Plantation Key, FL Homes for Sale with Pool

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  $3,995,000

  • 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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  $4,495,000

  • 6 Beds
  • 5 Baths
  • 4,964 Sq Ft

  153 Stromboli Dr, Islamorada, FL 33036

  Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  153 Stromboli Dr, Islamorada, FL 33036
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  $585,000

  • 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
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  $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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  $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
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  $449,500

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

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $470,000! THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Nancy Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
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  $3,398,000

  • 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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  $1,599,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,096 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedroom, three bathroom residence ideally positioned on a tranquil plugged canal in one of the most sought-after neighborhoods in the Florida Keys. Upstairs, enjoy a spacious open porch, ideal for outdoor dining that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  124 Venetian Way, Islamorada, FL 33036
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  $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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  $965,000

  • 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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  $675,000

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

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
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  $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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  $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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  $1,299,999

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

  104 Anglers Way, Islamorada, FL 33036

  ****This home is currently rented & no Available for showing until 04/02/2026****Exclusive Anglers Reef Resort style Home 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

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
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  /50

  $457,000

  • 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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