This reimagined 1940s Spanish Revival estate in Condado offers an exceptional blend of luxury, versatility, and location. Featuring four bedrooms, two full bathrooms and two half bathrooms in the primary home, and a detached guest house with one bedroom, one bathroom, and a full kitchen. This versatile property is set on a rare 450 square meter lot that includes a gated one-car garage and covered parking for up to four vehicles. Boasting ten-foot ceilings throughout, travertine flooring, and two professional-grade kitchens, the home was meticulously renovated with fully updated electrical and plumbing systems, split-unit air conditioning systems, storm-rated windows and doors, on-demand water heating, security system throughout, and fiber optic internet. The expansive 1,900+ square foot rooftop retreat boasts a custom-built gazebo, Jacuzzi spa, and panoramic views of the Condado skyline, ideal for entertaining or relaxing. A tranquil courtyard with a Spanish-style fountain enhances the serene, resort-like ambiance. Once the private residence of iconic poet and women's rights pioneer Lola Rodriguez de Tio, this home carries a legacy of cultural distinction that enriches its timeless elegance and modern luxury, making it perfectly suited for elegant family living, multi-generational household, or boutique commercial use such as a guest house or Airbnb. Ideally located walking distance from San Juan's top schools, pristine beaches, upscale shopping, world-class dining, and major medical facilities, this estate offers an unmatched lifestyle for families or investors seeking a prime hospitality opportunity.