Islamorada, FL Homes

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  /53

  $1,849,000

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft

  240 S Coconut Palm Blvd, Tavernier, FL 33070

  Welcome to 240 S Coconut Palm Drive, Islamorada!Get ready to fall in love with this amazing Florida Keys home. Located in the heart of Islamorada, this beautiful canal front property has everything you need for the perfect island life. The brand-new 100-foot dock is a boater's dream, with a 13,000lb boat lift, utilities for a new Fish Cleaning Station with the Atlantic and Gulf only minutes away.

  Randall Mears Ocean Sotheby's International Realty

  240 S Coconut Palm Blvd, Tavernier, FL 33070
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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
• 

  

  

  /19

  $760,000 Sold May 12, 2025

  • 1,247 Sq Ft
  • $609/SF
  • 629 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  111 S Rolling Hill Rd, Tavernier, FL 33070

  Your Island Retreat Awaits: Charming Islamorada Home Where Sunsets Paint the Sky and Breezes Whisper Secrets. This 3-bedroom, 2-bathroom gem boasts a concrete roof, impact windows, shutters, and stainless steel appliances. Safety meets style--your sanctuary awaits. Sunset Watchers' Paradise: Homeowners' park access--launch your boat, paddle your kayak, or simply soak in the world-famous sunsets.

  Eric Rizzo Ocean Sotheby's International Realty

  111 S Rolling Hill Rd, Tavernier, FL 33070
• 

  

  /2

  Est $1,263,951 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 2, Islamorada, FL 33036

  84745 Old Hwy Unit 2, Islamorada, FL 33036
• 

  

  

  /9

  $1,350,000

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  104 Anglers Way, Islamorada, FL 33036

  Exclusive Anglers Reef Resort in Islamorada!Experience the best of oceanfront living in this gated community, featuring resort-style amenities, a private marina, and two sandy beaches. This fully furnished, two-story single-family home offers 2 bedrooms and 2.5 bathrooms--perfect for ocean lovers and discerning investors.Elegant finishes include impact-resistant windows and doors, brand-new

  Rayden Vega CASA MIAMI REAL ESTATE

  104 Anglers Way, Islamorada, FL 33036
• 

  

  /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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  /57

  $1,625,000 Sold May 09, 2025

  • 1,368 Sq Ft
  • $1188/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  137 Ocean Ln, Islamorada, FL 33036

  Views, views, and more views! Sparkling ocean views from every room! Admire the sunrise over the Atlantic as Alligator Reef welcomes the dawn of another day in paradise. This three bedroom three bath concrete bunker is perfect for your full time residence, or make this your worry free weekend/vacation getaway. The main level offers a nicely updated kitchen, open dinning and living areas with

  Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

  137 Ocean Ln, Islamorada, FL 33036
• 

  /2

  Est $412,527 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft

  40 High Point Rd Unit E101, Tavernier, FL 33070

  40 High Point Rd Unit E101, Tavernier, FL 33070
• 

  

  /7

  $1,795,000

  • Land
  • 0.55 Acre
  • $3,257,925 per Acre

  75671 Overseas Hwy, Islamorada, FL 33036

  Build Your Oceanfront Dream in the Florida Keys! TRANSFERABLE DEVELOPMENT RIGHT IN HAND!Don't miss this incredible opportunity to create your own private paradise on a prime oceanfront parcel in highly desirable Lower Matecumbe! This spacious lot is in the building permit process and offers .55 acres of upland and .53 acres of bay bottom, delivering expansive, unobstructed views of the Atlantic

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  75671 Overseas Hwy, Islamorada, FL 33036
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  /51

  $575,000 Sold May 09, 2025

  • 841 Sq Ft
  • $684/SF
  • 19 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  500 Burton Dr Unit 1314, Tavernier, FL 33070

  Two Oceanfront balconies comes with this 2/2 D model. All Impact sliders, windows and doors have been installed in this updated Condo with matching tiled floors throughout !! The Marina has direct Ocean Access and is naturally protected from the elements. the Oceanfront Cafe has just reopened after a long remodel , Pool Bar on the Jr. Olympic pool and 14 person Spa is open too. Lighted tennis

  Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

  500 Burton Dr Unit 1314, Tavernier, FL 33070
• 

  /2

  Est $698,052 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  133 E Silver Palm Ave, Tavernier, FL 33070

  133 E Silver Palm Ave, Tavernier, FL 33070
• 

  

  /31

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  87200 Overseas Hwy Unit O9, Islamorada, FL 33036

  Welcome to your slice of paradise in the heart of the Florida Keys. This casually elegant 2-bedroom, 2-bath townhouse with a versatile loft offers the perfect blend of comfort, style, and island charm. Nestled in the sought-after community of Executive Bay, you're just steps from the sparkling Florida Bay, with access to a host of newly updated amenities. Step inside to find a bright, breezy

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit O9, Islamorada, FL 33036
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  /69

  $5,600,000 Sold May 09, 2025

  • 4,700 Sq Ft
  • $1191/SF
  • 86 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 1989

  400 Palm Dr, Islamorada, FL 33036

  Welcome to Mykonos Villa, a luxurious 6-bedroom, 7.5-bathroom estate in Islamorada, FL. This home features an open layout with natural light, sleek finishes, and refined design.The gourmet kitchen, with a La Cornue stove, high-end appliances, and custom cabinetry, flows seamlessly into the living and dining areas, perfect for entertaining. A smart home system manages temperature, security, and

  Dominic Rivera Pine River Realty, LLC.

  400 Palm Dr, Islamorada, FL 33036
• 

  /2

  Est $221,401 Not Listed For Sale

  • Studio

  124 Peace Ave, Key Largo, FL 33070

  124 Peace Ave, Key Largo, FL 33070
• 

  

  /29

  $4,799,000

  • 5 Beds
  • 4.5 Baths
  • 3,556 Sq Ft

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR HOME IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; sound system

  Emily Romberg Real Estate Sales Force

  128 Leoni Dr, Islamorada, FL 33036
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  /53

  $700,000 Sold May 07, 2025

  • 1,240 Sq Ft
  • $565/SF
  • 159 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2015

  529 Beach Rd, Key Largo, FL 33037

  Welcome to your Florida Keys oasis! This charming two-bedroom, two-bathroom concrete home offers a taste of the Keys lifestyle with breezy front porch views surrounded by lush trees, perfect for relaxing in your own tropical escape. Located close to Harry Harris Park, you'll have easy access to boating, swimming, and outdoor recreation just moments away. The home features impact windows and a

  Lauren Dunn Coldwell Banker Schmitt R.E.

  529 Beach Rd, Key Largo, FL 33037
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  /2

  Est $529,106 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  103 Orchid St, Tavernier, FL 33070

  103 Orchid St, Tavernier, FL 33070
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  /58

  $6,395,000

  • 3 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  100 List St, Islamorada, FL 33036

  Seeking privacy, luxury AND convenience? This custom bayfront estate built by the current owner in 2014 offers it all! Situated on a peninsula with 250+ feet of crystal-clear open water frontage, this one-of-a-kind Keys home is located in the heart of Islamorada within walking distance of all your favorite local dining spots. As you enter the gated estate, you are welcomed home by unparalleled

  Brett Newman Coldwell Banker Schmitt Islamorada

  100 List St, Islamorada, FL 33036
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  /40

  $860,000 Sold May 06, 2025

  • 1,878 Sq Ft
  • $458/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  206 Bougainvillea St, Tavernier, FL 33070

  Immaculate ground level concrete home in a 'local's favorite' neighborhood - Plantation Key Colony. PKC is a boater's paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, you'll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific.

  Christy Hughes Coldwell Banker Schmitt Islamorada

  206 Bougainvillea St, Tavernier, FL 33070
• 

  /2

  Est $1,782,700 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,875 Sq Ft

  198 Plantation Ave, Tavernier, FL 33070

  198 Plantation Ave, Tavernier, FL 33070
• 

  

  /7

  $1,250,000

  • Land
  • 0.00 Acre

  189 Venetian Dr, Islamorada, FL 33036

  A Rare Slice of Paradise in Islamorada | 165' Concrete Dockage | Bay Views | 24 on BPAS List | Concrete Boat Ramp Discover one of the very few remaining oversized waterfront lots in prestigious Lower Matecumbe

  Kelsey Caputo Langley Knight Gardner Islamorada

  189 Venetian Dr, Islamorada, FL 33036
• 

  

  /31

  $1,000,000 Sold May 06, 2025

  • 1,459 Sq Ft
  • $685/SF
  • 68 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  107 Carroll St, Islamorada, FL 33036

  Your Slice of Paradise Awaits in 'Downtown' IslamoradaDiscover the perfect blend of modern coastal living and convenience with this beautifully remodeled ground-level duplex in the heart of Islamorada. Located just a moment from the famous Cheeca Lodge and the vibrant Arts District, you'll be surrounded by charming shops, restaurants, and galleries.Property Highlights: Two Separate Units

  Christy Hughes Coldwell Banker Schmitt Islamorada

  107 Carroll St, Islamorada, FL 33036
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  /2

  Est $2,066,793 Not Listed For Sale

  • Studio

  214 Biscayne Blvd, Islamorada, FL 33036

  214 Biscayne Blvd, Islamorada, FL 33036
• 

  

  /44

  $799,000

  • 1,782 Sq Ft

  184 Adobe Casa Court Dr, Tavernier, FL 33070

  SELLER FINANCING AVAILABLE - Only 10% down at 5.5% interest!Welcome to your slice of paradise in the heart of Tavernier, Florida Keys! This fantastic duplex is a rare find, featuring a newer metal roof and plenty of recent updates. Each spacious 2BD/1BA unit offers generous bedrooms and breezy screened-in porches--perfect for soaking in the island vibes. One unit is currently rented at

  Stacey Rook Rook Realty LLC

  184 Adobe Casa Court Dr, Tavernier, FL 33070
• 

  

  /50

  $2,850,000 Sold May 06, 2025

  • 1,616 Sq Ft
  • $1764/SF
  • 132 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  75061 Overseas Hwy, Islamorada, FL 33036

  This beachfront property offers breathtaking ocean views and features a spacious open floor plan, redesigned with top-of-the-line finishes. On the upper level, you'll find two bedrooms and two bathrooms, including a stunning master suite with awe-inspiring ocean views. The lower level provides an additional bedroom and bathroom with equally impressive water views and charming outdoor living

  Ariadna Romero Jurjo Coldwell Banker Realty - Miami Beach

  75061 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  0 Artic Ave Unit 605013, Key Largo, FL 33070

  0 Artic Ave Unit 605013, Key Largo, FL 33070
• 

  

  /15

  $1,390,000

  • Land

  192 Harborview Dr, Tavernier, FL 33070

  ATTENTION BUILDERS/INVESTORS! PERMIT READY EXCEPTIONAL BAYFRONT VACANT LOT WITH CAPTIVATING SUNSET VIEWS | SOUTH KEY LARGO.Seize this rare opportunity to own a premier waterfront lot with breathtaking, unobstructed western sunset vistas over the bay in Tavernier. Originally part of a larger duplex property, this northside parcel has been professionally cleared and is ready to realize your vision

  Kevin Cornell RE/MAX All Keys Real Estate

  192 Harborview Dr, Tavernier, FL 33070
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  /57

  $1,500,000 Sold May 05, 2025

  • 1,556 Sq Ft
  • $964/SF
  • 124 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  209 Matecumbe Ave, Islamorada, FL 33036

  Location, Location, Location. Welcome to one of downtown Islamorada's most exclusive properties- a spacious estate that's hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something that's increasingly scarce in the Keys: space to breathe. With two bedrooms, a 3rd Bedroom option, and an

  Andree Riley LoKation Real Estate

  209 Matecumbe Ave, Islamorada, FL 33036
• 

  /2

  Est $1,089,049 Not Listed For Sale

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

  87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036

  87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036
• 

  

  /84

  $1,089,000

  • 3 Beds
  • 2 Baths

  200 Wrenn St Unit 701, Tavernier, FL 33070

  OCEANFRONT PENTHOUSE – STRONG RENTAL INCOMEWelcome to PH701 at Sea Gulls, a stunning 3-bed, 2-bath top-floor condo with over 2,100 sq ft and two private balconies offering panoramic ocean views. Fully furnished and turnkey, it earns $3,500–$4,500 per week with a 7-day rental minimum—perfect as a full-time home, retreat, or income property. Bright, open layout with in-unit laundry and room to

  Maris Delgado LoKation

  200 Wrenn St Unit 701, Tavernier, FL 33070
• 

  

  /50

  $712,000 Sold May 02, 2025

  • 853 Sq Ft
  • $835/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070

  Enjoy the best of Florida Keys lifestyle with this beautiful 6th floor condo at Futura Yacht Club. Enjoy breathtaking bay views from your own private balcony and take advantage of all the amenities this highly sought after community has to offer. This unit includes a 39' deeded boat slip, providing direct access to world class boating & fishing. Futura Yacht Club offers a secure, gated entrance

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070
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  /2

  Not Listed For Sale

  64m W Plaza Granada, Islamorada, FL 33036

  64m W Plaza Granada, Islamorada, FL 33036
• 

  

  /129

  $6,750,000

  • 6 Beds
  • 7 Baths
  • 5,100 Sq Ft

  194 Buttonwood Ln, Islamorada, FL 33036

  Introducing 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breathtaking stone finishes on the countertops and

  Mike Jones Fairchild Partners, Inc.

  194 Buttonwood Ln, Islamorada, FL 33036
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  /17

  $650,000 Sold May 01, 2025

  • Land
  • 0.28 Acre
  • $2,322,343 per Acre

  • 92 Days On Market

  33 Flamingo Hammock Rd, Islamorada, FL 33036

  Rare opportunity to build on this permitted lot in the highly desirable Bay Hammock community. ***ASSIGNED BOAT SLIP INCLUDED WITH LOT.*** This exclusive gated neighborhood is located on Upper Matecumbe Key conveniently located close to everything downtown Islamorada has to offer. Totaling just over 12,000 sq ft this lot has ample space for a home of your dreams. Protected Bayfront marina with

  Jessica Pinder

  33 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  /2

  Est $1,136,794 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  109 Ellington Ct, Tavernier, FL 33070

  109 Ellington Ct, Tavernier, FL 33070
• 

  

  /12

  $345,000

  • 1 Bed
  • 1 Bath

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036

  Charming and well maintained, this 1-bedroom, 1-bath Jayco RV offers the ideal retreat for weekend getaways or seasonal living, with the rental potential when you're not using it. Wake up to stunning views of the Atlantic Ocean, and enjoy breathtaking sunrises and sunsets right from the Jetty. Located in a rare and intimate community, this property provides the perfect oceanfront escape. With low

  Rachel Reyes Munoz Calvet Realty Group, LLC.

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036
• 

  

  /15

  $380,000 Sold May 01, 2025

  • 840 Sq Ft
  • $452/SF
  • 310 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2018

  105 Ocean View Dr Unit 2, Mexico Beach, FL 32456

  Colorful 2BR/2BA Florida beach cottage in a development with 10 others and a community pool and almost directly across the street from the beach. Quartz countertops, tray ceilings with crown molding, tankless hot water heaters, wood plank tile floor and so much more! This one is beautifully furnished and is not on a rental program - however they are great rentals!!! Fantastic location within

  Sheryl Bradley Beach Realty of Cape San Blas, Inc.

  105 Ocean View Dr Unit 2, Mexico Beach, FL 32456
• 

  /2

  Est $1,939,198 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  318 Woods Ave, Tavernier, FL 33070

  318 Woods Ave, Tavernier, FL 33070
• 

  

  /17

  $1,400,000

  • Land

  155 Gulfview Dr, Islamorada, FL 33036

  Our firm is pleased to exclusively offer this vacant residential lot at 155 Gulfview Drive in Islamorada, Florida, situated within the desirable Port Antigua subdivision. The sale includes approved plans for a spacious 3,365 square foot, two-story home featuring five bedrooms and five and a half bathrooms, along with a two-car garage, workshop, ice machine room, pool, gazebo, and a dock equipped

  Ivette Agusti Premier Properties

  155 Gulfview Dr, Islamorada, FL 33036
• 

  

  /44

  $2,700,000 Sold May 01, 2025

  • 2,880 Sq Ft
  • $938/SF
  • 328 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  85331 Overseas Hwy, Islamorada, FL 33036

  WEEKLY RENTALS to be allowed with new Zoning Change. Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE

  Jocelyn Tiedemann Ocean Sotheby's International Realty

  85331 Overseas Hwy, Islamorada, FL 33036

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