Plantation Key, FL Homes for Sale with Pool

• 

  

  

  /47

  $2,795,000

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  107 Valencia Dr, Islamorada, FL 33036

  OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large

  

  Patty Accorto

  Keller Williams Legacy

  107 Valencia Dr, Islamorada, FL 33036
• 

  

  

  /53

  $2,495,000

  New Construction

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

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036

  Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes

  

  Pierre-Marc Bellion

  Ocean Sotheby's International Realty

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  

  /96

  $4,650,000

  • 5 Beds
  • 5.5 Baths
  • 4,354 Sq Ft

  109 Valencia Dr, Islamorada, FL 33036

  Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge.Designed to accommodate family and guests with ease, the oversized home features

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  109 Valencia Dr, Islamorada, FL 33036
• 

  

  

  /92

  $24,995,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 9,011 Sq Ft

  87895 Old Hwy, Islamorada, FL 33036

  Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the heart of the Florida Keys. Designed for luxury coastal living, entertaining, and extended stays, this exceptional estate features over 9,000 sq. ft. of interior living space and more than 15,000 sq. ft. under roof.Set

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  87895 Old Hwy, Islamorada, FL 33036
• 

  

  

  /101

  $25,000,000

  • 7 Beds
  • 10 Baths
  • 8,288 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  Gonzalo Del Negro Ocean Sothebys Intl Realty

  82768 Overseas Hwy, Islamorada, FL 33036
• 

  

  /80

  $4,750,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 1, Islamorada, FL 33036

  Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water.The Villas at the Islands of Islamorada is a meticulously designed,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 1, Islamorada, FL 33036
• 

  

  /36

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft

  87455 Old Hwy Unit 244, Islamorada, FL 33036

  Located in Plantation by the Sea, this Islamorada townhouse offers 2 bedrooms, 1.5 bathrooms, covered parking, and a storage unit in a gated oceanfront complex.Inside, the unit has been updated with renovated kitchen, bathrooms, and flooring. Both upstairs bedrooms feature open balconies, along with an additional balcony off the living room for added outdoor space. The upstairs layout

  Claire Johnson Exit Realty Florida Keys TAV

  87455 Old Hwy Unit 244, Islamorada, FL 33036
• 

  

  /53

  $3,995,000

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  105 Palo de Oro Dr, Islamorada, FL 33036

  Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling

  Jamie Engel Coldwell Banker Schmitt Islamorada

  105 Palo de Oro Dr, Islamorada, FL 33036
• 

  

  /20

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy Unit 218, Islamorada, FL 33036

  Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse Style Experience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea! Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

  Florentina Antigua EXP Realty LLC

  87465 Old Hwy Unit 218, Islamorada, FL 33036
• 

  

  /92

  $3,495,000

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

  80639 Old Hwy Unit 201, Islamorada, FL 33036

  Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

  Jennifer Gomez EXP Realty, LLC

  80639 Old Hwy Unit 201, Islamorada, FL 33036
• 

  

  /82

  $4,000,000

  New Construction $200K PRICE INCREASE

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 8, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 8, Islamorada, FL 33036
• 

  

  /41

  $1,550,000

  New Construction $149K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

  Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home

  AJ Vetter Palm House Real Estate

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /78

  $3,950,000

  New Construction $150K PRICE INCREASE

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 14, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 14, Islamorada, FL 33036
• 

  

  /30

  $20,000

  • 5 Beds
  • 4.5 Baths

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 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; Sonos

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
• 

  

  /41

  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft

  87851 Old Hwy Unit M5, Islamorada, FL 33036

  A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral

  Sarah Dolson Keller Williams Key West Compass Realty

  87851 Old Hwy Unit M5, Islamorada, FL 33036
• 

  

  /59

  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft

  87851 Old Hwy Unit M5, Islamorada, FL 33036

  A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral

  Jackie Ellis KW Innovations

  87851 Old Hwy Unit M5, Islamorada, FL 33036
• 

  

  /43

  $427,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON HIGHLY SOUGHT AFTER MILLIONAIRES ROW! UPON ENTERING THIS GATED COMMUNITY, THE OCEAN GREETS YOU AS YOU PARK IN YOUR DESIGNATED COVERED PARKING SPACE. UPON ENTERING YOUR CONDO, THIS

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
• 

  

  /7

  $365,000

  $85K PRICE DROP

  1 Tdr, Upper Matecumbe Key Islamorada, FL 33036

  1 OF 7 WATERFRONT TDR'S FOR SALE IN THE VILLAGE OF ISLANDS. WHY WAIT? START BUILDING TODAY! Secure a rare TRANSFERABLE DEVELOPMENT RIGHT [TDR] for new single-family market-rate construction within the Village of Islands. Each TDR may be applied toward the construction of one new waterfront residence on an eligible receiver site, subject to Village approval. Buyer shall verify that the proposed

  Karan Moeller Ocean Sotheby's International Realty

  1 Tdr, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /84

  $4,000,000

  New Construction $200K PRICE INCREASE

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 7, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  /43

  $549,500

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036

  Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This double queen bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036
• 

  

  /79

  $630,000

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

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036

  Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

  Barbara Eads Barbara Eads Realty Inc.

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036
• 

  

  /120

  $13,900,000

  $1M PRICE DROP

  • 6 Beds
  • 9 Baths
  • 6,573 Sq Ft

  139 Gimpy Gulch Dr, Islamorada, FL 33036

  Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on

  Brett Newman Coldwell Banker Schmitt Islamorada

  139 Gimpy Gulch Dr, Islamorada, FL 33036
• 

  

  /139

  $13,750,000

  • 5 Beds
  • 7 Baths
  • 5,489 Sq Ft

  19 Avacado St, Islamorada, FL 33036

  Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  19 Avacado St, Islamorada, FL 33036
• 

  

  /13

  $710,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036

  Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts,

  Joseph Ziolo United Realty Group, Inc

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036
• 

  

  /39

  $609,900

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036
• 

  

  /101

  $6,999,000

  Open Sat 1PM - 3PM $1M PRICE DROP

  • 8 Beds
  • 6 Baths
  • 3,649 Sq Ft

  1101 Mastic St Unit 1, Islamorada, FL 33036

  Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access

  Tracey Petrusha LoKation

  1101 Mastic St Unit 1, Islamorada, FL 33036
• 

  

  /42

  $3,000,000

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  121 Severino Dr, Islamorada, FL 33036

  Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding

  Alina Davis Coldwell Banker Schmitt Islamorada

  121 Severino Dr, Islamorada, FL 33036
• 

  

  /43

  $15,950,000

  • 6 Beds
  • 7 Baths
  • 6,680 Sq Ft

  20 Avacado St, Islamorada, FL 33036

  BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.The

  Steven Koleno Beycome of Florida LLC

  20 Avacado St, Islamorada, FL 33036
• 

  

  /35

  $550,000

  $35K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,303 Sq Ft

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036

  Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse style condo in Sand Pebbles offers privacy, comfort, and convenience. The ground level features two spacious en-suite bedrooms, each with its own private porch. Upstairs, enjoy a bright open-concept living, dining, and kitchen area plus a convenient half bath. With 1,303 sq ft and multiple outdoor living

  The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036
• 

  

  /21

  $634,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  Turnkey and beautifully updated townhouse in the prestigious Executive Bay Club in Islamorada! This spacious 2-bedroom, 2-bath residence and a loft with room for two additional beds,offers 1,344 sq. ft. of living space. Ideally located in one of the community’s best locations, with no parking directly in front for added privacy. Enjoy newly renovated resort-style amenities, a new community roof,

  Samira Ramirez Related General Realty, LLC.

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /32

  $549,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

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

  Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

  Jose Medina Main Assets Corp

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

  

  /36

  $443,000

  $17K PRICE DROP

  • 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

  Anthony Garcia The Keyes Company

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

  

  /100

  $18,999,000

  $501K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,054 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level

  Michaela Walters Ocean Sothebys Intl Realty

  87429 Old Hwy, Islamorada, FL 33036
• 

  

  /34

  $549,500

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 715, Islamorada, FL 33036

  Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This king bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 715, Islamorada, FL 33036
• 

  

  /63

  $4,600,000

  • 5 Beds
  • 5.5 Baths
  • 4,636 Sq Ft

  157 Valencia Dr, Islamorada, FL 33036

  Located in sought-after Venetian Shores subdivision in Islamorada, this canal-front home was renovated in 2022. Sought after location - just one lot in from Snake Creek, offering exceptional boating access, 100' of deep water dockage with a 20k boat lift. With approximately 4,600sf of living space, 5 bedrooms and 5.5 bathrooms, the home is situated above base flood elevation and offers an

  Claire Johnson Exit Realty Florida Keys TAV

  157 Valencia Dr, Islamorada, FL 33036
• 

  

  /39

  $635,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,346 Sq Ft

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036

  Welcome to effortless coastal living in the desirable Executive Bay Club community--where comfort, style, and resort-style amenities come together in a relaxed Keys setting. This nicely updated 3-bedroom plus loft townhouse offers a spacious and versatile layout designed for easy everyday living and entertaining. Upstairs, you'll find three inviting bedrooms, two full baths, and a charming

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036
• 

  

  /63

  $699,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036

  Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential.Set within one of the Florida Keys' most celebrated resorts, owners and

  Ana Zalesky, P.A. Shoreline Properties

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036
• 

  

  /47

  $649,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Old Hwy Unit 754, Islamorada, FL 33036

  Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of

  81801 Old Hwy Unit 754, Islamorada, FL 33036
• 

  

  /48

  $3,875,000

  • 4 Beds
  • 3 Baths
  • 3,088 Sq Ft

  109 Giardino Dr, Islamorada, FL 33036

  Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian Shores home. Designed for effortless Keys living, the open floor plan is filled with natural light, highlighted by a dramatic floor-to-ceiling wall of windows in the living area that brings the outdoors in. An inviting entrance foyer welcomes you inside, with interior stairs to the main living level. The

  Alina Davis Coldwell Banker Schmitt Islamorada

  109 Giardino Dr, Islamorada, FL 33036
• 

  

  /82

  $3,800,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 15, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 15, Islamorada, FL 33036

Showing Results 1 - 40, Page 1 of 2