Islamorada, FL Homes

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  /2

  $3,525,000

  Sold Jan 28, 2026

  172 Venetian Dr, Islamorada, FL 33036

  • 5 Beds
  • 5.5 Baths
  • 3,398 Sq Ft
  • Built 2016

  Last Sold Summary

  • 7% Below List Price
  • $1,037/SF
  • 321 Days On Market

  Current Estimated Value $3,623,597

  Last Listing Agent Jo Ann Cook Ocean Sotheby's International

  172 Venetian Dr, Islamorada, FL 33036
• 

  

  

  /51

  Est $606,036

  Not Listed For Sale

  500 Burton Dr Unit 1410, Tavernier, FL 33070

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

  500 Burton Dr Unit 1410, Tavernier, FL 33070

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate
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  /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
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  /24

  $3,000,000

  Sold Jul 07, 2026

  125 Porto Vista Ct, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • Built 1992

  Last Sold Summary

  • 6% Below List Price
  • $1,921/SF

  Current Estimated Value $3,053,710

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  125 Porto Vista Ct, Islamorada, FL 33036
• 

  

  

  /59

  Est $444,240

  Not Listed For Sale

  88500 Overseas Hwy Unit 329, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 329, Tavernier, FL 33070

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Benton Langley Langley Knight Gardner Islamorada
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  /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
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  /40

  $405,000

  Sold Jun 29, 2026

  87465 Old Hwy Unit 102, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 121 Days On Market

  Current Estimated Value $411,491

  Last Listing Agent Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 102, Islamorada, FL 33036
• 

  /2

  Est $653,113

  Not Listed For Sale

  500 Burton Dr Unit 3206, Tavernier, FL 33070

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

  500 Burton Dr Unit 3206, Tavernier, FL 33070
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  /42

  $529,999

  $109K 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
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  /57

  $3,250,000

  Sold Aug 06, 2026

  145 Venetian Dr, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $1,021/SF
  • 71 Days On Market

  Current Estimated Value $3,329,928

  Last Listing Agent Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  145 Venetian Dr, Islamorada, FL 33036
• 

  

  /27

  Est $493,563

  Not Listed For Sale

  500 Burton Dr Unit 3304, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft
  • Built 1991

  500 Burton Dr Unit 3304, Tavernier, FL 33070

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Seanna Lindback Sea Haven Realty, Inc.
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  /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
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  /42

  $1,300,000

  Sold Dec 01, 2025

  143 Palermo Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $829/SF
  • 66 Days On Market

  Current Estimated Value $1,505,505

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

  143 Palermo Dr, Islamorada, FL 33036
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  /126

  Est $578,340

  Not Listed For Sale

  500 Burton Dr Unit 1312, Tavernier, FL 33070

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

  500 Burton Dr Unit 1312, Tavernier, FL 33070

  Last Sold Summary

  • 278 Days On Market

  Last Listing Agent Robert Valenzuela, PA Century 21 Circle
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  /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
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  /33

  $10,600,000

  Sold Mar 31, 2026

  89251 Old Hwy, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,243 Sq Ft
  • Built 1934

  Last Sold Summary

  • 15% Below List Price
  • $8,528/SF
  • 276 Days On Market

  Current Estimated Value $5,106,517

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  89251 Old Hwy, Tavernier, FL 33070
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  /43

  Est $1,067,159

  Not Listed For Sale

  214 Apache St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1990

  214 Apache St, Tavernier, FL 33070

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Cynthia Hughes Ocean Sotheby's International Realty
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  /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
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  /29

  $475,000

  Sold Aug 31, 2026

  500 Burton Dr Unit 1202, Tavernier, FL 33070

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

  Last Sold Summary

  • 16% Below List Price
  • $575/SF
  • 363 Days On Market

  Current Estimated Value $528,533

  Last Listing Agent Philip Kravitz Coldwell Banker Schmitt Key Largo

  500 Burton Dr Unit 1202, Tavernier, FL 33070
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  /25

  Est $633,843

  Not Listed For Sale

  500 Burton Dr Unit 3302, Tavernier, FL 33070

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

  500 Burton Dr Unit 3302, Tavernier, FL 33070

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Steven Conley Compass Florida LLC - Tavernier
• 

  $2,849,000

  New Construction Open Fri 11AM - 1PM $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
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  /59

  $1,850,000

  Sold Feb 25, 2026

  201 Harbor Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,524 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $1,214/SF
  • 75 Days On Market

  Current Estimated Value $1,848,027

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

  201 Harbor Dr, Islamorada, FL 33036
• 

  

  /57

  Est $1,948,840

  Not Listed For Sale

  264 S Coconut Palm Blvd, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 1997

  264 S Coconut Palm Blvd, Tavernier, FL 33070

  Last Sold Summary

  • 127 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty
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  /59

  $2,550,000

  $145K PRICE DROP Under Contract

  • 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
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  /2

  $680,000

  Sold Dec 15, 2025

  173 Hibiscus St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 2005

  Last Sold Summary

  • 20% Below List Price
  • $482/SF
  • 193 Days On Market

  Current Estimated Value $736,374

  Last Listing Agent Dakota Roberts The Keyes Company

  173 Hibiscus St, Tavernier, FL 33070
• 

  /2

  Est $1,541,718

  Not Listed For Sale

  259 Pueblo St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1990

  259 Pueblo St, Tavernier, FL 33070
• 

  

  /62

  $2,200,000

  $100K PRICE DROP

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

  216 Sonny Rd, Tavernier, FL 33070

  First time on the market, this beautiful oceanside Key West/Bahama style home features 3 bedrooms/2 bathrooms, split floorplan for privacy, open living & entertaining area highlighted by soaring vaulted ceilings and abundant natural light. Spacious living area flows effortlessly onto an expansive lanai creating the perfect setting for outdoor dining, relaxing evenings, and enjoying the waterfront

  AJ Vetter Palm House Real Estate

  216 Sonny Rd, Tavernier, FL 33070
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  /34

  $580,000

  Sold Jul 14, 2026

  87200 Overseas Hwy Unit 2, Islamorada, FL 33036

  • 4 Beds
  • 2 Baths
  • 1,354 Sq Ft
  • Built 1980

  Last Sold Summary

  • 15% Below List Price
  • $428/SF
  • 126 Days On Market

  Current Estimated Value $590,923

  Last Listing Agent Lidia Yoham Anchor Realty of FL, LLC.

  87200 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  /4

  Est $851,275

  Not Listed For Sale

  103 Pacific Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2007

  103 Pacific Ave, Tavernier, FL 33070

  Last Sold Summary

  • 267 Days On Market

  Last Listing Agent Daniel Rodriguez Real Estate Sales Force
• 

  

  /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

  Christian Hoheb Compass Florida, LLC

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036
• 

  

  /40

  $385,000

  Sold Sep 04, 2026

  129 Airstream Ln, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 892 Sq Ft
  • Built 1966

  Last Sold Summary

  • 20% Below List Price
  • $432/SF
  • 192 Days On Market

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

  129 Airstream Ln, Tavernier, FL 33070
• 

  

  /40

  Est $1,044,090

  Not Listed For Sale

  55 Harbor Dr, Islamorada, FL 33036

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

  55 Harbor Dr, Islamorada, FL 33036

  Last Sold Summary

  • 94 Days On Market

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

  /2

  $649,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Old Hwy Unit 754, Islamorada, FL 33036

  Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of

  81801 Old Hwy Unit 754, Islamorada, FL 33036
• 

  $1,200,000

  Sold Nov 20, 2025

  218 Matecumbe Ave, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 1,071 Sq Ft
  • Built 1953

  Last Sold Summary

  • $1,120/SF
  • 38 Days On Market

  Current Estimated Value $1,275,708

  Last Listing Agent Rocio Hathorn MMLS Assoc.-Inactive Member

  218 Matecumbe Ave, Islamorada, FL 33036
• 

  

  /34

  Est $1,093,516

  Not Listed For Sale

  87851 Old Hwy Unit K33, Islamorada, FL 33036

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

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  Last Sold Summary

  • 108 Days On Market

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

  

  /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
• 

  

  /50

  $1,490,000

  Sold Aug 11, 2026

  140 Iroquois Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,384 Sq Ft
  • Built 1984

  Last Sold Summary

  • $1,077/SF
  • 10 Days On Market

  Current Estimated Value $1,472,012

  Last Listing Agent Bettina Garber Ocean Sotheby's International Realty

  140 Iroquois Dr, Islamorada, FL 33036
• 

  

  /60

  Est $1,649,128

  Not Listed For Sale

  145 Plantation Dr, Tavernier, FL 33070

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1971

  145 Plantation Dr, Tavernier, FL 33070

  Last Sold Summary

  • 143 Days On Market

  Last Listing Agent Greg Dully All Keys Commercial
• 

  

  /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
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  /2

  $1,400,000

  Sold Oct 16, 2025

  87851 Old Hwy M26, P Old Hwy Unit M26, Plantation Key, FL 33036

  • 3 Beds
  • 2 Baths
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • 254 Days On Market

  Last Listing Agent Benton Langley Langley Knight Gardner Islamorada

  87851 Old Hwy M26, P Old Hwy Unit M26, Plantation Key, FL 33036

Showing Results 521 - 560, Page 14 of 18