5 Luxury Florida Waterfront and Estate Retreats from Keys to Gables

Tucked into Geiger Key, 156 Sea Ln is a rare legacy residence where history and character meet exceptionally robust construction. The two-bedroom, 2.5-bath layout is wrapped in reinforced concrete block and high-strength masonry—an approach seldom seen in residential design. Hollow-core concrete slabs form both the floors and the roof, lending a sense of permanence that quietly shapes the daily experience, from the way the home holds temperature and sound to the grounded feeling underfoot. More than simply shelter, the architecture reads as enduring and intentional, with materials chosen for longevity rather than trend. For those drawn to places with a clear point of view, it offers the confidence of serious building craft and the pleasure of living in a property designed to stand the test of time.

Originally built in the mid 1920s, this Old Spanish treasure traces a distinctive chapter of Coral Gables history. Masterfully designed by architect Upton C. Ewing under the watchful eye of Phineas Paist, it unfolds as an architectural journey—elegant, storied, and rich with presence. Set on Alhambra Circle within the Alhambra Circle Historic District, the estate sits mere yards from the Coral Gables Country Club and its golf course, placing daily life close to one of the area’s defining landmarks. Offered for the first time in 45 years, this grand dame carries both historical significance and the promise of renewal. For a new steward ready to revitalize its timeless allure and grandeur, it’s a rare chance to restore a true masterpiece and let its next era begin.

Along the water’s edge on pristine Bogie Channel in Big Pine Key, this open-water retreat is tucked away on two gated acres, balancing privacy with a distinctly resort-style rhythm. Inside, an expansive chef’s kitchen anchors an easy, open layout—equally suited to quiet mornings and lively gatherings after a day on the water. Outside, a 1,500 sq. ft. saltwater pool and a private sandy beach create a seamless connection to the shoreline. For those who live for time afloat, world-class boating access reaches both the ocean and the backcountry with ease. Practical details are equally well considered, with an RV pad offering 30/50 amp service and a 40 x 40 four-bay garage ready for gear, toys, and tools. Days here naturally begin and end with the channel.

Surrounded by 14 acres in the highly sought-after Redlands area, this sprawling estate spans three folios (30-6816-000-0050, 30-6816-000-0490, 30-6816-000-0550), offering a sense of scale that’s increasingly rare in South Florida’s farming communities. Mature Longan and Mango trees define the landscape, supported by a state-of-the-art irrigation system designed to sustain the property’s agricultural rhythm. The setting balances country calm with everyday convenience, positioned near the Redland Golf & Country Club, top local amenities, and major roadways that keep Miami within easy reach. Whether envisioned as an agricultural endeavor or a long-term landholding, the acreage invites a lifestyle shaped by open space, established plantings, and the quiet satisfaction of land that’s already working.

Size: 4.25 acres

Along the water’s edge in Key Colony Beach, this 6-bedroom, 4-bath home is set on a 100-foot wide canal with quick ocean access and 75 feet of concrete dockage—an easy rhythm for days shaped by the water. Recent updates focus on resilience and longevity, including new impact doors and windows, along with a metal roof installed in 2023. The waterfront pool adds a natural gathering point, whether the day begins with boating or ends with a quiet swim. Designed to accommodate both personal use and income potential, the property allows weekly rentals, offering rare flexibility in how—and how often—you live here. It’s a place where the canal becomes part of the everyday backdrop, and plans can stay as open as the horizon beyond the inlet.

Price: Contact for pricing