Some waterfront homes in the Florida Keys come with a swimming pool and a dock. This sprawling compound in Tavernier, however, takes things several steps further with two residences, a protected marina basin, a 120-foot-long swimming pool, and 480 linear feet of ocean frontage. Positioned between Key Largo and Islamorada, the property is surrounded by bird sanctuaries, protected wildlife areas, and some of the region’s best boating and snorkeling waters. It’s also a short drive from the record-setting estate purchased by Barstool founder Dave Portnoy in 2025.
Spread across two adjoining parcels, the tropical retreat combines a recently completed contemporary mansion with a separate guesthouse, or caretaker’s residence. Altogether, the compound includes eight bedrooms, eight full bathrooms, and three half baths across more than 9,700 square feet.
The primary home spans roughly 8,200 square feet with five bedrooms, six full bathrooms, and two powder rooms. Interiors are finished with white diamond marble, teak flooring, custom millwork, and walls of glass that frame the waterfront setting, while smart-home technology controls everything from the lighting to security and sound systems. Standout features include a vapor fireplace anchoring the main living area and an elevator connecting the home’s multiple levels.
