$6,700,000

Single Family Home/House Islamorada United States

  • 4 Beds
  • 5 Baths
  • 3,860 Sqft
  • 1.14 Ac lot
  • Updated: August 7
  • 31
    Views for last 30 days
  • 36
  • MLS#616619

About the Property

Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views.
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15’ x 30’ heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5’ concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys - an extraordinary pairing of true beachfront living and convenient boating access. Inside, the home’s 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vistas. Four bedrooms and five baths accommodate family and guests comfortably, while breezy porches and open gathering spaces make entertaining effortless. Highlights you’ll love: 165’ of private sandy Atlantic beach with direct ocean entry, 37.5’ private concrete dock on canalfront lot for boating convenience, 15’ x 30’ heated seaside swimming pool with expansive sun decks, over one acre of tropical privacy and mature landscaping, 4 bedrooms | 5 baths | 3,860 sq. ft. with thoughtful single-level layout plus upstairs suite and roof deck. A true Keys treasure, The Last Resort delivers a rare mix of sandy beach, deep-water dockage, and timeless coastal charm. Ann exceptional opportunity to create your own island legacy!
  • Property type

    House

  • Floors

    2

  • Year built

    1922

  • Price/sqft

    $1,735

Features

  • Waterfront
  • Pool
  • Oceanfront
  • Beachfront
  • Coastal
  • Privacy

Explore the Area

109 Columbus Drive, Islamorada, Florida, United States View on Google Maps
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American Caribbean Christie's International Real Estate - Islamorada
American Caribbean Christie's International Real Estate - Islamorada
81800 Overseas Highway, 33036, Islamorada, Florida, United States
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About Our Islamorada Office 


Welcome to American Caribbean Real Estate’s Islamorada office, stra

About Our Islamorada Office 


Welcome to American Caribbean Real Estate’s Islamorada office, strategically located across from the iconic Cheeca Lodge and Spa. As the exclusive Christie’s International Real Estate Brokerage in the Florida Keys, our Islamorada office is a vital hub for customers seeking the ultimate Florida Keys lifestyle. 


Islamorada: A Village of Islands 


Islamorada, aptly named the ”Village of Islands,” comprises a string of picturesque islands, including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, Craig Key, and Fiesta Key. Famous for its crystal-blue waters, world-class sport fishing, and laid-back atmosphere, Islamorada is the perfect destination for those seeking both adventure and tranquility. 


Islamorada is renowned as the ”Sport Fishing Capital of the World.” Seasoned anglers flock to these clear, warm waters in search of world-record catches. Charter one of the many professional offshore captains or rent a boat from one of the countless local marinas and fish for dinner or catch-and-release sport fish, including mahi-mahi, tuna, sailfish, swordfish, and wahoo. For those who prefer backcountry saltwater fly fishing, the bayside in the Everglades National Park offers the opportunity to land a Grand Slam—catching a tarpon, a bonefish, and a permit—or to pursue snook and redfish in just inches of water. 


Stunning coastal-inspired homes line the shores of Islamorada, offering spectacular sunrise and sunset views. Whether you start your day with a serene sunrise on your oceanfront veranda or embark on a thrilling water adventure, the Keys provide endless possibilities. 


Islamorada caters to all tastes, with high-end resorts and waterfront eateries for those seeking luxury, as well as more casual and affordable options. Morada Way, the host of the monthly Art Walk, boasts numerous local art galleries and boutiques, making Islamorada’s shopping scene the best in the Upper Keys. 


Unique experiences abound in Islamorada. Swim with the dolphins at Theater of the Sea, a marine mammal park, or feed the tarpon at Robbie’s Marina. Visit the History of Diving Museum to view exhibits such as a 16th-century treasure chest, snorkel around Alligator Lighthouse, or take an eco-tour through the backcountry’s winding creeks on a paddleboard or kayak. Learn to scuba dive while observing spectacular coral heads and tropical fish, or enjoy a sunset cruise to one of the many world-class waterfront dining establishments offering fresh-from-the-dock seafood and other culinary delights. 


Our Commitment to Islamorada 


Our Islamorada office stands as a beacon of excellence, providing exceptional real estate services to those drawn to the beauty and lifestyle of the Florida Keys. Our experienced real estate advisors are deeply connected to the community and offer unparalleled local knowledge and expertise. We are dedicated to delivering a personal level of service that ensures our customers’ comfort and confidence, making us a trusted partner in their real estate journey. 


Whether you are buying or selling property in Islamorada, American Caribbean Real Estate is here to make your real estate experience a successful and satisfying one. Discover the charm and allure of Islamorada with us and find your perfect piece of paradise in this extraordinary Village of Islands. 

Last updated
August 7
First listed
Sep 27, 2025
Listing reference
FKMLS616619
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