4 Luxury Estates in Florida and Bahamas Showcasing Waterfront Elegance and Exclusive Privacy

Set against the stunning waterfront of Harbour Island in The Bahamas, Pineapple Wine offers an exquisite blend of classic island allure and contemporary elegance. This serene estate features four inviting bedrooms—two within the main house and two in a charming adjacent cottage—ideal for welcoming family and friends. A private oceanfront pool gazes out over endless turquoise waters, framed by lush tropical landscaping that crafts a tranquil escape. Just moments from Dunmore Town’s vibrant restaurants, shops, and the iconic Pink Sand Beach, the property balances seclusion with convenience. For boating enthusiasts, a 100-foot private dock equipped with power, water, and multiple slips for vessels up to 60 feet awaits, complemented by a picturesque gazebo and seating area. Here, breathtaking sunsets over the sea become a daily ritual, while proximity to South Florida and exceptional fishing add to the allure of this island haven.

Rising above the rugged beauty of Sugarloaf Beach, this iconic 5,208 sq. ft. oceanfront estate in the Florida Keys commands attention on 2.33 gated, ultra-private acres. A celebrated filming location for the blockbuster movie *True Lies*, it seamlessly blends Hollywood history with unparalleled waterfront living. Owners are treated to a rare 6-boat private marina, complete with a protected basin, two lifts, and a personal boat ramp—an amenity nearly impossible to replicate. The property enchants with a private sandy beach, a lagoon-style saltwater pool featuring a heater and chiller, and an expansive tiki bar for effortless entertaining. Inside, a chef’s kitchen flows into a spacious dining area, while sweeping open-water views pour in from nearly every room. With six bedrooms, five bathrooms, and two covered verandas overlooking panoramic vistas, this estate offers seclusion and sophistication in equal measure.

Positioned within the serene Windmill Ranch Estates in Weston, this sprawling 1-acre estate offers an idyllic retreat for those seeking space and sophistication. With six generously sized bedrooms, an office, and 8.5 bathrooms, the home effortlessly accommodates both family living and grand entertaining. Step outside to a private oasis, where a sparkling pool, relaxing spa, and fully equipped outdoor kitchen create the perfect backdrop for leisurely afternoons and memorable gatherings. Inside, the recently remodeled interiors exude modern elegance, complemented by a new roof and impact windows that ensure peace of mind. Every detail has been thoughtfully updated, making this residence truly move-in ready. Surrounded by the tranquility of rural charm yet close to Weston’s conveniences, this estate strikes a rare balance of seclusion and accessibility, inviting a lifestyle of comfort and ease.

Size: 1.00 acres

Rising above the serene mountain landscape, this ultra-modern rural estate offers a breathtaking retreat from the everyday. Perched in an elevated setting, the 3-story waterfront property boasts eight en-suite bedrooms, each designed with soaring ceilings and expansive glass walls that invite natural light to illuminate every corner. The open-concept living spaces flow seamlessly, enhanced by premium features like a stainless steel elevator, Miele appliances, and Schuco windows and doors. A sprawling third-floor loft, complete with a stylish bar, opens to generous terraces where stunning sunset views over the distant downtown unfold. Outside, a resort-style pool and summer kitchen create an idyllic space for relaxation, while a 3-car garage with lift capacity for six ensures ample storage. With 100 feet of deepwater dockage and easy ocean access, this estate harmoniously blends luxury with the tranquility of mountain living.