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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  /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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  /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 $332,384 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

  $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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  /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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  /44

  $1,190,000

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

  87851 Old Hwy Unit M32, Islamorada, FL 33036

  Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses where tropical luxury meets Keys serenity. Built in 1989 and meticulously maintained, this gated oceanfront community is a true hidden gem boasting lush, resort-style grounds with hundreds of swaying palms and panoramic views that stretch endlessly across the caribbean blue Atlantic ocean.This 2-bedroom, 2-bath

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 551-1072

  87851 Old Hwy Unit M32, Islamorada, FL 33036
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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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  /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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  /43

  $1,195,000

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

  87851 Old Hwy Unit M24, Islamorada, FL 33036

  Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas,

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 807-9114

  87851 Old Hwy Unit M24, 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 $438,309 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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  /42

  $489,000

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft

  500 Burton Dr Unit 2313, Tavernier, FL 33070

  Updated 1/1 with nice Ocean Views , great rental income too. This condo Grossed $21,025.61 in the first Quarter of 2025. Owner and friends used it a lot too as there are no restrictions on an owners use. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina that is naturally protected. Lighted tennis & pickle

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 882-9229

  500 Burton Dr Unit 2313, Tavernier, FL 33070
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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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  /100

  $29,500,000

  • 6 Beds
  • 6 Baths
  • 3,104 Sq Ft

  79775 Overseas Hwy, Islamorada, FL 33036

  A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the iconic Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (855) 951-5685

  79775 Overseas Hwy, Islamorada, FL 33036
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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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  /55

  $5,999,995

  • 4 Beds
  • 4 Baths
  • 3,228 Sq Ft

  75560 Overseas Hwy, Islamorada, FL 33036

  Discover Serenity Cove: Where Privacy Meets the Ease of Keys LivingSerenity Cove is a distinctive waterfront estate that offers an exceptional blend of privacy, space, and comfort along the calm waters of Florida Bay. Set on nearly 1.75 acres stretching from the main highway to the bay, this custom designed property invites you to enjoy the easy, relaxed lifestyle that has made the Florida Keys

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 933-9406

  75560 Overseas Hwy, Islamorada, FL 33036
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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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  /47

  $625,000

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  500 Burton Dr Unit 1316, Tavernier, FL 33070

  End Unit !! The Largest floor plan at Ocean Pointe with Impact windows & sliders throughout.Two Bay windows , one in the living room and a Baywindow in the Owners suite. Even the kitchen has a window. Very quiet floor plan and a private location with lots of ambiance. Being sold fully furnished. Direct Ocean access marina that is naturally protected from the elements. Jr. Olympic heated pool with

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (855) 641-4592

  500 Burton Dr Unit 1316, Tavernier, FL 33070
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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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  /44

  $659,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 5212, Tavernier, FL 33070

  Updated 2/2 in Building 5, the Marina building. This Condo has an Ocean View and just steps to the Direct Ocean Access Marina and the Heated Jr. Olympic Pool with a 14-person Spa next to the updated Pool Bar!!. This Condo has never been rented but would rent out well. Matching tile floors throughout. Upgraded Kitchen and both bathrooms with nice new tile floors, one walk in shower the guest

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (866) 864-7154

  500 Burton Dr Unit 5212, 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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  /44

  $749,500

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  184 Pearl Ave, Tavernier, FL 33070

  Come see this large 4 bedroom 2 bath updated home with just over 2,000 sq. ft. of living area. The current owner just completed several updates. Freshly painted inside and out. Brand new flooring through out (never lived on) updated kitchen. There are Hurricane impact doors and windows.(two sliders down stairs are not impact, but have hurricane shutters). Down stairs has all brand new flooring

  

  Shane Wilson

  Cypress Realty, Inc.

  (855) 599-1106

  184 Pearl Ave, 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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