A rare opportunity to own an architectural treasure in desirable Tobin Hill, just moments from the San Antonio River Walk, The Pearl and downtown. Designed by renowned architect Atlee B. Ayres in 1899, the historic Victorian Lady Inn showcases timeless elegance with grand columns, oak wainscoting throughout the foyer and dining areas, leaded-glass windows, eight chandeliers and three fireplaces. The impressive main residence offers nine beautifully appointed bedrooms, each with a private en-suite bath, along with multiple balconies showcasing stunning city views. The detached guest house is currently operated as a short-term rental and features a full kitchen and dining area, eight bedrooms, three bathrooms and a private second-floor balcony patio. Designed for gracious entertaining, the property offers an extraordinary setting for intimate wedding ceremonies, family reunions, luncheons, seminars and other private gatherings. Situated on a prominent corner lot, the grounds feature lush mature landscaping, an in-ground swimming pool and an inviting patio ideal for outdoor entertaining. Situated on 0.532 acre lot and Zoned C-2, this distinctive property presents exceptional possibilities as a private residence, boutique inn, event venue or commercial investment, subject to applicable regulations and approvals. Rich in history, architectural distinction and modern convenience, 421 Howard Street is a one-of-a-kind San Antonio landmark ready to welcome its next owner and begin a new chapter.