5 Coastal Florida and Caribbean Estates and Development Opportunities

Steps from the shoreline, this historic Key West estate unfolds on one of the island’s most exclusive streets, framed by a stunning wall of bougainvillea and a stately front porch. Inside, elegant living spaces are filled with natural light and garden views from nearly every window. The great room sets the tone with 12-foot ceilings, a curved wall of windows, and French doors opening to a serene covered porch and outdoor dining area. In the kitchen, new Viking appliances and ample counter space pair with a view across the gorgeous, azure pool. A first-floor mother-in-law suite adds flexibility, while upstairs a spacious primary suite is joined by two guest rooms—one with a balcony for treetop views and a prime vantage for the 4th of July fireworks. Two detached guest cottages, each with a full bath, offer quiet retreats among the gardens. Outdoors, an oversized L-shaped pool and an outdoor kitchen with a built-in Viking grill invite long, effortless evenings just one block from the Atlantic, Casa Marina Hotel, tennis and pickleball courts, and White Street Pier.

Set on a broad stretch of land in Miami’s 33170 area, this 40-acre parcel offers a rare canvas for agricultural use and future planning. The acreage is described as clean and clear, ready for trees, a nursery, or the flexibility of 5-acre buildable lots. Positioned on SW 217th Ave between SW 226th Ter and SW 221st St, the property benefits from access from three sides, an everyday advantage whether you’re thinking in terms of operations, staging, or long-term layout. Practical infrastructure is already in place, with an FPL power connection out front and multiple wells on the property to support AG use. It’s a straightforward, work-ready site with the kind of scale that invites big ideas and patient stewardship.

Size: 40.00 acres

Along the water’s edge on St. Thomas’ West Side, this tranquil parcel unfolds in a serene, naturally beautiful stretch of the island, framed by breathtaking ocean views. Offered as a development opportunity, the property is positioned for exceptional flexibility and long-term investment value, with the scale to support a range of possibilities. The setting suggests a quieter daily rhythm—sea and sky as a constant backdrop—while still allowing room to create something thoughtfully planned. The listing envisions the land as perfectly suited for a residential community or investment subdivision, with ample acreage to design a project aligned with your vision and goals. It’s the kind of rare canvas where privacy, nature, and open horizons shape what comes next.

Size: 27.26 acres

Along the Gulf-front edge of Big Pine Key, “The Castle” unfolds as a gated estate spanning 1.14 acres, with sweeping Gulf views as its constant backdrop. Built in 2014 with poured concrete construction, impact windows and doors, an elevator, and a generator, the home pairs durability with a sense of occasion. Boating takes center stage with 235’ of dockage: a 140’ protected canal dock with lift, ramp, and slip, plus a 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen—anchored by a 10.5’ island, dual sinks, a Jenn-Air gas range, and wood cabinetry—opens to a grand family room, theater, and rooftop deck. The top-floor primary suite adds water views, an office, lounge, spa bath, and custom closet, while a resort-style pool and spa with heater/chiller and LED lighting rounds out the retreat.

Along the water’s edge in prestigious Port Antigua, Casa Contessa is a 2023 modern coastal estate designed with an exacting eye. Built with full CBS construction, impact windows and doors, and a true concrete roof, it pairs peace of mind with a polished Keys sensibility on a quiet cul-de-sac. Days unfold between 78 feet of concrete dockage with a boat lift, a heated concrete pool and spa, and a full outdoor kitchen. A dedicated pool bath with a steam shower brings a rare, spa-level finish outdoors. Inside, the chef’s kitchen centers on a dramatic stone island with Viking and Miele appliances, a built-in espresso machine, and a wine cooler. Expansive living areas open to multiple terraces, framing Atlantic Ocean views and unforgettable sunset skies, with Port Antigua’s private sandy beach and gated boat ramp just moments away.