Islamorada, FL Homes for Sale with Pool

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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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  $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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  $10,900,000

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

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036

  A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over 1/2 acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036
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  $2,495,000

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

  439 Palm Dr, Islamorada, FL 33036

  VA Assumable!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

  Caroline Hendrix Coldwell Banker Schmitt Islamorada

  439 Palm Dr, 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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  $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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