5 Florida Waterfront and Gated Retreats in the Keys and Miami

Along the water’s edge in Cudjoe Gardens, this beautifully maintained waterfront residence pairs everyday comfort with an easy connection to the open sea. Ground-level living sits above base flood, while soaring ceilings lend volume and light to the interior. Pella windows, a standing seam metal roof, and warm wood cabinetry underscore a thoughtful, durable approach to coastal living. For boaters, the setting is hard to overlook: an 80-foot concrete dock and a wide canal deliver direct ocean access, turning spontaneous outings into part of the weekly rhythm. A 2-car garage adds practical storage for life in the Keys, and the address places you just 20 miles from Key West for dining, culture, and day trips. Mornings and evenings naturally revolve around the dock, the canal, and the calm cadence of the water.

Within the prestigious, gated enclave of Oasis Park Square in Doral, this modern residence is designed for an easy, elevated daily rhythm. Natural light fills a seamless open-concept layout, framed by sophisticated décor and premium, high-end finishes throughout. At the center, a chef-inspired Italian kitchen pairs sleek quartz countertops with top-of-the-line appliances, while an elegant custom wine cellar sets the tone for effortless entertaining. Four bedrooms each feature a luxurious en-suite bathroom, offering comfort and privacy across the home. Above it all, an expansive rooftop terrace extends the living space outdoors, complete with a built-in BBQ for relaxed evenings and intimate gatherings. Set in a secure community with close proximity to A+ schools and steps from the vibrant amenities of City Place, life here feels connected and composed.

Along the water’s edge in Big Pine Key, this solid concrete residence (built in 1989) pairs practical construction with easygoing outdoor living. Inside, 1,882 square feet includes three bedrooms and two baths, while an expansive 1,800-square-foot garage and lower enclosure offers flexible space for storage and day-to-day gear. Outdoors, an in-ground concrete salt water heated pool sets the tone for long afternoons, complemented by a 400-square-foot tiki hut with a teak bar for shaded gatherings. For boaters, a 75-foot concrete dock with aluminum bumpers is equipped with 5,000 lb. davits, making time on the water feel woven into the rhythm of home. Life here is measured in swims, sunsets, and effortless departures by dock.

Along the water’s edge in Tropical Bay Estates, this elevated concrete home (built in 1993) is designed for easy days on the bay with ocean access just 15 minutes by boat. An enclosed courtyard entry leads to two oversized screened lanais—one upstairs, one at ground level—while impact windows and doors, a new metal roof, and updated A/C with two mini-splits support year-round comfort. The primary suite features a California closet system, whirlpool tub, walk-in shower, and dual sinks. In the kitchen, Samsung, LG, and GE Café appliances include an induction double-oven range with downdraft exhaust and a wine cooler. Outside, a 50′ concrete seawall, concrete patio, bamboo, and a fruit-bearing mango tree frame dockside essentials: a 15k boat lift, bait-cleaning station, underwater fish lights, and a crank-out awning. Even the enclosed 3-car garage is thoughtfully equipped for waterfront life.

Set in Miami Shores Estates, this contemporary residence has been entirely remodeled with permits to feel brand new. Inside, three spacious bedrooms and three luxurious baths are complemented by the potential to convert to a 4-bed/4-bath layout. A huge living area opens seamlessly to the backyard, where a dedicated lounging zone, patio, and pool create an easy rhythm for everyday life and weekend entertaining alike. Impact doors and windows add peace of mind, while a new AC supports year-round comfort. The primary suite is designed to evoke a spa-like retreat, echoed outdoors by Zen landscaping that frames the pool as a serene oasis. Located in one of the most desirable areas of Miami Shores, it’s walking distance to the Miami Shores Golf Course and close to Miami Country Day School, with nearby restaurants and retail shops for effortless errands and evenings out.