Plantation Key, FL Homes

• 

  

  

  /59

  $2,695,000

  • 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

  The Pinder Team - Jessica & Hank Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  113 Villa Bella Dr, Islamorada, FL 33036
• 

  

  

  /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
• 

  

  

  /38

  Est $657,137

  Not Listed For Sale

  80450 Overseas Hwy Unit 101, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,232 Sq Ft
  • Built 1983

  80450 Overseas Hwy Unit 101, Islamorada, FL 33036

  Last Sold Summary

  • 52 Days On Market
• 

  

  /2

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  87200 Overseas Hwy Unit A7, 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
• 

  /2

  Est $566,182

  Not Listed For Sale

  79901 Overseas Hwy Unit 208, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 208, Islamorada, FL 33036
• 

  /2

  $350,000

  • Land
  • 37,126 Sq Ft
  • $410,656 per Acre

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 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
• 

  

  /12

  Est $653,583

  Not Listed For Sale

  79901 Overseas Hwy Unit 502, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 502, Islamorada, FL 33036

  Last Sold Summary

  • 176 Days On Market
• 

  

  /47

  $1,599,000

  New Construction Under Contract

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built 4bd/3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  124 Venetian Way, 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
• 

  

  /35

  Est $620,504

  Not Listed For Sale

  79901 Overseas Hwy Unit 404, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 404, Islamorada, FL 33036

  Last Sold Summary

  • 5 Days On Market
• 

  

  /3

  $400,000

  Under Contract

  • Land

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

  

  /64

  $7,750,000

  Sold Nov 21, 2025

  1112 Venetian Blvd, Islamorada, FL 33036

  • 6 Beds
  • 5 Baths
  • 4,688 Sq Ft
  • Built 1990

  Last Sold Summary

  • 9% Below List Price
  • $1,653/SF
  • 61 Days On Market

  Current Estimated Value $7,628,802

  Last Listing Agent Jan Keller Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1112 Venetian Blvd, Islamorada, FL 33036
• 

  

  /12

  Est $515,709

  Not Listed For Sale

  87455 Old Hwy Unit 229, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,016 Sq Ft
  • Built 1977

  87455 Old Hwy Unit 229, Islamorada, FL 33036

  Last Sold Summary

  • 75 Days On Market
• 

  

  /250

  $7,495,000

  $995K PRICE DROP

  • 8 Beds
  • 6 Baths

  1101 Mastic St Unit 1, Islamorada, FL 33036

  Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access

  1101 Mastic St Unit 1, Islamorada, FL 33036
• 

  

  /39

  $1,175,000

  Sold Mar 25, 2026

  87851 Old Hwy Unit M35, Islamorada, FL 33036

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

  Last Sold Summary

  • 9% Below List Price
  • $677/SF
  • 8 Days On Market

  Current Estimated Value $1,198,503

  Last Listing Agent Tiffany Alana Ocean Sotheby's International Realty

  87851 Old Hwy Unit M35, Islamorada, FL 33036
• 

  

  /46

  Est $430,099

  Not Listed For Sale

  87465 Old Hwy Unit 223, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,041 Sq Ft
  • Built 1977

  87465 Old Hwy Unit 223, Islamorada, FL 33036

  Last Sold Summary

  • 606 Days On Market
• 

  

  /125

  $25,000,000

  • 7 Beds
  • 10 Baths
  • 8,288 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  Gonzalo Del Negro Ocean Sothebys Intl Realty

  82768 Overseas Hwy, Islamorada, FL 33036
• 

  

  /45

  $940,000

  Sold Jun 22, 2026

  87851 Old Hwy Unit M32, Islamorada, FL 33036

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

  Last Sold Summary

  • 21% Below List Price
  • $541/SF
  • 194 Days On Market

  Current Estimated Value $1,067,159

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

  87851 Old Hwy Unit M32, Islamorada, FL 33036
• 

  

  /23

  Est $432,025

  Not Listed For Sale

  87465 Old Hwy Unit 112, Islamorada, FL 33036

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

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  Last Sold Summary

  • 80 Days On Market
• 

  

  /46

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

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

  Desirable Venetian Shores 3 Bedroom / 2 Bath Home with Water Views and Boat Slip! Surround yourself with peaceful waterfront views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and your own assigned boat

  Brett Newman Coldwell Banker Schmitt Islamorada

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

  

  /52

  $2,625,000

  Sold Jul 21, 2025

  124 Palermo Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Below List Price
  • $1,178/SF
  • 49 Days On Market

  Current Estimated Value $2,620,664

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  124 Palermo Dr, Islamorada, FL 33036
• 

  

  /62

  Est $2,831,614

  Not Listed For Sale

  134 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 2,577 Sq Ft
  • Built 1990

  134 Bayview Isle Dr, Islamorada, FL 33036

  Last Sold Summary

  • 50 Days On Market
• 

  

  /63

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036

  Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada's hidden gems and an ideal retreat for boaters, vacation-home buyers, investors, and anyone seeking the perfect island escape. Located just about one hour from Miami, this residence offers the best of Keys living with easy access to world-class fishing, boating, dining, beaches, and waterfront recreation.

  Luis Ruiz EXP Realty, LLC

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036
• 

  

  /75

  $1,400,000

  Sold Mar 02, 2026

  145 Plantation Blvd, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Below List Price
  • $661/SF
  • 176 Days On Market

  Current Estimated Value $1,414,355

  Last Listing Agent Kim Thaler Ocean Sotheby's International Realty

  145 Plantation Blvd, Islamorada, FL 33036
• 

  

  /51

  Est $3,697,351

  Not Listed For Sale

  139 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft
  • Built 1983

  139 Bayview Isle Dr, Islamorada, FL 33036

  Last Sold Summary

  • 405 Days On Market
• 

  

  /73

  $24,995,000

  • 7 Beds
  • 10.5 Baths
  • 10,182 Sq Ft

  82719 Old Hwy, Islamorada, FL 33036

  Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly

  Pamela DiMartino Coldwell Banker Realty

  82719 Old Hwy, Islamorada, FL 33036
• 

  

  /57

  $1,700,000

  Sold Mar 30, 2026

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,728 Sq Ft
  • Built 1992

  Last Sold Summary

  • 37% Below List Price
  • $623/SF
  • 308 Days On Market

  Current Estimated Value $1,808,904

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  /2

  Est $698,684

  Not Listed For Sale

  79901 Overseas Hwy Unit 514, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 514, Islamorada, FL 33036
• 

  

  /50

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  Luis Ruiz EXP Realty, LLC

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036
• 

  

  /48

  $900,000

  Sold Jun 24, 2026

  223 Treasure Harbor Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Below List Price
  • $489/SF

  Current Estimated Value $979,420

  Last Listing Agent Samantha Arce Better Homes and Gardens Real Estate Destinations

  223 Treasure Harbor Dr, Islamorada, FL 33036
• 

  

  /55

  Est $3,196,061

  Not Listed For Sale

  101 San Remo Dr, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,243 Sq Ft
  • Built 1993

  101 San Remo Dr, Islamorada, FL 33036

  Last Sold Summary

  • 19 Days On Market
• 

  

  /65

  $7,400,000

  $2M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,764 Sq Ft

  80201 Overseas Hwy, Islamorada, FL 33036

  Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

  Seanna Lindback Sea Haven Realty, Inc.

  80201 Overseas Hwy, Islamorada, FL 33036
• 

  

  /39

  $380,000

  Sold Nov 17, 2025

  87455 Old Hwy Unit 237, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $384/SF
  • 103 Days On Market

  Current Estimated Value $377,280

  Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

  87455 Old Hwy Unit 237, Islamorada, FL 33036
• 

  

  /70

  Est $5,589,105

  Not Listed For Sale

  178 Plantation Blvd, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,846 Sq Ft
  • Built 1975

  178 Plantation Blvd, Islamorada, FL 33036

  Last Sold Summary

  • 49 Days On Market
• 

  

  /42

  $2,730,000

  $269K PRICE DROP

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

  80639 Old Hwy Unit 309, Islamorada, FL 33036

  Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  80639 Old Hwy Unit 309, Islamorada, FL 33036
• 

  

  /44

  $650,000

  Sold Jul 01, 2026

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $476/SF

  Current Estimated Value $659,644

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
• 

  

  /11

  Est $1,769,032

  Not Listed For Sale

  130 Palermo Dr, Islamorada, FL 33036

  • 2 Beds
  • 1 Bath
  • 929 Sq Ft
  • Built 1963

  130 Palermo Dr, Islamorada, FL 33036

  Last Sold Summary

  • 26 Days On Market
• 

  

  /10

  $400,000

  Under Contract

  • Land
  • 10,018 Sq Ft
  • $1,739,130 per Acre

  104 S Hammock Rd, Islamorada, FL 33036

  This 10,000 sq ft, double sized, vacant residential parcel offers a fantastic opportunity to build your Florida Keys dream home with the convenience of being within walking distance to Publix, local restaurants, and everyday essentials. Ideally suited for enjoying the laid-back Islamorada lifestyle, the property is just moments from blue-green waters, boating, dining, and outdoor recreation,

  Patti Stanley Angler S Realty Inc.

  104 S Hammock Rd, Islamorada, FL 33036

Showing Results 201 - 240, Page 6 of 18