Waterfront Homes for Sale in Islamorada, FL

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  /50

  $1,489,000

  • 3 Beds
  • 3 Baths
  • 1,769 Sq Ft

  157 Caloosa St, Tavernier, FL 33070

  This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  157 Caloosa St, Tavernier, FL 33070
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  /84

  $6,700,000

  • 4 Beds
  • 5 Baths

  109 Columbus Dr, Islamorada, FL 33036

  Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise

  Joy Martin American Caribbean Real Estate

  109 Columbus Dr, Islamorada, FL 33036
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  /51

  $1,239,000

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  88181 Old Hwy Unit 3F, Islamorada, FL 33036

  50' slip comes with this 2 bedroom / 2 bathroom condo in Coral Harbour. The units boasts 1,330sf of living space, peek-a-boo ocean views, large outdoor living area, impact windows and sliding glass doors, washer and dryer in the unit and a spacious kitchen. Primary bedroom and living area has impact sliders that lead to the outdoor living area. This complex has many great amenities - marina, fuel

  Claire Johnson Coastal Realty of the Florida Keys

  88181 Old Hwy Unit 3F, Islamorada, FL 33036
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  /80

  $7,950,000

  • 4 Beds
  • 4.5 Baths
  • 3,284 Sq Ft

  144 N Rolling Hill Rd, Tavernier, FL 33070

  This luxury bayfront home in the Florida Keys offers discriminant buyers a complete coastal lifestyle package with year-round sunset views, hurricane-rated construction, and premium boating amenities.The residence features 3,200 square feet of living space with four bedrooms, four and a half bathrooms, natural stone floors, and custom cabinetry throughout. Built with reinforced concrete,

  Billy Hart Ocean Sotheby's International Realty

  144 N Rolling Hill Rd, Tavernier, FL 33070
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  /34

  $1,075,000

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036

  Unit 114D at Bay Harbour in Islamorada is a stunning waterfront condo that perfectly blends luxury, comfort, and convenience. Nestled in the desirable Lower Matecumbe area, this spacious 3-bedroom, 2.5-bath residence spans over 2,000 square feet and offers ocean and canal views.One of the standout features of this property is its private 30-foot boat slip equipped with a powerful 16,000-pound

  Judy Rossignol Paradise Florida Keys Real Estate

  101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036
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  /53

  $1,799,999

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft

  240 S Coconut Palm Blvd, Tavernier, FL 33070

  Luxury Canal-Front Retreat at 240 S Coconut Palm Blvd, Plantation Key, Islamorada, FL 33036 - $1,799,999. Discover paradise in this price-reduced, canal-front gem in Islamorada, the 'Sportfishing Capital of the World.' Located on desirable Plantation Key, this 1,022 sq ft, 2-bed, 2-bath (1 indoor, 1 in outdoor laundry) luxury home offers the ultimate Florida Keys lifestyle for boaters, vacation

  Randall Mears Ocean Sotheby's International Realty

  240 S Coconut Palm Blvd, Tavernier, FL 33070
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  /33

  $2,350,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,450 Sq Ft

  115 Azalea St, Tavernier, FL 33070

  Merlin Perez Golden International Realty

  115 Azalea St, Tavernier, FL 33070
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  /62

  $3,800,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  87950 Overseas Hwy, Islamorada, FL 33036

  Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

  Alina Davis Coldwell Banker Schmitt Islamorada

  87950 Overseas Hwy, Islamorada, FL 33036
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  /35

  $428,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  87465 Old Hwy Unit 102, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO

  Nancy Garcia The Keyes Company

  87465 Old Hwy Unit 102, Islamorada, FL 33036
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  /40

  $1,990,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  164 Venetian Dr, Islamorada, FL 33036

  Boater’s dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with split layout: two 2BD/1BA units, each ~800 sq ft with separate entrances and a laundry unit. 70' dock with private boat ramp on a tranquil mangrove canal—just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White Marlin’s private homeowners park and beach, one of the only white

  Po Yen Hsueh Compass Florida, LLC

  164 Venetian Dr, Islamorada, FL 33036
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  /72

  $8,999,000

  • 6 Beds
  • 4 Baths
  • 4,394 Sq Ft

  165 Bayview Dr, Islamorada, FL 33036

  Embrace true waterfront living in this six bedroom, four bathroom home, featuring two primary suites and panoramic water views from every room. Positioned on a coveted corner lot, the property offers 220 feet +\- of concrete dockage with three boat lifts--ideal for yachts and easy guest arrivals by water.Fully renovated down to the studs in 2020, the home showcases a clean, modern design with

  Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

  165 Bayview Dr, Islamorada, FL 33036
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  /49

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036

  Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036
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  /54

  $1,725,000

  • 4 Beds
  • 3 Baths
  • 2,151 Sq Ft

  375 S Coconut Palm Blvd, Tavernier, FL 33070

  Your Waterfront Oasis Awaits in desirable Plantation Key Colony!Well-maintained canalfront concrete home, designed for both comfortable family living and entertaining. The spacious upstairs offers an open living concept with water views. A large 3-bedroom, 2-bathroom floor plan, while the separate 1-bedroom, 1-bathroom downstairs makes perfect quarters. Enjoy the impact windows and doors, metal

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  375 S Coconut Palm Blvd, Tavernier, FL 33070
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  /57

  $1,999,999

  • 4 Beds
  • 4 Baths
  • 2,728 Sq Ft

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036

  Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of

  Brett Newman Coldwell Banker Schmitt Islamorada

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036
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  /74

  $2,399,000

  • 3 Beds
  • 3 Baths
  • 1,858 Sq Ft

  240 Mohawk St, Tavernier, FL 33070

  Modern Coastal Retreat. Nothing short of extraordinary! Welcome to your dream waterfront oasis in the prestigious Indian Waterways community. This beautiful 3-bedroom, 3-bath home sits on a lot and a half with 90 feet of waterfront, a concrete dock, 20,000 lb boat lift, lush tropical landscaping, and more. Perfect for boating enthusiasts, enjoy quick and easy access to Florida Bay.Inside, you'll

  Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  240 Mohawk St, Tavernier, FL 33070
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  /57

  $2,600,000

  • 4 Beds
  • 3 Baths
  • 1,855 Sq Ft

  106 Lisbon Ct, Islamorada, FL 33036

  Welcome to 106 Lisbon Court, an exceptional opportunity in the prestigious Port Antigua community of Islamorada. Perfectly situated in one of the Keys' most sought-after neighborhoods, this three-level residence combines an enviable coastal lifestyle with rare amenities, including 60 feet of dockage for your boat and direct access to world-class fishing and turquoise waters.The home's thoughtful

  Alexander Pinero Pine River Realty, LLC

  106 Lisbon Ct, Islamorada, FL 33036
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  /126

  $27,800,000

  • 7 Beds
  • 10 Baths
  • 8,988 Sq Ft

  89505 Old Hwy, Tavernier, FL 33070

  Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, Florida Keys, where luxury and privacy intertwine on 7.64 secluded acres. This magnificent property boasts 369 feet of pristine ocean frontage, revealing breathtaking panoramic views from nearly every corner. The sprawling 8,988 square foot main residence boasts five spacious bedrooms, five full bathrooms, three half

  Leslie Leopold Ocean Sotheby's International Realty

  89505 Old Hwy, Tavernier, FL 33070
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  /38

  $5,600,000

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

  166 Bayview Dr, Islamorada, FL 33036

  Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene.The home enjoys unobstructed water views and nightly sunsets that paint the sky in

  Judy Rossignol Paradise Florida Keys Real Estate

  166 Bayview Dr, Islamorada, FL 33036
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  /41

  $2,998,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  124 Orchid St, Tavernier, FL 33070

  This brand-new tri-level home in the FL Keys perfectly captures the essence of sophisticated luxury & relaxed island living. With both bay & ocean access, 60 ft. of canal frontage + private concrete dock, it's ideal for saltwater enthusiasts. The home flows seamlessly from the rec room & summer kitchen to pool area, all set in a fenced yard - perfect for kids & pets. The 2nd level offers open

  Mike Diaz Miami Broker's Group

  124 Orchid St, Tavernier, FL 33070
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  /58

  $899,000

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

  88181 Old Hwy Unit 4G, Islamorada, FL 33036

  This ground-level unit located in prestigious Coral Harbor Club on Plantation Key offers a meticulously renovated space with three bedrooms, two bathrooms, and 1,593 square feet of interior space. Additionally, it features a spacious 400 square foot screened-in patio with a gorgeous lagoon view, perfect for enjoying the breezy oceanside nights. The residence is characterized by its light and

  Kim Thaler Ocean Sotheby's International Realty

  88181 Old Hwy Unit 4G, Islamorada, FL 33036
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  /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 - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
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  /53

  $1,649,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  139 Gardenia St, Tavernier, FL 33070

  Waterfront living in desirable Plantation Key!Step through the electric gate into a beautifully landscaped paradise. This waterfront gem offers an exceptional outdoor lifestyle with a newer swimming pool, a relaxing hot tub nestled in lush greenery, and an amazing covered entertaining area--perfect for soaking in serene canal views.Excellent dockage with a boat lift, boat ramp, with a floating

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  139 Gardenia St, Tavernier, FL 33070
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  /63

  $5,950,000

  • 3 Beds
  • 4 Baths
  • 2,459 Sq Ft

  260 Plantation Ave, Tavernier, FL 33070

  ''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stone's throw to the Intracoastal waterway and both

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  260 Plantation Ave, Tavernier, FL 33070
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  /44

  $2,300,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  114 Spoonbill Rd, Tavernier, FL 33070

  Newly renovated 3-bedroom, 2-bath canal-front CBS home with direct bay access. The interior has been fully updated with tasteful coastal finishes, along with new impact windows and doors throughout.Enjoy 70 feet of concrete dockage with two boat lifts (24,000-lb and 15,000-lb) and a short idle to the bay, plus quick ocean access through Tavernier Creek. The wide lot offers ample space for trailer

  AJ Vetter Palm House Real Estate

  114 Spoonbill Rd, Tavernier, FL 33070
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  /19

  $699,900

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 1314, Tavernier, FL 33070

  Professionally remodeled and fully furnished, this stunning unit is completely brand new--no detail overlooked. Located in one of the most desirable developments in the Florida Keys, it generates an impressive average of $100,000 per year in rental income. Ask about special financing options available that are not based solely on your personal income--approval may be based on the unit's strong

  Diana Valbuena Pedrin of Miami Realty, Inc.

  500 Burton Dr Unit 1314, Tavernier, FL 33070
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  /81

  $6,250,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,945 Sq Ft

  206 Plantation Ave, Islamorada, FL 33070

  BRAND NEW CONSTRUCTION WITH BAY VIEWS! Welcome to a stunning new construction residence that redefines luxury waterfront living in the Florida Keys. This elegant three-story home offers 5 bedrooms, 5.5 bathrooms, pool and spa, office, garage, outdoor kitchen and 70 feet of dockage--perfectly positioned to capture sweeping views of the Florida Bay and iconic Keys sunsets.Thoughtfully designed for

  Mike Jones Fairchild Partners, Inc.

  206 Plantation Ave, Islamorada, FL 33070
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  /36

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

  Nancy Garcia The Keyes Company

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
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  /41

  $2,650,000

  • 3 Beds
  • 3 Baths
  • 2,294 Sq Ft

  439 Palm Dr, Islamorada, FL 33036

  Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water.A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing you to leave

  Caroline Hendrix Coldwell Banker Schmitt Islamorada

  439 Palm Dr, Islamorada, FL 33036
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  /43

  $1,439,000

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  140 Gardenia St, Tavernier, FL 33070

  DOUBLE LOT!! Owner financing possible! FUNKY KEYS PRIVATE WATERFRONT HIDEOUT to hold existing home or rebuild one or two homes on TWO LOTS=DOUBLE LOT with expansive 12,500 sq ft on an impressive 100 feet of DEEP WATER canal-frontage, in peaceful and very desirable PLANTATION KEY COLONY. Enjoy the home while building your Dream Home next door! This inviting home offers a blend of character,

  Peter Schwarz-Top Producer LoKation Real Estate

  140 Gardenia St, Tavernier, FL 33070
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  /49

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  87465 Old Hwy Unit 215, Islamorada, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 215, Islamorada, FL 33036
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  /34

  $670,000

  • 2 Beds
  • 2.5 Baths
  • 1,063 Sq Ft

  200 Harborview Dr Unit 101, Tavernier, FL 33070

  Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 841-2361

  200 Harborview Dr Unit 101, Tavernier, FL 33070
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  /45

  $2,495,000

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  127 Seaside Ave, Key Largo, FL 33037

  Ocean views, deepwater dockage, and the rare ability to legally operate nightly rentals - it doesn't get any better! This exceptional oceanfront duplex offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal multi-family compound and a rare chance to own a fully

  Amy Bruggeman American Caribbean Real Estate, Christie's International Real Estate

  127 Seaside Ave, Key Largo, FL 33037

Showing Results 201 - 232, Page 6 of 6