Discover a rare opportunity in the prestigious gated community of Weston Hills Country Club. Tucked at the end of a quiet cul-de-sac and surrounded by mature Clusia and Arboricola hedges, this custom residence offers exceptional privacy, flexible living space, and true multi-generational design. Hurricane-ready with impact windows and doors, Kevlar screens, and accordion shutters. A grand two-story foyer opens to diagonal porcelain tile, formal living and dining rooms, and a bright family room overlooking the screened pool and covered patio. The renovated chef's kitchen features shaker cabinetry, quartzite countertops, and stainless steel appliances. The main level also includes a guest bedroom, full bath, laundry room, and two-car garage. Upstairs, the primary suite offers vaulted ceilings, a sitting area, two walk-in closets, and a renovated spa bath with a soaking tub and a glass-enclosed shower. Three additional bedrooms share an updated bath. The standout feature is the generator-ready two-story private addition with its own entrance, ideal for extended family, guests, caregivers, or an executive retreat. It includes a full kitchen, living and dining areas, a built-in office, a cabana bath, and a hydraulic elevator to a second primary suite with maple floors, oversized closets, and a private bath. Outside, a screened pool, expansive paver patio, and covered entertaining area. Three A/C systems with UV purification, crown molding, fresh paint, step-free entry, and parking for six.