Newest Homes for Sale in Plantation Key, FL

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  /56

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036

  Available for the first time in over 30 years, this meticulously maintained 3-bedroom, 2-bath end unit in Ocean Harbour has it all. The spacious kitchen features generous storage, bar seating, and a breakfast nook, while the living and dining areas open to a large enclosed porch, perfect for indoor-outdoor living. The master suite includes a walk-in closet, double-sink vanity, and private bathing

  Seanna Lindback Sea Haven Realty, Inc.

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036
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  /48

  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  32 Park Rd, Islamorada, FL 33036

  Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and enclosed sun room that brings the lovely landscaping inside! A serene pool and oversized backyard with plenty of privacy provide book ends to lovely days of beat the heat splashes during the day and evenings of peace and

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  32 Park Rd, Islamorada, FL 33036
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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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  /36

  $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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  /109

  $4,950,000

  • 5 Beds
  • 6 Baths
  • 4,100 Sq Ft

  117 Leoni Dr, Islamorada, FL 33036

  Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

  Mike Jones Fairchild Partners, Inc.

  117 Leoni Dr, Islamorada, FL 33036
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  /52

  $2,750,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  101 Villa Bella Dr, Islamorada, FL 33036

  Welcome to your Venetian Shores sanctuary--where coastal elegance meets effortless living. This beautifully updated residence invites you in with an open, sunlit floor plan, its living spaces wrapped in impact-rated windows and doors that frame serene tropical views. An updated kitchen features new stainless-steel appliances, including refrigerator, range, and dishwasher, complemented by a

  Alina Davis Coldwell Banker Schmitt Islamorada

  101 Villa Bella Dr, Islamorada, FL 33036
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  /57

  $3,200,000

  • 4 Beds
  • 3 Baths
  • 1,562 Sq Ft

  80909 Old Hwy, Islamorada, FL 33036

  Premier Islamorada location! Exceptional waterfront property within the quaint gated neighborhood of Coral Cove. Just a step away from the ocean, this concrete home built with a concrete roof, offers 4 bedrooms and 3 baths, configured with 2 bedrooms and 2 baths upstairs, and a 2 bedrooms, 1 bath guest suite located downstairs. Tile floors throughout, updated kitchen, granite counters, brand new

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

  80909 Old Hwy, Islamorada, FL 33036
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  /71

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  83201 Old Hwy Unit 409, Islamorada, FL 33036

  Welcome to Unit #409 at Beacon Reef, an oceanfront gem located in the heart of Islamorada. Beacon Reef is well-run, meticulously maintained, and units are rarely available for a reason. Beacon Reef has successfully completed it's required Milestone Inspection, providing peace of mind for buyers. This beautifully appointed 2-bedroom, 2-bathroom residence offers approximately 1,275 square feet of

  AJ Vetter Palm House Real Estate

  83201 Old Hwy Unit 409, Islamorada, FL 33036
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  /42

  $24,995,000

  • 7 Beds
  • 9.5 Baths
  • 10,182 Sq Ft

  82719 Old Hwy, Islamorada, FL 33036

  The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings,

  Chad Carroll Compass Florida, LLC

  82719 Old Hwy, Islamorada, FL 33036
• 

  

  /26

  $395,000

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft

  87455 Old Hwy Unit 240, Islamorada, FL 33036

  Experience the best of Keys living in this beautifully maintained townhouse-style condo at Plantation by the Sea. The open floor plan features a bright and airy living area, a convenient half bath, and a screened terrace. Upstairs, you'll find two comfortable bedrooms and a full bath, each with access to its own private screened terrace. This residence includes covered parking, plenty of guest

  Alina Davis Coldwell Banker Schmitt Islamorada

  87455 Old Hwy Unit 240, Islamorada, FL 33036
• 

  /2

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,525 Sq Ft

  189 E Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and

  James Mooney Jr. Ocean Sotheby's International Realty

  189 E Carroll St, Islamorada, FL 33036
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  /2

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,550 Sq Ft

  191 Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family.Built with solid concrete

  James Mooney Jr. Ocean Sotheby's International Realty

  191 Carroll St, Islamorada, FL 33036
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  /48

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  223 Treasure Harbor Dr, Islamorada, FL 33036

  3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, this home features updated vinyl flooring (2023), open eat-in kitchen (new appliances in 2021), and updated bathrooms that feel fresh, bright, and modern. The vaulted ceilings and natural light create a breezy, island-style atmosphere throughout.A pool with a new pump installed in 2024, a screened-in porch

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  223 Treasure Harbor Dr, Islamorada, FL 33036
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  /30

  $549,900

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

  87200 Overseas Hwy, Islamorada, FL 33036

  The Keys Lifestyle Awaits!Turnkey 2BR/2BA plus Loft in sought-after Executive Bay Club—right next to the popular Founders Park! Spacious and fully furnished, this upgraded Townhouse features a bright, open layout with renovated baths, updated staircase, shutters, and just a short walk from the bay--perfect for living OR renting! Community offers the luxuries of gated entry, sandy beach, pool,

  Chantell Gonzalez Mia Realty, Corp.

  87200 Overseas Hwy, 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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  /27

  $4,190,000 Open House 12/18

  • 3 Beds
  • 3 Baths
  • 3,458 Sq Ft

  144 Severino Dr, Islamorada, FL 33036

  Discover your Keys dream home, a residence of unparalleled luxury and nautical convenience. This immaculate single-family property offers three spacious bedrooms, plus a dedicated office, all meticulously updated in 2017. The moment you step inside, you'll appreciate the seamless flow, top-of-the-line appliances and faucets in the large, chef-ready kitchen, and the convenience of two elevators

  Nancy Hershoff Coldwell Banker Schmitt Islamorada

  144 Severino Dr, Islamorada, FL 33036
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  /32

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  83201 Old Hwy Unit 405, Islamorada, FL 33036

  Location, Dockage & Private Parking. Welcome to beautiful Beacon Reef Condominium Complex. Located in the very heart of Islamorada, on desirable Upper Matecumbe Key. Upper Mat (as we call it) is one island in the collective string of islands known as the Village of Islamorada. Beacon Reef is exquisitely maintained offering a resort style setting with first-class amenities such as a zero entry

  Danielle Cockerham Coastal Realty of the Florida Keys

  83201 Old Hwy Unit 405, Islamorada, FL 33036
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  /39

  $1,199,990

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

  111 Anglers Way, Islamorada, FL 33036

  Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike.With over 12 years in a successful vacation rental program and an active vacation rental

  Rosana Velilla Serrano & Associates Real Estate, LLC

  111 Anglers Way, Islamorada, FL 33036
• 

  

  /34

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 1,766 Sq Ft

  219 Preston St, Islamorada, FL 33036

  Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge,

  Patti Stanley Coldwell Banker Schmitt Islamorada

  219 Preston St, Islamorada, FL 33036
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  /39

  $7,750,000

  • 3 Beds
  • 3 Baths
  • 1,485 Sq Ft

  82749 Old Hwy, Islamorada, FL 33036

  Welcome to a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and

  Alina Davis Coldwell Banker Schmitt Islamorada

  82749 Old Hwy, 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 StyleExperience 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
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  /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 LPT Realty, LLC

  80639 Old Hwy Unit 201, Islamorada, FL 33036
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  /59

  $5,590,000

  • 4 Beds
  • 4 Baths
  • 5,348 Sq Ft

  133 Severino Dr, Islamorada, FL 33036

  Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise.The home features two separate living areas and

  Pete Riveiro The Firm Realty Group

  133 Severino Dr, Islamorada, FL 33036
• 

  

  /41

  $1,250,000

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

  87851 Old Hwy Unit K3, Islamorada, FL 33036

  Welcome to Ocean Harbour, one of Islamorada's premier communities! This spacious, fully furnished and updated 2 bedroom, 2 bathroom condominium offers a desirable split floor plan with an open kitchen and living area, impact windows and doors, and an enclosed air-conditioned porch--all overlooking breathtaking views of the Atlantic Ocean.Enjoy the convenience of a private rear entry staircase

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87851 Old Hwy Unit K3, Islamorada, FL 33036
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  /33

  $4,495,000

  • 5 Beds
  • 4 Baths
  • 4,014 Sq Ft

  87445 Old Hwy, Islamorada, FL 33036

  This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

  Cheri Tindall Ocean Sotheby's International Realty

  87445 Old Hwy, Islamorada, FL 33036
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  /51

  $3,699,000

  • 4 Beds
  • 3 Baths
  • 3,481 Sq Ft

  136 Giardino Dr, Islamorada, FL 33036

  Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and

  Alina Davis Coldwell Banker Schmitt Islamorada

  136 Giardino Dr, Islamorada, FL 33036
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  /65

  $8,900,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 5.5 Baths
  • 4,764 Sq Ft

  80201 Overseas Hwy, Islamorada, FL 33036

  Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

  Seanna Lindback Sea Haven Realty, Inc.

  80201 Overseas Hwy, Islamorada, FL 33036
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  /33

  $449,900

  • 1 Bed
  • 1.5 Baths
  • 827 Sq Ft

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036

  Lowest priced unit at The Palms of Islamorada, one of the area's premier condo complexes! Let this unit be your entry to Paradise. One large bedroom with ensuite bath plus half bath near entrance of unit. Priced at $449,900 it features 1.5 bathrooms, and 827 sq. ft. of living space and has a monthly condo fee of $723. Numerous recent updates include: New stainless dishwasher; range/oven; and

  

  Andrea (Andi) Saylor

  Paradise Florida Keys Real Estate

  (786) 938-6229

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036
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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
• 

  

  /43

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Your Slice of Paradise in the Florida Keys!Discover this charming 2-bedroom, 2-bath townhome in Executive Bay Club. Here, you'll enjoy amenities including a pool, tennis courts, first-come dockage, a sandy beach, and a newly renovated clubhouse. Plus, you're right next door to Founders Park with boat ramps, beaches, and more outdoor fun.Inside, the home features an open and airy layout

  Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
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  /26

  $2,650,000

  • Land
  • 1.42 Acres
  • $1,865,630 per Acre

  76291 Overseas Hwy, Islamorada, FL 33036

  100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada.

  Keith Allen Coastal Realty of the Florida Keys

  76291 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  $350,000

  • Land

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 Overseas Hwy, Islamorada, FL 33036
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  /66

  $1,997,000

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036

  Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered fully furnished, with remodeled bathrooms, new floors, a brand-new metal roof (2025), and a

  Brett Newman Coldwell Banker Schmitt Islamorada

  106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036
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  /55

  $2,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,309 Sq Ft

  316 North Dr, Islamorada, FL 33036

  Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach,

  Anthony Askowitz RE/MAX All Keys Real Estate

  316 North Dr, Islamorada, FL 33036
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  /68

  $1,375,000 New Construction

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

  84745 Old Hwy Unit 4, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 4, Islamorada, FL 33036
• 

  

  /56

  $685,000

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft

  79901 Overseas Hwy Unit 211, Islamorada, FL 33036

  Stunning ocean views and an unbeatable location at The Palms of Islamorada! Enjoy the beautiful water views from this comfortable 2-bedroom, 2-bath condo at The Palms. Start your day with coffee and a gorgeous sunrise on the spacious ~10' x 10' covered porch, or relax there in the afternoon with a good book and the ocean breeze. You're just 2 units in from the ocean! Inside, you'll find a

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  79901 Overseas Hwy Unit 211, Islamorada, FL 33036
• 

  

  /46

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  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 PLANTATION KEY/ISLAMORADA. CLUBHOUSE/COMMUNITY ROOM, FITNESS ROOM, SAUNA, KAYAKS, LONG AND WIDE FISHING PIER/DOCK ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING WALK TO WORLD CLASS RESTAURANTS, SHOPPING, AND FOUNDER'S PARK. ALL ARE

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
• 

  

  /23

  $699,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  Tucked away behind lush tropical vegetation, this charming ground-level CBS home with plenty space to park your boat offers the ultimate in privacy while placing you right in the heart of Upper Matecumbe - Islamorada's most coveted island. The 2-bedroom, 1-bath layout is cozy yet solid, with a spacious fenced backyard that's perfect for entertaining, gardening, or adding a pool. From here, you

  Wiebke Westedt LoKation Real Estate

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /47

  $2,650,000

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  130 Pippin Dr, Islamorada, FL 33036

  Welcome to your private oasis in the heart of Islamorada. Tucked away in the desirable Bayridge community, this beautifully updated 3-bedroom, 2-bath home blends the breezy charm of the Old Florida Keys with today's modern conveniences. Located on over 3/4 of an acre of lush, gated property, this home offers space, serenity, and sweeping views of Florida Bay. Step inside through the inviting

  Alina Davis Coldwell Banker Schmitt Islamorada

  130 Pippin Dr, Islamorada, FL 33036
• 

  

  /60

  $2,495,000

  • 3 Beds
  • 2.5 Baths
  • 4,537 Sq Ft

  33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036

  Legacy Retreat in Islamorada - Gated Waterfront Estate with Marina, Pool & Sunset Point in Exclusive Private Bayfront Club Community. Discover the pinnacle of tropical living in Islamorada, where privacy, elegance, and world-class amenities converge. This expansive Key West-style residence is nestled within one of the Florida Keys' most prestigious gated communities, offering full-time property

  Eric Rizzo Ocean Sotheby's International Realty

  33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036

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