Islamorada, FL Homes

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  /52

  $2,750,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  101 Villa Bella Dr, Islamorada, FL 33036

  Welcome to your Venetian Shores sanctuary--where coastal elegance meets effortless living. This beautifully updated residence invites you in with an open, sunlit floor plan, its living spaces wrapped in impact-rated windows and doors that frame serene tropical views. An updated kitchen features new stainless-steel appliances, including refrigerator, range, and dishwasher, complemented by a

  Alina Davis Coldwell Banker Schmitt Islamorada

  101 Villa Bella Dr, Islamorada, FL 33036
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  /23

  $5,000 per month

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • House for Rent

  184 Harborview Dr, Tavernier, FL 33070

  Charming Waterfront Home in Tavernier - Old Keys Style Living!Discover the beauty of waterfront living in this charming ground-level concrete home in Tavernier. Featuring two bedrooms, one bathroom, and an open living floor plan, this home offers comfort and convenience in a serene setting. Enjoy breathtaking bay views from the expansive screened porch and huge back yard, perfect for relaxing and

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  184 Harborview Dr, Tavernier, FL 33070
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  /9

  $400,000 Sold Jun 20, 2025

  110 Arctic Ave, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,107 Sq Ft
  • Built 1990

  Last Sold Summary

  • 27% Below List Price
  • $361/SF
  • 74 Days On Market

  Current Estimated Value $540,506

  Last Listing Agent Tony Rodriguez Century 21 BE3

  110 Arctic Ave, Tavernier, FL 33070
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  /39

  Est $1,271,425 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft

  88540 Overseas Hwy Unit 701, Tavernier, FL 33070

  88540 Overseas Hwy Unit 701, Tavernier, FL 33070
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  /16

  $999,999

  • Land

  149 Iroquois Dr, Islamorada, FL 33036

  This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is ready to be picked up, allowing you to bypass typical delays and start construction immediately. Seize this rare opportunity to build your dream home in a highly sought-after Keys location.

  Nancy Hershoff Coldwell Banker Schmitt Islamorada

  149 Iroquois Dr, Islamorada, FL 33036
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  /41

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,581 Sq Ft
  • House for Rent

  103 Starfish Ln, Tavernier, FL 33070

  Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

  George Matter EXP Realty LLC

  103 Starfish Ln, Tavernier, FL 33070
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  /64

  $1,670,000 Sold May 23, 2025

  178 Gulfview Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft
  • Built 1994

  Last Sold Summary

  • 12% Below List Price
  • $926/SF
  • 175 Days On Market

  Current Estimated Value $1,776,079

  Last Listing Agent Raul Hernandez Phantom Real Estate

  178 Gulfview Dr, Islamorada, FL 33036
• 

  

  /25

  Est $865,715 Not Listed For Sale

  • 4 Beds

  159 Florida Ave, Tavernier, FL 33070

  159 Florida Ave, Tavernier, FL 33070
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  /38

  $1,200,000 Open House 1/04

  • 3 Beds
  • 3 Baths
  • 2,165 Sq Ft

  230 Key Honey Ln, Tavernier, FL 33070

  Welcome to this beautifully maintained 3-bedroom, 3 bathroom pool home that offers exceptional space, privacy and flexibility - ideal for families, remote workers, or multiple generational living. Built with solid CBS construction with impact windows and doors, this thoughtfully designed home features multiple separate living spaces giving everyone room to spread out. Enjoy a bright sunroom/den,

  Jill Pittman Coldwell Banker Schmitt Islamorada

  230 Key Honey Ln, Tavernier, FL 33070
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  /44

  $8,500 per month

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft
  • House for Rent

  109 Palo de Oro Dr, Islamorada, FL 33036

  REDUCED SUMMER SPECIAL! Located 90 minutes from Miami and 20 minutes to the world-famous Tiki Bar sandbar (dock to anchor) one of the best in the Keys. Enjoy easy and quick access to the bay or ocean via Snake Creek, excellent fishing/water activities, dining, and amazing sunsets. There is a marina located nearby that sells fuel, bait, ice and offers boat rentals. This is a 2 story property, 4

  Edelso Riveron Related Services LLC

  109 Palo de Oro Dr, Islamorada, FL 33036
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  /38

  $2,520,000 Sold Apr 10, 2025

  110 Harbor Dr, Tavernier, FL 33070

  • 3 Beds
  • 3.5 Baths
  • 2,208 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Below List Price
  • $1,141/SF
  • 39 Days On Market

  Current Estimated Value $2,442,724

  Last Listing Agent Javier Regalado Riviera Realty Associates Inc

  110 Harbor Dr, Tavernier, FL 33070
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  /2

  Est $3,041,966 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,690 Sq Ft

  168 Harborview Dr, Tavernier, FL 33070

  168 Harborview Dr, Tavernier, FL 33070
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  /60

  $2,495,000

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

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

  Legacy Retreat in Islamorada - Gated Waterfront Estate with Marina, Pool & Sunset Point in Exclusive Private Bayfront Club Community. Discover the pinnacle of tropical living in Islamorada, where privacy, elegance, and world-class amenities converge. This expansive Key West-style residence is nestled within one of the Florida Keys' most prestigious gated communities, offering full-time property

  Eric Rizzo Ocean Sotheby's International Realty

  33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036
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  /41

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  246 Tavernier Dr Unit 1, Tavernier, FL 33070

  Introducing a 3/2 home located in the serene Tavernier. This idyllic hideaway is situated in a tranquil block with only eight properties providing you with the perfect opportunity to rent seasonally(min of 28 days). Enjoy the comfort of a home away from home with a fully furnished open-plan living area, well-equipped kitchen, and tastefully decorated bedrooms. The location is unbeatable!The

  Gustavo Dias Keller Williams Realty International Lifestyles

  246 Tavernier Dr Unit 1, Tavernier, FL 33070
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  /41

  $1,787,500 Sold Oct 17, 2025

  150 Columbus Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1993

  Last Sold Summary

  • 25% Below List Price
  • $992/SF
  • 212 Days On Market

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

  150 Columbus Dr, Islamorada, FL 33036
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  /33

  Est $708,488 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
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  /59

  $2,950,000

  • 4 Beds
  • 4 Baths
  • 2,853 Sq Ft

  226 S Coconut Palm Blvd, Plantation Key, FL 33070

  Brand new custom home in Islamorada. Thoughtfully appointed by a professional interior designer, this 4-bedroom, 4-bath waterfront residence captures the nature of why we live here. Enter through the front door into the downstairs living space featuring a second living room, a beautifully finished bathroom, the fourth bedroom, and access to the spacious garage. An interior staircase flows to the

  AJ Vetter Palm House Real Estate

  226 S Coconut Palm Blvd, Plantation Key, FL 33070
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  /19

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  142 Columbus Dr, Islamorada, FL 33036

  Welcome to your dream home in Islamorada! This stunning single family home boasts 3 bedrooms, 2 bathrooms, and luxurious features such as granite counters, stainless steel appliances, and wood flooring throughout. The ocean access canal allows you to easily dock your boat and explore the crystal-clear waters of the Florida Keys. Step out onto the balcony and take in the breathtaking ocean views,

  Marco Torres Miami Premier Realty

  142 Columbus Dr, Islamorada, FL 33036
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  /61

  $3,215,000 Sold Mar 17, 2025

  105 Palo de Oro Dr, Islamorada, FL 33036

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $1,218/SF
  • 92 Days On Market

  Current Estimated Value $3,158,119

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

  105 Palo de Oro Dr, Islamorada, FL 33036
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  /49

  Est $1,753,600 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,022 Sq Ft

  240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070

  240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070
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  /23

  $699,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  Tucked away behind lush tropical vegetation, this charming ground-level CBS home with plenty space to park your boat offers the ultimate in privacy while placing you right in the heart of Upper Matecumbe - Islamorada's most coveted island. The 2-bedroom, 1-bath layout is cozy yet solid, with a spacious fenced backyard that's perfect for entertaining, gardening, or adding a pool. From here, you

  Wiebke Westedt LoKation Real Estate

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /8

  $5,100 per month

  • 2 Beds
  • 3 Baths
  • House for Rent

  214 Normandy Dr, Key Largo, FL 33037

  Sandra Fernandez Lifestyle International Realty

  214 Normandy Dr, Key Largo, FL 33037
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  /58

  $1,775,000 Sold Apr 04, 2025

  207 Johnny Rd, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $1,475/SF
  • 14 Days On Market

  Current Estimated Value $1,797,394

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

  207 Johnny Rd, Tavernier, FL 33070
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  /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
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  /12

  $560,500 Pending

  • 3 Beds
  • 2 Baths
  • 926 Sq Ft

  295 Gardenia St, Tavernier, FL 33070

  New Construction, 3 bedroom 2 bathroom. This is a Habitat for Humanity Home. The buyer must qualify To purchase this property.

  Cliff Glansen FlatFee.com

  295 Gardenia St, Tavernier, FL 33070
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  /6

  $2,386 per month

  • 3 Beds
  • 2 Baths
  • 926 Sq Ft
  • House for Rent

  88670 Overseas Hwy, Tavernier, FL 33070

  Cliff Glansen FlatFee.com

  88670 Overseas Hwy, Tavernier, FL 33070
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  /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 $1,013,004

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  107 Carroll St, Islamorada, FL 33036
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  /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
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  /22

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  121 Venetian Dr, Islamorada, FL 33036

  Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom gem is a dream come true. The interior features an open floor plan with 9-foot ceilings and ceramic tile. Embrace the coastal lifestyle with stunning water views right from your backyard and revel in the convenience of a private

  Robert Santana TruRes Real Estate Inc.

  121 Venetian Dr, Islamorada, FL 33036
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  /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 $2,756,746

  Last Listing Agent Jocelyn Tiedemann Ocean Sotheby's International Realty

  85331 Overseas Hwy, Islamorada, FL 33036
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  /2

  Est $2,182,579 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,633 Sq Ft

  200 Pueblo St, Tavernier, FL 33070

  200 Pueblo St, Tavernier, FL 33070
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  /8

  $300,000

  • Land

  00 Apache St, Islamorada, FL 33070

  Beautiful oversized lot on a dead-end street in one of the Upper Keys' favorite neighborhoods! Excellent neighborhood homeowners' park with boat ramp. Close to schools, doctors, shops and restaurants. This would be a wonderful place to built your new home. They aren't making any more land - so get yours while you can. Good news: this property isn't on the Village 'protected habitat map'. See

  Christy Hughes Coldwell Banker Schmitt Islamorada

  00 Apache St, Islamorada, FL 33070
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  /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

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036
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  /59

  Est $1,137,159 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036

  88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036
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  /30

  $439,000

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070

  #1 WINTER DESTINATION! Mint condition, fully furnished 2BR/2BA apartment in the heart of Islamorada. Features modern porcelain floors and top-tier amenities: Private beach, two swimming pools, and a community kitchen with BBQ area. Adventure-ready with kayak/paddleboard ramp and storage. Enjoy the on-site gym and game room. Docks and trailer parking available for owners. Turnkey and ready for the

  Valeria Fucaraccio Benesch Brokers, LLC

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070
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  /15

  $700,000 Sold Mar 31, 2025

  167 Pearl Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $475/SF
  • 258 Days On Market

  Current Estimated Value $715,243

  Last Listing Agent Euri Lorenzo Compass Florida - Bayshore Drive

  167 Pearl Ave, Tavernier, FL 33070
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  /58

  Est $1,123,724 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070

  88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070
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  /21

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft

  178 Arbor Ln, Tavernier, FL 33070

  2-bedroom, 2-bathroom modular home, built in 2020, combines modern comfort with coastal charm. With 1,269 sq. ft. of thoughtfully designed living space, this elevated residence boasts impact-resistant doors and windows, creating a light-filled and serene atmosphere in its bright, open layout.

  Taylor Engel Coldwell Banker Schmitt R.E.

  178 Arbor Ln, Tavernier, FL 33070
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  /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 $1,159,557

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

  115 Toner Ln, Islamorada, FL 33036
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  /3

  Est $865,851 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  88181 Old Hwy Unit 22A, Islamorada, FL 33036

  88181 Old Hwy Unit 22A, Islamorada, FL 33036

Showing Results 201 - 240, Page 6 of 18