Florida Keys, FL Homes for Sale with Pool

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  $1,350,000 New Construction

  • 4 Beds
  • 3 Baths
  • 1,544 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  It’s official, the best deal in Key Largo Ocean Resort has hit the market. Priced well below other comparable homes within this community. This 4-level home offers all the comforts one would desire. Being sold fully furnished, this home shouts elegance and efficiency all while maintaining the decorator’s artistic integrity. Beautified with soft beach tones paired with wood accents lends itself to

  Sergio Velarde Coldwell Banker Realty

  94825 Overseas Hwy, Key Largo, FL 33037
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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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  $1,550,000

  • 4 Beds
  • 4 Baths
  • 1,536 Sq Ft

  280 3rd St, Duck Key, FL 33050

  Turnkey Raised Duplex in Key Colony Beach - Strong Rental Income or Ideal Family Vacation PropertyFully furnished 2BR/2BA (per side) duplex located in the desirable Key Colony Beach community. The property is currently operating as a successful short-term rental, plus the vacation rental license was recently renewed so inspection should be easy, allowing a new owner to continue renting

  Dalton Robinson

  280 3rd St, Duck Key, FL 33050
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  $1,325,000

  • 5 Beds
  • 3 Baths

  443 4th Rd, Key Largo, FL 33037

  Investor's Dream: Versatile Single-Family Home with Private Apartment: Fully updated single-family home offering the perfect blend of comfort, style, and versatility — ideal for investors or multi-generational households.The main home features 3 well-appointed bedrooms and 2 bathrooms. Remodeled kitchen, spacious dining a& living room with open-concept layout. Heated pool, expansive patio

  Jacqueline Urroz One Stop Realty

  443 4th Rd, Key Largo, FL 33037
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  $665,000

  • 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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  $2,400,000

  • 5 Beds
  • 4 Baths
  • 2,778 Sq Ft

  254 Lower Matecumbe Rd, Key Largo, FL 33037

  Welcome to your turnkey Florida Keys Oasis. It's big, it's beefy, and it's a whole lot of tropical fun. From exquisite modern details to a vibe that just says ahhhh. Spacious, and built in 2019 with solid CBS construction, impact windows and doors and a comfort level perfect for full-time island living or an easy South Florida weekend escape.This elegant 5 Bedroom / 4 Bathroom coastal home

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  254 Lower Matecumbe Rd, Key Largo, FL 33037
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  $1,429,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  81 Jean la Fitte Dr, Key Largo, FL 33037

  Welcome to refined waterfront living in Key Largo. Positioned on a generous, fully fenced parcel in the highly coveted Buccaneer Point community, this updated waterfront residence offers an exceptional blend of privacy, quality, and direct bay access. The property is set on a protected bayside basin with a private dock, providing immediate entry to both bay and ocean via Tavernier Creek or Adams

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  81 Jean la Fitte Dr, Key Largo, FL 33037
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  $1,500,000

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  8 Sadowski Causeway, Key Colony Beach, FL 33051

  Welcome to Paradise in Key Colony Beach!Live the ultimate Florida Keys lifestyle in this beautifully remodeled 3-bedroom, 3-bathroom single-family home that truly feels like a resort getaway—available fully furnished and optionally includes a 20.9-ft Pioneer center console boat on your private boat lift! Located on a deep-water canal with a rare double dock setup, this waterfront oasis

  Danielle Dietrich COLDWELL BANKER REALTY

  8 Sadowski Causeway, Key Colony Beach, FL 33051
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  /21

  $575,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Fully furnished, move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
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  $5,700,000 New Construction

  • 6 Beds
  • 7.5 Baths

  258 Caribbean Dr, Key Largo, FL 33037

  Pictures are coming soon.The picture is a Rendering image.Brand-new waterfront construction featuring 6 bedrooms and 7.5 bathrooms with a modern open-concept design. This residence offers high-quality finishes throughout, including a chef's kitchen with premium Sub-Zero appliances. Built with efficiency and durability in mind, the home includes a metal roof, solar panels, and a water cistern

  Merlin Perez Golden International Realty Corp

  258 Caribbean Dr, Key Largo, FL 33037
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  $2,975,000

  • 5 Beds
  • 5 Baths
  • 2,860 Sq Ft

  443 Sombrero Beach Rd, Marathon, FL 33050

  Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and

  Stephany Duvall Engel & Volkers Marathon

  443 Sombrero Beach Rd, Marathon, FL 33050
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  /23

  $9,500

  12411 Overseas Hwy Unit 4C, Marathon, FL 33050

  Best priced rack on the market! The Boat House Marina is THE place to keep your boat in the Middle Keys. No need to search further! These top ''C'' racks are perfect for flats boats or those with fold down bimini tops, due to the limited height. Rack 4C should fit a boat up to 32.5' long, 9.74' wide and max height of 8.41'. See stats in the photo list. Scheduled in/out service is included in your

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  12411 Overseas Hwy Unit 4C, Marathon, FL 33050
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  $4,195,000

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  1330 Coury Dr, Key Colony Beach, FL 33051

  This beautiful home and adjacent lot are located on prestigious Coury Drive, a hidden enclave in Key Colony Beach! Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views. From the moment you arrive, you will appreciate the

  Kathleen Scully Douglas Elliman

  1330 Coury Dr, Key Colony Beach, FL 33051
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  $499,000

  • 1 Bed
  • 1.5 Baths
  • 797 Sq Ft

  2000 Coco Plum Dr Unit 201, Marathon, FL 33050

  Totally remodeled 1-bedroom, 1.5 bath condo on the second floor with beautiful ocean views. This unit features marble flooring throughout creating timeless, elegant coastal feel from the moment you enter. The open and airy living space is filled with natural light and flows into the fully renovated kitchen, showcasing modern cabinetry, updated appliances, and stylish finishes-perfect for both

  Lynn Thompson Key Colony Beach Realty

  2000 Coco Plum Dr Unit 201, Marathon, FL 33050
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  $675,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  2000 Coco Plum Dr Unit 106, Marathon, FL 33050

  Welcome to Bonefish Towers - the tallest building in the Florida Keys! This rare 1st -floor unit offers breathtaking panoramic views of both the Atlantic Ocean and the Bay, creating a front-row seat to spectacular sunsets, passing boats, and the beauty of Key Colony Beach. Inside, you'll find a spacious 2-bedroom, 2-bathroom layout featuring two screened-in porches - perfect for morning coffee or

  Monika Rydzak EXP Realty LLC

  2000 Coco Plum Dr Unit 106, Marathon, FL 33050
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  $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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  /21

  $225,000

  12399 Overseas Hwy Unit 41, Marathon, FL 33050

  Looking for the perfect home for your boat? This 40' side-tie slip at the Boat House Marina provides a stress-free docking experience. Up to 40' LOA and the slip is 13.42' wide. You can stay on board 5 consecutive nights and up to 10 nights per month. Electric is metered and water is included in the association fees, making this a convenient and cost-effective choice for any owner. Please note

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  12399 Overseas Hwy Unit 41, Marathon, FL 33050
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  /18

  $969,000

  • 2 Beds
  • 2 Baths
  • 943 Sq Ft

  65821 Overseas Hwy, Long Key, FL 33001

  Now available in Outdoor Resorts on Long Key: 2-bedroom, 2-bath concrete home perfect for full-time living or a vacation home. Enjoy access to a private marina, pool, beach, pickleball, basketball courts, and more—all within a vibrant Keys community. Gated community with a low HOA, on-site convenience store, and nearby fishing charters, everything you need is at your fingertips. Don’t miss your

  Yaritza Lopez Lifestyle International Realty

  65821 Overseas Hwy, Long Key, FL 33001
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  $375,000

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft

  701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042

  Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white

  Monika Rydzak EXP Realty LLC

  701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
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  $1,231,000

  • 3 Beds
  • 2.5 Baths
  • 1,017 Sq Ft

  609 Margaret St, Key West, FL 33040

  Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two-bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a

  Sean Farrer Coldwell Banker Schmitt RE Co

  609 Margaret St, Key West, FL 33040

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