Inside the $12M Islamorada Estate That Redefines Coastal Luxury

Lucía Torres · 2026-07-22

When you think of Islamorada, you probably picture classic beachside bungalows and laid-back fishing shacks. But the estate at 19 Avocado Street flips that script entirely. Custom-designed by the award-winning Charles Vincent George Architects, this poured-concrete waterfront home is a bold statement in coastal modernism. ### A Different Kind of Florida Keys Home Spanning 5,489 square feet on 1.27 private acres (that's two combined lots), this estate isn't trying to blend in. It stands out with floor-to-ceiling glass windows that capture panoramic sunset views across Florida Bay. The concrete construction isn't just for looks—it gives the house a solid, modern feel that can handle the salt air and tropical storms. Palm and fruit trees line the walkway, creating a natural entry that feels both native and curated. Inside, you're greeted by a floating staircase that anchors the main living area. Twelve-foot doors make the ground floor feel massive, while engineered hardwood floors run throughout. The finishes are intentionally understated, letting the architecture and the views do the talking. ### Indoor-Outdoor Living at Its Best The open floor plan flows straight from the foyer to the bay side. The kitchen, dining room, and family room all share floor-to-ceiling retractable glass walls that disappear when you want fresh air. The minimalist kitchen features quartz countertops and a full suite of Miele and Thermador appliances. There's also a hidden walk-in pantry tucked away to keep the main cooking area clutter-free. **Key features at a glance:** - 5,489 square feet of living space - 1.27-acre lot with two parcels - Floor-to-ceiling retractable glass walls - Quartz countertops and high-end appliances - 50-foot saltwater lap pool - 12,000-pound boat lift - EV charging in the oversized garage ### The Primary Suite and Guest House The first-floor primary suite offers easy accessibility and full views of the 50-foot saltwater lap pool and the bay beyond. A large picture window floods the primary bath with natural light, where you'll find a standalone tub and dual sinks. A spacious walk-in closet sits just across the hall. What's really smart is how the primary suite shares an outdoor patio with a separate one-bedroom, one-bath guest house. This gives you a fully independent space for family, staff, or overflow guests without eating into the main house's square footage. ### Upstairs Flexibility Upstairs, you'll find three additional ensuite bedrooms (two with balcony access) plus a large bonus room that opens onto a turfed deck facing the bay. This bonus room is a flexible space—it could be a home office, a media room, or an extra bedroom depending on your needs. ### Outdoor Amenities That Feel Like a Resort The outdoor patio blends modern-tropical design with resort-caliber relaxation. A sculptural gateway echoes the home's cantilevered architecture. The elevated heated and chilled saltwater lap pool is perfect for year-round swimming. There's also a private sandy beach area, multiple entertaining terraces, mature tropical fruit trees, and an air-conditioned garden shed. A gated entrance ensures exceptional privacy. For boat owners, the protected boat basin features a composite dock and a 12,000-pound boat lift. You've got immediate access to world-class fishing and diving. At the front of the property, there's an oversized air-conditioned garage with EV charging and a half bath, plus a covered carport adjacent to the main house. ### Why This Property Matters 19 Avocado Street offers a rare chance to own one of the Florida Keys' premier contemporary bayfront estates. It combines exceptional architecture, outstanding construction, and those spectacular sunsets that make the Keys famous. If you're looking for a home that's both modern and deeply connected to the water, this is it. For more information or to schedule a showing, reach out to The Agency's Lisa Swanson.