Islamorada, FL Homes

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  /69

  $1,499,999

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Florida Keys waterfront home, offered fully furnished, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift.

  

  Jessica Wolf

  Luxe Properties, LLC.

  (786) 981-3256

  126 Columbus Dr, Islamorada, FL 33036
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  /39

  $2,850 per month

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft
  • Townhouse for Rent

  87465 Old Hwy Unit 224, Islamorada, FL 33036

  LONG TERM RENTAL in desirable Islamorada at Plantation By The Sea Condominiums. 6 Mos and 1 day ; 1 year; or 2 years. See below for details. Ocean front complex. During your free time lounge by the pool and gaze at the Atlantic Ocean or walk out on the long pier and catch your dinner! Wonderful two-story townhouse style condo completely furnished. Linens, dishes, pots and pans - everything,

  

  Andrea (Andi) Saylor

  Paradise Florida Keys Real Estate, a Luxury Brand

  (888) 430-3847

  87465 Old Hwy Unit 224, Islamorada, FL 33036
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  /55

  $1,375,000 Sold May 30, 2025

  158 Iroquois Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 1977

  Last Sold Summary

  • 19% Below List Price
  • $716/SF
  • 210 Days On Market

  Current Estimated Value $1,388,483

  Last Listing Agent Jessica Wolf Luxe Properties, LLC.

  158 Iroquois Dr, Islamorada, FL 33036
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  /26

  Est $363,367 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 400 Sq Ft

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  84961 Old Hwy Unit 9, Islamorada, FL 33036
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  /29

  $550,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1202, Tavernier, FL 33070

  Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed!Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term

  

  Philip Kravitz

  Coldwell Banker Schmitt Key Largo

  (786) 686-3080

  500 Burton Dr Unit 1202, Tavernier, FL 33070
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  /39

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Property for Rent

  136 Sable Palm Ln, Tavernier, FL 33070

  AVAILABLE NOVEMBER - APRIL Welcome to 136 Sable Palm in Tavernier a cozy waterfront retreat offering the ultimate Florida Keys lifestyle! This charming 2-bedroom, 2-bathroom home is nestled on a finger canal with direct access to the open water. Spacious Outdoor Living - Ideal for entertaining or relaxing by the water. Whether you're a boating enthusiast or looking for a peaceful escape, this

  

  Ashley Kettner

  Tolliver Prince Realty

  (844) 628-8162

  136 Sable Palm Ln, Tavernier, FL 33070
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  /58

  $848,750 Sold Dec 29, 2025

  264 Lincoln Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1988

  Last Sold Summary

  • 22% Below List Price
  • $816/SF
  • 315 Days On Market

  Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

  264 Lincoln Ave, Tavernier, FL 33070
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  /12

  Est $269,307 Not Listed For Sale

  • 1 Bed
  • 45 Sq Ft

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  96 Madeira Rd Unit 26, Islamorada, FL 33036
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  /60

  $1,395,000

  • 4 Beds
  • 4 Baths
  • 1,682 Sq Ft

  500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070

  TWO Condos combined for a total of 4 bedrooms & 4 Bathrooms !! a D model with 2 ocean front balconies and a D-1 with 1 oceanfront balconies for a Triple D !! Both Owners suites have Ocean Views with the 2 guest bedrooms in the back. All Impact Windows & Sliders both condos being sold fully furnished. Direct Ocean Access Marina, Jr. Olympic Heated Pool with Pool Bar. Oceanfront Cafe over looking

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 231-1894

  500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070
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  /79

  $11,500 per month

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • House for Rent

  129 Nautilus Dr, Islamorada, FL 33036

  Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

  

  Victor Ruiz

  Move Miami, LLC.

  (305) 788-7183

  129 Nautilus Dr, Islamorada, FL 33036
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  /37

  $1,000,000 Sold Nov 26, 2025

  301 Woods Ave, Tavernier, FL 33070

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1968

  Last Sold Summary

  • 23% Below List Price
  • $727/SF
  • 155 Days On Market

  Last Listing Agent AJ Vetter Palm House Real Estate

  301 Woods Ave, Tavernier, FL 33070
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  /46

  Est $812,148 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,240 Sq Ft

  163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070

  163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070
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  /63

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft

  112 Leoni Dr, Islamorada, FL 33036

  PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 882-9199

  112 Leoni Dr, Islamorada, FL 33036
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  /27

  $8,759 per month

  • 6 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  87200 Overseas Hwy Unit E4, Islamorada, FL 33036

  Enjoy your 2026 winter, come immerse your body, mind, and soul in soothing waters that surround our Florida Keys paradise. Amazing sandy beaches, sunset fishing pier, new heated pool, and moderized clubhouse.Best community for fun activities! We offer as is bikes, kayaks, and many more amenities. Semi-private backyard. Sleep in 2.5 separate bedrooms, and loft. Nice bedding & towels. 2

  87200 Overseas Hwy Unit E4, Islamorada, FL 33036
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  /40

  $1,100,000 Sold Apr 25, 2025

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft
  • Built 1985

  Last Sold Summary

  • 26% Below List Price
  • $847/SF
  • 157 Days On Market

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070
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  /23

  Est $440,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  87465 Old Hwy Unit 112, Islamorada, FL 33036
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  /47

  $569,000

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036

  Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (305) 930-7942

  87200 Overseas Hwy Unit 9, 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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  /44

  $630,000 Sold Jun 16, 2025

  130 Ocean View Dr, Tavernier, FL 33070

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $480/SF
  • 158 Days On Market

  Current Estimated Value $670,899

  Last Listing Agent Taylor Engel Coldwell Banker Schmitt R.E.

  130 Ocean View Dr, Tavernier, FL 33070
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  /54

  Est $6,349,846 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,907 Sq Ft

  257 Tollgate Blvd, Islamorada, FL 33036

  257 Tollgate Blvd, Islamorada, FL 33036
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  /22

  $900,000

  • Land

  313 Woods Ave, Tavernier, FL 33070

  Beautiful Canal front lot with 50ft of water-frontage. Its a direct access out to the bay and quick ocean access via Tavernier Creek. Plans approved and already in BPAS since April 2022 with 15 points. Plans are for a very spacious 2 bedroom and 2.5 bath, 2 story home w/ over 2700 sf under A/C plus 3 verandas and a sundeck. Covered carport & room for a pool. Close to schools, shopping,

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 840-9617

  313 Woods Ave, Tavernier, FL 33070
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  /16

  $1,900 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  134 Burgundy Dr Unit 1, Tavernier, FL 33070

  Looking for a cozy, clean, and convenient apartment for rent? Look no further! Our 1 bedroom, 1 bathroom apartment is available, and it includes light, water, and internet.Located in a quiet community, this apartment is perfect for those seeking a peaceful and relaxing living environment. It's conveniently located close to Harry Harris, making it easy to access all the amenities the area

  134 Burgundy Dr Unit 1, Tavernier, FL 33070
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  /2

  $978,200 Sold Oct 03, 2025

  132 Riviera Dr, Islamorada, FL 33070

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $503/SF
  • 67 Days On Market

  Current Estimated Value $991,034

  Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

  132 Riviera Dr, Islamorada, FL 33070
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  /26

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft

  154 Garden St, Tavernier, FL 33070

  154 Garden St, Tavernier, FL 33070
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  /25

  $979,900

  • 4 Beds
  • 2 Baths
  • 1,943 Sq Ft

  160 Ridge St, Tavernier, FL 33070

  Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located in the desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space.The bright interior is filled with natural light, with a functional

  

  Sandra Spaulding

  Coldwell Banker Schmitt Islamorada

  (877) 837-0467

  160 Ridge St, Tavernier, FL 33070
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  /35

  $5,900 per month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  169 Paradise Way, Islamorada, FL 33036

  Live your vacation year-round in this ocean-front townhome offering resort-style living. This recently constructed and furnished home features two-bedrooms and two-bathrooms. The first living level includes a guest bedroom and bathroom and an open-concept kitchen and living area, while the second level is dedicated to a private primary suite with a coffee and wet bar, ideal for a morning cup of

  Jocelyn Marzella Ocean Sotheby's International Realty

  169 Paradise Way, Islamorada, FL 33036
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  /55

  $3,210,000 Sold Jun 18, 2025

  128 W Plaza Del Sol, Islamorada, FL 33036

  • 6 Beds
  • 3.5 Baths
  • 2,843 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $1,129/SF
  • 61 Days On Market

  Current Estimated Value $3,320,187

  Last Listing Agent Jessica Pinder

  128 W Plaza Del Sol, Islamorada, FL 33036
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  /26

  Est $779,117 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  155 Sioux St, Tavernier, FL 33070

  155 Sioux St, Tavernier, FL 33070
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  /50

  $689,000

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

  88181 Old Hwy Unit G21, Islamorada, FL 33036

  Enjoy resort-style living in this spacious, fully furnished 3-bedroom, 2-bath condominium located in the exclusive Coral Harbour Club. This residence features an open and airy floor plan where the kitchen, dining, and living areas blend seamlessly, creating an inviting space ideal for both relaxing and entertaining.The primary suite offers privacy and comfort with a modern en-suite bathroom

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (866) 764-5429

  88181 Old Hwy Unit G21, Islamorada, FL 33036
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  /16

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • House for Rent

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

  Beautifully maintained 2-bedroom, 2-bath townhouse-style condo located oceanside in the heart of Islamorada. This fully turn-key residence offers effortless island living—just arrive and enjoy. Featuring a newer A/C system (2022), updated appliances (2024), and fully replaced air ducts (2024) for optimal comfort and efficiency. Impact windows provide peace of mind, while electric blackout blinds

  Jose Medina Main Assets Corp

  87455 Old Hwy 229 Hwy Unit 87455, Plantation Key, FL 33036
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  /3

  $910,000 Sold Dec 31, 2025

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $899/SF
  • 0 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
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  /42

  Est $2,068,741 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  106 Tequesta St, Tavernier, FL 33070

  106 Tequesta St, Tavernier, FL 33070
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  /30

  $769,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  148 Sunrise Dr, Tavernier, FL 33070

  Ideally located in the heart of Tavernier, this solid CBS home offers peace of mind with a concrete roof and impact windows. The permitted lower-level enclosure provides additional flexibility, while the main living area features a large, open-concept living, dining, and kitchen space, ideal for everyday living and entertaining. Step outside to a spacious, cleared backyard offering privacy with

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  (833) 976-3186

  148 Sunrise Dr, Tavernier, FL 33070
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  /56

  $5,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Townhouse for Rent

  94220 Overseas Hwy Unit 1D, Key Largo, FL 33037

  BAYFRONT UNIT - 2 BEDROOM + BOAT SLIP | ANNUAL LEASESunset Hammock is a bayfront Gated community located on Buttonwood Sound, offering a peaceful Florida Keys lifestyle. Building A opens directly onto the bay with no obstructed views and faces due west, delivering some of the most spectacular nightly sunsets you'll find.This well-appointed 2-bedroom 2.5 bath residence is ideal for anyone seeking

  Yvette Doherty Coldwell Banker Schmitt Key Largo

  94220 Overseas Hwy Unit 1D, Key Largo, FL 33037
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  /19

  $470,000 Sold Apr 07, 2025

  133 Sunrise Dr, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1949

  Last Sold Summary

  • 21% Below List Price
  • $344/SF
  • 98 Days On Market

  Current Estimated Value $563,075

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  133 Sunrise Dr, Tavernier, FL 33070
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  /2

  Est $3,151,610 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,539 Sq Ft

  80639 Old Hwy Unit 203, Islamorada, FL 33036

  80639 Old Hwy Unit 203, Islamorada, FL 33036
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  /34

  $819,000

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  102 Harry Harris Dr, Tavernier, FL 33070

  Legal Duplex, Two electric meters, Two water meters, with two mailboxes and plenty of parking. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Downstairs is rented at $2,450.00 Upstairs is vacant to show & sell !! was asking$$2,650.00 per month. Washer & Dryer in Storage building

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (877) 630-3394

  102 Harry Harris Dr, Tavernier, FL 33070
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  /14

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • House for Rent

  251 Bougainvillea St, Tavernier, FL 33070

  Canal front Plantation Key Colony home offering 40' of dock space with a 6,000lb boat lift, boat ramp and quick access to the bay. Will be available starting April 1st. This 2b/2b updated two-story concrete home is fully fenced, has a screened-in porch, carport, and plenty of space for additional parking. Great location near Coral Shores High School, Plantation Key elementary school, Tavernier

  Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

  251 Bougainvillea St, Tavernier, FL 33070
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  /54

  $660,000 Sold Nov 12, 2025

  500 Burton Dr Unit 4402, Tavernier, FL 33070

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

  Last Sold Summary

  • 8% Below List Price
  • $799/SF
  • 93 Days On Market

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

  500 Burton Dr Unit 4402, Tavernier, FL 33070
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  /53

  Est $2,107,715 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  81906 Overseas Hwy, Islamorada, FL 33036

  81906 Overseas Hwy, Islamorada, FL 33036

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