17 CALETA DE LAS MONJAS #1B San Juan, Puerto Rico

One or more photo(s) has been virtually staged. Set along Caleta de las Monjas—known to locals simply as La Caleta—this residence is anchored in one of Old San Juan’s most enchanting enclaves, where the city’s romance feels almost cinematic. The street is a narrow ribbon of smooth blue cobblestone, framed by beautifully painted Spanish Colonial façades and classic balconies that instantly evoke the sensation of stepping into a centuries-old coastal town. Just steps away, Plazuela de la Rogativa—widely considered the most breathtaking viewpoint in Old San Juan—unfolds above the bay with its canopy of trees, the historic city walls below, and the shimmering water beyond, in a scene so extraordinary it’s often chosen as a wedding setting. With only a limited number of residences along this exclusive stretch, opportunities here are exceptionally rare—making this not only a home, but a true Old San Juan acquisition. Set quietly in the interior of the building, the home enjoys a sense of privacy and calm—an unexpected retreat from the vibrant energy of the streets just beyond. At its center, a charming open-air courtyard brings natural sunlight into both levels, with the residence thoughtfully arranged around three sides of this private interior oasis. The result is bright, inviting, and refreshingly serene, with an effortless “townhouse” feel from the moment you arrive. Inside, the space has been tastefully updated with modern flooring, a sleek open kitchen that flows into the dining area, and two contemporary bathrooms featuring clean, polished finishes. Fully air-conditioned throughout, the home is elevated by curated lighting and an eclectic, worldly design aesthetic—layered, colorful, and sophisticated, offering a welcome alternative to the predictable all-white minimalism seen everywhere today. The open-air courtyard is a charming centerpiece—an intimate pocket of sky and light that invites effortless personalization, whether through curated greenery, a subtle water element, or ambient evening lighting. Ideal as a primary residence, a refined pied-à-terre, or an exceptional income-producing property, this home delivers what few Old San Juan addresses can: privacy, character, and the rare privilege of living just steps from the city’s most iconic and breathtaking setting—La Caleta and the unforgettable Plazuela de la Rogativa. NOTE: Interior courtyard photograph has been virtually staged.