5 Waterfront and Investment Standouts Across South Florida and Grand Cayman

Along the water’s edge in Lighthouse Point, this expansive family residence pairs generous interiors with standout boating credentials on a quiet cul-de-sac. Nearly 5,000 square feet of living space is thoughtfully planned with ample storage, walk-in closets, two laundry rooms, and two master suites, while soaring ceilings add volume for everyday living and entertaining alike. Impact windows and doors, a generator, and a tankless water heater support comfort and continuity. Outside, an updated dock and seawall meet a deepwater 100-foot canal, with a 119-foot waterfront position and a quick run—about 15 minutes—to Hillsboro Inlet. Stone pavers shape the patio, complemented by a Chicago brick driveway and porch, a 3-car garage, and a pool and hot tub with a cascading waterfall. An outdoor gas fireplace and kitchen set the scene for long evenings by the water.

Along the water’s edge in Grand Cayman, Halcyon Point is a fully furnished, move-in-ready beachfront estate set on approximately 0.50 acres of prime oceanfront land. Modern in feel and built with solid 8-inch concrete block construction, the residence features 9’3” ceilings, 8’ doors, and advanced foam insulation for energy efficiency. Two 16-foot, four-panel panoramic sliding doors frame uninterrupted Caribbean Sea views, opening to an outdoor kitchen and entertaining area, a private pool and spa, and an expansive second-floor sun deck. With 115 feet by 40 feet of white sandy beach and a 115-foot seawall anchored to bedrock, the setting is designed for both enjoyment and shoreline protection, including an elevated slab at 12’9” above sea level. Privacy, security, and established short-term rental history round out a lifestyle that balances escape with everyday ease.

Steps from Lincoln Road and the dining hubs of Sunset Harbour, this fully operational hospitality asset brings rare flexibility to Miami Beach’s supply-constrained West Avenue district. The building includes 14 legal short-term rental units, all modernized and fully furnished for immediate use, with layouts optimized for transient stays and guest turnover. Each unit is equipped with a kitchenette and finished with modern details suited to high average daily rates. Just as compelling: the property is legally zoned and fully licensed for short-term rentals—an increasingly scarce combination in a tightly regulated market. From the address on 15th Street, daily life stays close to the energy of the neighborhood and the ocean front, while the portfolio benefits from a stabilized, turnkey setup that’s already built to perform.

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Along the water’s edge in Marathon, this rare Florida Keys mixed-use development opportunity pairs substantial uplands with additional bay bottom ownership and four verified building rights supported by a Letter of Site Condition on file. MU zoning allows a wide range of paths—commercial, residential, storage, marina-related, workforce, or market-rate housing uses—with potential subdivision. The site benefits from approximately 216 feet of highway frontage, additional east-side access, and existing improvements that include a duplex and a single-family home. Behind approximately 12 lots along Cocoplum Drive, a distinctive bay-bottom asset opens the door to dockage, marina concepts, water access, or longer-term redevelopment. Deep-water access and proximity to the marked channel further shape what life and work on the water could become here.

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On a residential street in Boca Raton, this fully renovated single-story home is set on an expansive lot and designed for an easy, open flow. Soaring ceilings and an open-concept layout create a sense of volume throughout the main residence, where a chef’s kitchen anchors daily life with an oversized island suited to everything from casual breakfasts to larger gatherings. In addition to six bedrooms and six bathrooms, a separate two-bedroom, two-bath guest house offers a comfortable, private retreat for visitors or extended stays. Outside, a resort-style pool shapes sun-filled afternoons and relaxed evenings at home. A three-car garage adds practicality, while the setting offers access to championship golf, world-class tennis, a spa, and fine dining—an unparalleled private country club lifestyle at the heart of Boca Raton, with golf membership included.