
  • Built 1994

  80639 Old Hwy Unit 308, Islamorada, FL 33036
• 

  

  /16

  $3,200

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  2 Bedroom, 2 Bath Townhome for Rent Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-bath townhome featuring an array of desirable community amenities. Residents have access to a sparkling pool, private beach area, tennis courts, BBQ facilities, and a welcoming clubhouse. Conveniently located near top-rated schools, shopping, Founders Park, and the local hospital, this home

  Lizette Miller Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 4, 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
• 

  /2

  Est $441,915

  Not Listed For Sale

  87465 Old Hwy Unit 106, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft
  • Built 1977

  87465 Old Hwy Unit 106, Islamorada, FL 33036
• 

  

  /34

  $645,000

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,354 Sq Ft

  87200 Overseas Hwy Unit 2, Islamorada, FL 33036

  ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE

  87200 Overseas Hwy Unit 2, 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
• 

  

  /46

  Est $1,215,778

  Not Listed For Sale

  80450 Overseas Hwy Unit 107, Islamorada, FL 33036

  • 5 Beds
  • 3 Baths
  • 3,264 Sq Ft
  • Built 1983

  80450 Overseas Hwy Unit 107, Islamorada, FL 33036

  Last Sold Summary

  • 351 Days On Market
• 

  

  /13

  $710,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036

  Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts,

  Joseph Ziolo United Realty Group, Inc

  81801 Overseas Hwy Unit 714, 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

  Est $386,410

  Not Listed For Sale

  79901 Overseas Hwy Unit 104, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 104, Islamorada, FL 33036

Showing Results 161 - 200, Page 5 of 18