5 Elevated South Florida Waterfront Homes and Resort-Style Retreats

Within the exclusive guard-gated community of Deering Bay in Coral Gables, this Milano Building 02-line residence pairs a private elevator-entry foyer with ten-foot ceilings and a true “home in the sky” sensibility. Marble floors run through the main spaces, with carpeted bedrooms and an impeccably maintained finish throughout. The layout includes three ensuite bedrooms plus a guest bath, while the granite kitchen centers on an island and is equipped with Thermador appliances. Recent 2024 hurricane impact doors and impact windows add peace of mind, and built-in surround sound supports effortless entertaining. From the residence, enjoy broad city, golf course, and pool views. As the newest building in the community, it offers a gracious lobby, social room, pool and BBQ area, hotel guest suite, and fitness room—along with two assigned parking spots, a golf cart spot, and a storage unit for streamlined daily living.

Set on 2.76 acres in Homestead’s Redlands, this tropical oasis pairs serene grounds with two private 3/2 residences and a rare, resort-like outdoor core. At the center, an immaculately kept grotto invites lingering afternoons, with a spacious seating area, tiki hut, and a gazebo that frames the setting beautifully. Entertaining takes on a special rhythm here, thanks to an amphitheater and dedicated stage area for live music and gatherings. A separate outdoor restroom includes A/C and a fireplace, adding comfort for longer events. The front house offers a 2-car garage, Florida room, and a covered patio with an outside kitchen, while the second home features a 1-car metal carport, tile flooring, an additional room, and its own covered patio. It’s a natural backdrop for ceremonies, celebrations, and everyday escape.

Along the water’s edge in Coral Gables, this meticulously reimagined residence pairs sun-drenched interiors with master-class craftsmanship. Wide-plank French oak flooring runs throughout an open-concept layout designed for grand-scale entertaining, creating an easy rhythm between daily living and more formal gatherings. The chef’s kitchen is outfitted with professional-grade Bertazzoni Italian appliances and sleek stainless steel finishes, lending a quietly refined, culinary focus to the heart of the home. A palatial primary suite offers dual walk-in closets, while two private terraces invite you to step outside and catch the breeze. A private elevator adds effortless arrival, and life at The Gables Club brings 5-star amenities—concierge, restaurant, spa, salon, four tennis courts, and three fitness centers—plus the option to purchase a private boat slip separately for a waterfront-minded routine.

Along the water’s edge in Summerland Key Cove, this fully remodeled waterfront residence pairs a deep-water boating setting with a thoughtful 2024 redesign. Originally built in 2008, the home now reads as a clean, coastal retreat, finished with porcelain tile floors and elegant interiors. Soaring ceilings and expansive windows bring in light and underscore the easy, oceanside rhythm of the Lower Florida Keys. At the center, a chef’s kitchen balances function and restraint, with white cabinetry, GE Café appliances, and a quartz waterfall island suited to everyday cooking or unhurried evenings with friends. Outside, a brand new 60-foot concrete dock anchors the waterfront lifestyle, offering direct access for boating in this oceanside community. The result is a modernized Keys home designed for days that begin and end on the water.

Along the water’s edge in Island Way, this rarely available Aventura residence looks out to the marina and offers intracoastal access for life oriented to the shoreline. Inside, an elegant layout includes three bedrooms and three bathrooms, plus a loft that can convert to a fourth bedroom. Each bedroom is paired with its own private bath and a walk-in closet, creating a sense of privacy and ease for everyday routines and hosting alike. Double-height windows bring in light and emphasize volume, while a new 2024 roof adds a thoughtful update. A two-car garage keeps arrivals and departures streamlined. Set within a gated community, the home is minutes from Aventura Mall, dining, and shopping—an uncommonly tranquil setting with the city’s conveniences close at hand.