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$6,195,000

Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.

4 Beds ⋅ 5 Baths ⋅ 620986 MLS

144 N Rolling Hill Rd, Islamorada

$760,000

Your Island Retreat Awaits: Charming Islamorada Home Where Sunsets Paint the Sky and Breezes Whisper Secrets. This 3-bedroom, 2-bathroom gem boasts a concrete roof, impact windows, shutters, and stainless steel appliances. Safety meets style—your sanctuary awaits. Sunset Watchers' Paradise: Homeowners' park access—launch your boat, paddle your kayak, or simply soak in the world-famous sunsets. With a backyard that dreams are made of: Picture a sparkling pool, oversized and ready for lazy afternoons. And that air-conditioned 'she' or 'he' shed? It's your creative haven. Bunker Chic: All-concrete construction—the roof, the walls—your fortress against worries. Carefree living, one block at a time. Close to shopping, schools, restaurants, and even the hospital. Plus, a quick hop to Miami International Airport. Jet-setter's delight! Founder's Park: Bayfront bliss—sandy beaches, marina magic, and amphitheater vibes. Splash pads, dog-friendly corners, and tennis courts—it's all here. High Point Perks: Private Florida Bayfront access—for strolls or boat ramp adventures. Your slice of paradise, just $100 per year for pedestrian access or $400 annually for the private boat ramp and dock. Schedule a tour, feel the island breeze, and decide: Is this where your heart drops anchor?

3 Beds ⋅ 2 Baths ⋅ 606141 MLS

111 S Rolling Hill Rd, Islamorada

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