San Sebastian St Old San Juan #259 & 261, San Juan, Puerto Rico 00901

A rare opportunity to acquire a historic estate and income-producing hospitality property in the heart of Old San Juan. Spanning approximately 6, 538 square feet across 259–261 Calle San Sebastián, this extraordinary property combines the scale and character of a grand private residence with flexible guest accommodations and an established hospitality operation. The property offers 12 bedrooms and 10 bathrooms, expansive living and entertaining areas, a large contemporary kitchen, dramatic arched corridors, soaring ceilings, traditional architectural details, interior courtyards, and preserved historic elements that reflect the unmistakable character of Old San Juan. Among its most distinctive features are the property’s preserved historic ruins, incorporated into the courtyard and architecture as a striking connection to Old San Juan’s past. Rather than simply occupying a historic district, the property preserves architectural elements that give the estate a character that cannot be replicated in new construction. Designed around indoor-outdoor Caribbean living, the estate enjoys Atlantic Ocean views, partial views of El Morro, and views of cruise ships entering San Juan Bay, complemented by outdoor and wellness areas including a hot tub and cold plunge. The property’s unique configuration provides exceptional flexibility and may be envisioned as a private Old San Juan estate, multigenerational family compound, residence with private guest accommodations, or income-producing hospitality property, subject to applicable permits and regulations. Separate loft-style and studio-style accommodations provide additional possibilities for guests, extended family, staff, offices, or hospitality use. The property also has an established history as an income-producing hospitality asset, offering a compelling combination of lifestyle and investment potential. Financial and operating information may be made available to qualified prospective buyers. Adding significant value, the property has received Institute of Puerto Rico Culture approval for a 10-year property-tax exemption associated with its historic restoration and preservation. The property has also undergone Puerto Rico Tourism Company review in connection with tourism-related incentives. Prospective buyers should independently verify the current status, remaining term, applicability, and transferability of all exemptions, incentives, permits, and approvals. Located on iconic Calle San Sebastián, surrounded by the architecture, restaurants, cultural landmarks, and attractions of Old San Juan, this offering represents a rare opportunity to acquire a substantial historic property combining architecture, history, ocean views, lifestyle, hospitality potential, and income generation in one of the Caribbean’s most recognized historic destinations.