Islamorada, FL Homes

• 

  

  

  /139

  $13,750,000

  • 5 Beds
  • 7 Baths
  • 5,489 Sq Ft

  19 Avacado St, Islamorada, FL 33036

  Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  19 Avacado St, Islamorada, FL 33036
• 

  

  

  /72

  $540,000

  Sold Dec 10, 2025

  142 N Sunrise Dr, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,648 Sq Ft
  • Built 1991

  Last Sold Summary

  • 20% Below List Price
  • $328/SF
  • 41 Days On Market

  Current Estimated Value $603,902

  Last Listing Agent Jose Perez Keller Williams Cornerstone Realty

  142 N Sunrise Dr, Tavernier, FL 33070
• 

  

  

  /97

  Est $587,505

  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
• 

  

  

  /61

  $2,899,000

  • 2,409 Sq Ft

  127 & 121 Monroe Dr 1-3, Islamorada, FL 33070

  Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In Islamorada, it's rare to find side-by-side multifamily parcels in such a convenient, desirable neighborhood. This CBS triplex is 2,409 sq ft on a 7,500 sq ft lot,

  Ewa Schwarz LoKation

  127 & 121 Monroe Dr 1-3, Islamorada, FL 33070
• 

  

  

  /40

  $730,000

  Sold Nov 13, 2025

  500 Burton Dr Unit 5406, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $868/SF
  • 316 Days On Market

  Current Estimated Value $719,264

  Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

  500 Burton Dr Unit 5406, Tavernier, FL 33070
• 

  

  /25

  Est $602,155

  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
• 

  

  /69

  $2,849,000

  New Construction $101K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,938 Sq Ft

  124 Orchid St, Tavernier, FL 33070

  Brand-new contemporary waterfront home in premier Plantation Key with 60 ft of protected deep-water dockage and seawall, offering direct canal access to Tavernier Creek, the Atlantic Ocean, and Florida Bay. Ground level features an open-air two-car garage and spacious covered area. First living level offers a large recreation room opening to the poolside patio with full cabana bath, perfect for

  Alexander Rojas The Lab Realty Group, LLC

  124 Orchid St, Tavernier, FL 33070
• 

  

  /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
• 

  

  /17

  Est $589,544

  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
• 

  

  /72

  $5,999,000

  • 5 Beds
  • 7 Baths
  • 5,153 Sq Ft

  430 Palm Dr, Islamorada, FL 33036

  Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty.Boaters will love the setup - 100' of dockage with 2 elevator boat

  Claire Johnson Exit Realty Florida Keys TAV

  430 Palm Dr, Islamorada, FL 33036
• 

  

  /50

  $1,300,000

  Sold Jul 13, 2026

  101 Gulfview Dr Unit 204 & 30' boat slip, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $642/SF
  • 26 Days On Market

  Current Estimated Value $1,310,223

  Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

  101 Gulfview Dr Unit 204 & 30' boat slip, Islamorada, FL 33036
• 

  

  /38

  Est $1,814,645

  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
• 

  

  /42

  $540,000

  $99K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1210, Tavernier, FL 33070

  Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner, washer, dryer, refrigerator and dishwasher, plus new impact windows and doors and offers a rich history of successful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  500 Burton Dr Unit 1210, Tavernier, FL 33070
• 

  

  /29

  $435,000

  Sold Oct 15, 2025

  118 Garden St, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 600 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $725/SF
  • 113 Days On Market

  Current Estimated Value $509,167

  Last Listing Agent Maryann Warren Prudential Keyswide Properties

  118 Garden St, Tavernier, FL 33070
• 

  /2

  Est $2,549,037

  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
• 

  

  /6

  $2,000

  91865 Overseas Hwy Unit 106, Tavernier, FL 33070

  ***Available starting November 15, 2026. *** Experience elevated living in this fully furnished, luxury studio 1/1 apartment located at Mile Marker 91.5 Oceanside in Tavernier. Recently renovated from top to bottom, this turnkey residence features designer furnishings, modern appliances, and premium finishes throughout. Ideally positioned in the heart of the Upper Keys, the property offers

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 106, Tavernier, FL 33070
• 

  

  /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 $1,140,267

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

  87851 Old Hwy Unit K3, 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
• 

  

  /15

  $3,500

  • 3 Beds
  • 2 Baths

  91865 Overseas Hwy Unit 109, Tavernier, FL 33070

  Discover luxury Keys living in this fully furnished 3-bedroom, 2-bathroom residence located at Mile Marker 91.8 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, and premium appliances, this spacious apartment offers a turnkey lifestyle with comfort and style throughout. Conveniently situated just minutes from grocery stores, fitness

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 109, Tavernier, FL 33070
• 

  

  /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 $1,384,260

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036
• 

  

  /26

  Est $3,403,718

  Not Listed For Sale

  75631 Overseas Hwy, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 1992

  75631 Overseas Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 4 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
• 

  

  /21

  $825,000

  Sold Jul 31, 2025

  206 Normandy Dr, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $605/SF
  • 104 Days On Market

  Last Listing Agent William Encinosa W International Realty LLC

  206 Normandy Dr, Tavernier, FL 33070
• 

  /2

  Est $3,448,413

  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
• 

  

  /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
• 

  

  /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 $2,689,615

  Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  

  /47

  Est $3,263,559

  Not Listed For Sale

  154 Ocean View Dr, Tavernier, FL 33070

  • 5 Beds
  • 4 Baths
  • 4,000 Sq Ft
  • Built 1974

  154 Ocean View Dr, Tavernier, FL 33070

  Last Sold Summary

  • 180 Days On Market
• 

  

  /62

  $2,200,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  216 Sonny Rd, Tavernier, FL 33070

  Offered for the first time in its history, this exceptional corner-lot waterfront residence has been meticulously cared for by its original owners and presents a rare opportunity to own a truly special property. Set on a premier corner parcel, the home offers an extraordinary 215 feet of concrete dockage—an unmatched feature for serious boaters and those who value both space and privacy. With

  AJ Vetter Palm House Real Estate

  216 Sonny Rd, Tavernier, FL 33070
• 

  

  /14

  $2,000

  Sold Apr 29, 2026

  151 Arbor Ln, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 736 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $3/SF
  • 35 Days On Market

  Last Listing Agent Kelly Randin Sharon J. Kelly Realty, Inc.

  151 Arbor Ln, Tavernier, FL 33070
• 

  

  /34

  Est $1,857,633

  Not Listed For Sale

  136 Plantation Shores Dr, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1997

  136 Plantation Shores Dr, Tavernier, FL 33070

  Last Sold Summary

  • 31 Days On Market
• 

  

  /39

  $609,900

  $19K PRICE DROP

  • 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
• 

  

  /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 $1,047,615

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

  141 Plantation Blvd, Islamorada, FL 33036
• 

  

  /46

  Est $1,742,818

  Not Listed For Sale

  160 Plantation Dr, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 2,140 Sq Ft
  • Built 1968

  160 Plantation Dr, Tavernier, FL 33070

  Last Sold Summary

  • 7 Days On Market
• 

  

  /20

  $4,000

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  108 Seagull Ln, Tavernier, FL 33070

  Two-story waterfront home located on a canal with direct access to the bay. Ideal for boating enthusiasts, this property offers a functional layout, great natural light, and beautiful water views. Enjoy easy access to open water from your backyard, perfect for fishing, kayaking, or relaxing by the canal. Great opportunity for full-time living or a vacation home in the Florida Keys.

  Adriana Alvarez A.M.A. Realty Group Inc.

  108 Seagull Ln, Tavernier, FL 33070
• 

  

  /42

  $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
  • 32 Days On Market

  Last Listing Agent Caroline Hendrix Coldwell Banker Schmitt Islamorada

  84745 Old Hwy Unit 10, Islamorada, FL 33036
• 

  

  /55

  Est $2,407,813

  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
• 

  

  /81

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft

  87851 Old Hwy Unit P3, Islamorada, FL 33036

  Welcome to Ocean Harbour, one of Islamorada's premier communities! This unique 4 Bedroom, 3 Bathroom expansive 2668sqft condominium offers a desirable split floor plan with an open kitchen, dining room and living area, impact windows and doors, new a/c and water heater along with an enclosed air-conditioned porch, all overlooking breathtaking views of the Atlantic Ocean. Enjoy the convenience of

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87851 Old Hwy Unit P3, Islamorada, FL 33036
• 

  

  /59

  $3,205,000

  Sold Jan 22, 2026

  230 Biscayne Blvd, Islamorada, FL 33036

  • 5 Beds
  • 3 Baths
  • 2,425 Sq Ft
  • Built 1993

  Last Sold Summary

  • 20% Below List Price
  • $1,322/SF
  • 291 Days On Market

  Current Estimated Value $3,285,725

  Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

  230 Biscayne Blvd, Islamorada, FL 33036
• 

  

  /63

  Est $2,867,175

  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
• 

  

  /8

  $260,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  190 Garden St, Tavernier, FL 33070

  Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Garden St, Tavernier, FL 33070

Showing Results 601 - 640, Page 16 of 18