$9,000,000 - $100,000,000 Florida Keys Homes For Sale - Real Estate

Step into a world where tropical splendor meets unparalleled luxury. Welcome to one of the most exclusive waterfront estates in the Florida Keys, a masterpiece where natures beauty harmonizes with architectural brilliance. This renowned oasis spans five lush acres with 244 feet of ocean frontage, offering privacy, prestige, and world-class amenities. Pass through the private gates and be transported to a sanctuary of elegance. The 5,600-square-foot main residence, custom-built by DAsign Source, showcases exquisite craftsmanship. At the heart of the estate is a resort-style pool, winding through tropical landscapes with waterfalls, a waterslide, and a Tahitian-style river leading to a swim-up tiki bar. This outdoor haven is designed for lavish relaxation and entertainment in a breathtaking oceanfront setting. Adding to the allure is the 2,999-square-foot guest house, a standalone retreat with unmatched versatility. Featuring a full kitchen, multiple bathrooms, and generous living spaces, it provides exceptional privacy and autonomy, perfect for hosting guests or staff. For boating and fishing enthusiasts, the private marina and boat ramp offer direct access to the pristine and famed waters of the Keys. The property also presents the potential for a private hangar, catering to the aviation elite. Inside, the estate is designed for the most discerning tastes. The gourmet kitchen is a chefs dream, while sumptuous guest suites, each with private balconies opening to the lush poolscape, ensure that every stay is a five-star experience. Beyond the main features, discover a stunning movie theater, expansive porches, rain forest, fruit orchard, multiple garages, carriage house, tortoise habitat and so much more. This estate redefines coastal living, offering an unmatched blend of seclusion, luxury, and prestige. A personal resort in the heart of the Florida Keys, this home elevates everyday life to an extraordinary experience of comfort, grandeur and tropical serenity.

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and the Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5-star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate five-bedroom, four-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO-exempt permit allows for constructing another dream home. This is a completely turnkey, fully furnished property that provides a peaceful, tropical escape from the ordinary. This purchase includes a Shore Station Lot completely fenced in to leave vehicles and has a 58 seawall to accommodate your personal ferry. Full list of amenities included in the documents tab.

Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. Now being offered for the very first time, this one of a kind legacy property beckons you to bask in original elements of the Florida Keys way of life at Kids Cay. Three charming homes; a timeless 4 bedroom main house, an expansive 4 bedroom guest house and a lovely 2 bedroom caretakers cottage. This tropical and tranquil estate has nearly 8.5 acres of upland plus 7.98 acres of ocean bottom plus ample and protected concrete dockage (104 feet and 34 feet) and oceanfront observation pier. Extra wide and spacious porches adorn every corner of the classic homes and are a seamless blend of indoor and outdoor living maximizing the infinite open water views and constant ocean breezes. Enjoy complete privacy lounging by the resort-style pool or stroll barefoot along your private beach, and nature preserve; a sanctuary for plethoras of beautiful native birds. This estate is the epitome of true island living and serenity and beautifully lends itself to photo shoots, movies, weddings and luxury weekly rentals.

Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimate privacy & tranquility. The Orchid Cove Estate spans 14.5 Acres offering 1,000 ft. of waterfront & Private Beaches accessed through a grand entrance surrounded by a breathtaking canopy of exotic trees. Award winning Botanical gardens surround the property featuring impeccably curated nature trails leading to the main house, a boathouse, guest villas, & beach cove. Main residence rises 10 ft above the ground level, entered through a footbridge surrounded by coral rock waterfalls & koi ponds. Expansive water views, Library, Theater, Spa & Wellness room, Elevator & Chefs kitchen, private boat dockage,10+ car garage, catering facilities, generator & more. Daily spectacular sunsets. Arrive by seaplane, boat, or car.