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

  $2,950 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

  (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 $1,382,741

  Last Listing Agent Jessica Wolf Luxe Properties, LLC.

  158 Iroquois Dr, Islamorada, FL 33036
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  /42

  Est $745,244 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  252 Hibiscus St, Tavernier, FL 33070

  252 Hibiscus St, Tavernier, FL 33070
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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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  /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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  /42

  Est $2,146,941 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft

  119 Severino Dr, Islamorada, FL 33036

  119 Severino Dr, Islamorada, FL 33036
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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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  /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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  /26

  $695,000 Sold Feb 07, 2025

  155 Sioux St, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $679/SF
  • 16 Days On Market

  Current Estimated Value $737,194

  Last Listing Agent Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  155 Sioux St, Tavernier, FL 33070
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  /74

  Est $9,477,661 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  183 Indian Mound Trail, Tavernier, FL 33070

  183 Indian Mound Trail, Tavernier, FL 33070
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  /47

  $632,000

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  500 Burton Dr Unit 1316, Tavernier, FL 33070

  End Unit !! with a tropical Idyllic ocean view . The Largest floor plan at Ocean Pointe with Impact windows & sliders throughout. Very quite 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 a 14 person Spa and a nice updated Pool Bar. Oceanfront Cafe

  

  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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  /20

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Townhouse for Rent

  87200 Overseas Hwy, Islamorada, FL 33036

  Property Id: 1443403Take it easy at this unique and tranquil getaway. Enjoy this well equipped 2 bedroom, 2 bath home. Enjoy beautiful sunsets at the community dock. Fish, swim or snorkel while enjoying the bay view. close to some of the best restaurants and attractions in Islamorada.Walk to Founders Park to enjoy a beautiful beach, walking trails, picnic areas and playgrounds.

  87200 Overseas Hwy, 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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  /105

  Est $3,795,797 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,244 Sq Ft

  80908 Overseas Hwy, Islamorada, FL 33036

  80908 Overseas Hwy, Islamorada, FL 33036
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  /34

  $690,999

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  Executive Bay Club - Bay Front in Islamorada $6,500/Monthly in Season Rental Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada most desirable bayfront community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, upscale stainless appliances, updated tile floors, and custom wood/steel staircase (no spirals here!). Spacious outside patio with garden

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 802-7757

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
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  /9

  $3,800 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  179 Jasmine St, Tavernier, FL 33070

  AVAILABLE FEB 1. Three-bedroom, two-bath upstairs home located in a popular neighborhood. Close to schools, hospital, shopping and great restaurants. Concrete home with large kitchen, granite countertops, all appliances, great counter with seating for dining or entertainment. Also has a separate dining room. There are three nicely sized bedrooms - two have sliding glass doors leading out to a

  Gladys Cornell RE/MAX All Keys Real Estate

  179 Jasmine St, 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 $677,797

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

  130 Ocean View Dr, Tavernier, FL 33070
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  /13

  Est $231,672 Not Listed For Sale

  222 W Indies Rd, Tavernier, FL 33070

  222 W Indies Rd, Tavernier, FL 33070
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  /66

  $4,695,000

  • 8 Beds
  • 4 Baths
  • 4,681 Sq Ft

  136 San Remo Dr, Islamorada, FL 33036

  Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 756-7611

  136 San Remo Dr, Islamorada, FL 33036
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  /14

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  127 Monroe Dr Unit 3, Tavernier, FL 33070

  Property Id: 1434603This property offers a fully equipped kitchen with all appliances, including a refrigerator, dishwasher, microwave, stove, and oven. It also features a spacious eating area and prep island, as well as a living room. There are two separate full-size bedrooms and bathrooms, each with two spacious closets and additional storage in the hallways. The unit includes a washer

  127 Monroe Dr Unit 3, Tavernier, FL 33070
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  /80

  $9,600,000 Sold Jan 15, 2025

  162 Key Heights Dr, Tavernier, FL 33070

  • 5 Beds
  • 4.5 Baths
  • 3,389 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $2,833/SF
  • 66 Days On Market

  Current Estimated Value $7,102,209

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

  162 Key Heights Dr, Tavernier, FL 33070
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  /3

  Est $1,395,229 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,746 Sq Ft

  292 Woods Ave, Tavernier, FL 33070

  292 Woods Ave, Tavernier, FL 33070
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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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  /7

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  184 Adobe Casa Court Dr, Tavernier, FL 33070

  Half of a duplex conveniently located between Key Largo and Tavernier. Spacious living area. Recent updates. Freshly painted. Breezy screened-in-porchSmall pets considered

  Wendy Ives RE/MAX All Keys Real Estate

  184 Adobe Casa Court Dr, 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

  Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

  132 Riviera Dr, Islamorada, FL 33070
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  /42

  Est $1,925,143 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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  /63

  $2,870,000

  • 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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  /16

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Condo for Rent

  83201 Old Hwy Field Unit 218, Islamorada, FL 33036

  Property Id: 2215193Spectacular Ocean Views from this unit at Beacon Reef located in the Heart of Islamorada! Offering 2 bedroom and 2 bath unit with a beautifully renovated kitchen with Stainless Steel appliances and Granite Countertops and Custom Cabinetry allowing an open and airy feeling leading to your Dining and Living Area. The Master Bedroom offers gorgeous tropical views

  83201 Old Hwy Field Unit 218, 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 $3,322,866

  Last Listing Agent Jessica Pinder

  128 W Plaza Del Sol, Islamorada, FL 33036
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  /2

  Est $3,156,849 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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  /47

  $590,000

  • 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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  /35

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft
  • Condo for Rent

  88540 Overseas Hwy Unit 203, Tavernier, FL 33070

  Experience coastal living in this 2-bedroom, 2-bathroom condo, perfectly situated on the bayside near restaurants and shopping. This unfurnished unit features a private balcony, ideal for enjoying your morning coffee or evening cocktail. Inside, you'll find a versatile space that can serve as a dining area or home office. The condo includes access to a boat slip, making it perfect for boating

  Shanti Cope Coldwell Banker Schmitt Key Largo

  88540 Overseas Hwy Unit 203, Tavernier, FL 33070
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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 $582,082

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  133 Sunrise Dr, Tavernier, FL 33070
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  /53

  Est $2,173,959 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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  /39

  $799,500

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  132 Galleon Rd, Islamorada, FL 33036

  Come see this very private, 3 bedroom, 2 bath, two story concrete home in one of the Premier waterfront community's in Islamorada. There are only and handful of these homes in Treasure Harbor, not right on the water, but we do offer our own private neighborhood boat ramp for putting your boat in and out of the water. Minutes out to reefs, diving, snorkeling, world class fishing in your back yard.

  

  Shane Wilson

  Cypress Realty, Inc.

  (305) 419-0284

  132 Galleon Rd, Islamorada, FL 33036
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  /19

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Property for Rent

  169 Orchid St, Tavernier, FL 33070

  Available January 1, 2026This well-kept 2-bedroom, 2-bathroom home on Plantation Key offers comfortable, easy living in a highly convenient Tavernier location. Just minutes from local schools, shopping centers, medical offices, dining options, and the nearby community park, this home provides everyday practicality in the heart of the Upper Keys.Set on a spacious 10,300 sq. ft. lot, the property

  Jamie Gunthner Real Estate Sales Force, Inc.

  169 Orchid 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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  /62

  Est $5,424,841 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  216 Tide Ave, Tavernier, FL 33070

  216 Tide Ave, Tavernier, FL 33070

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