Plantation Key, FL Homes for Sale

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  /16

  $549,000

  $10K PRICE DROP

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

  87455 Old Hwy 229 Hwy 229 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 229 Unit 229, Plantation Key, FL 33036
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  /36

  $443,000

  $17K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy 215 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 215 Unit 215, Plantation Key, FL 33036
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  /53

  $3,000,000

  $175K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  154 Milano Dr, Islamorada, FL 33036

  What does everyone want? The smallest house in a great neighborhood! THIS IS THE ONE! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from

  Alina Davis Coldwell Banker Schmitt Islamorada

  154 Milano Dr, Islamorada, FL 33036
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  /38

  $4,000

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

  82207 Old Hwy, Islamorada, FL 33036

  LONG TERM RENTAL OPPORTUNITY!Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  82207 Old Hwy, Islamorada, FL 33036
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  /39

  $655,000

  • 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
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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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  /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 G Zalesky Coldwell Banker Schmitt Key Largo

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036
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  /25

  $2,850

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

  87455 Old Hwy Unit 245, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 245, Islamorada, FL 33036
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  /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
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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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  /40

  $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 Islamorada This 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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  /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
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  /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

  Nancy Garcia The Keyes Company

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
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  /33

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  143 N Hammock Rd, Islamorada, FL 33036

  Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs.

  Stephen Hachey

  143 N Hammock Rd, Islamorada, FL 33036
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  /18

  $1,300,000

  $50K PRICE DROP

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

  104 Anglers Way, Islamorada, FL 33036

  Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors.Thoughtfully upgraded with elegant, durable finishes: impact-rated

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
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  /50

  $443,000

  $17K PRICE DROP

  • 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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