Under contract-accepting backup offers. Historic elegance meets contemporary design at this distinctive fourth-floor penthouse on San Justo Street, in the heart of Old San Juan. Dating to the late 19th century, the building exemplifies Spanish Colonial construction paired with a Neoclassical facade, characteristic of the final decades of Spanish rule in Puerto Rico. Ornamental yet refined, the powder blue facade features tall, arched openings and crisp white molding with gold accents throughout. Fluted pilasters and intricate wrought-iron balconies introduce texture, while cascading greenery and flowering plants lend organic warmth and quiet romance to the structure. Inside the residence, midcentury furnishings, sleek lighting and colonial-style architecture create a harmonious fusion of character and sophistication. Marble floors, exposed beams, and brick accents are highlighted by oversized stormproof windows that bathe this 905 square foot home in abundant natural light. The serene primary suite features an ensuite bathroom with windows that open to the sky. A second bedroom functions as a guest room or office, while a full guest bathroom is conveniently located just off the living area. An open concept living and dining area leads to an airy kitchen, complete with a brand-new Kitchen Aid refrigerator and dishwasher, ample counter space and plenty of storage. Beyond the kitchen, double doors lead to three distinct terraces, each of which have been meticulously renovated. Ideal for intimate gatherings, the first terrace is located just off the kitchen and feels like a natural extension of the home. Offering 628 square feet of outdoor space, the first level terrace is surrounded by built-in planters, overflowing with greenery, and features a dry bar, a storage closet and minimalist, integrated seating. Cozy up with your morning coffee or have guests over for a bottle of wine, all just steps from the main residence. A staircase leads to the second terrace, which provides 854 square feet of open space and views of Old San Juan in every direction. Designed for hosting larger gatherings, this expansive rooftop terrace has modern finishes, built-in countertops and a fully equipped barbecue area. An additional terrace, currently configured as a sundeck, is perched just a few steps above the main terrace. Crowned with two lounge chairs, this is the perfect spot for sunbathing, stargazing, or taking in the 360-degree views. From sunrise over the Capitol to sunset across the iconic Old San Juan rooftops, this terrace delivers some of the city’s most cinematic panoramas. State-of-the-art technology enhances the living experience at this residence, which includes fiber optic internet, remote A/C controls, smart TVs, surround sound systems and digital code locks for added security and ease. Short-term rentals are permitted, and the residence benefits from a Historic Property Certificate granting tax exemptions on property taxes and income taxes from rental revenue. This penthouse offers a rare alchemy of old-world charm, modern sensibility, and unmatched indoor-outdoor living on one of the most enchanting streets in the historic quarter.