Set beneath a canopy of mature oaks on one of Alamo Heights' most picturesque streets, 258 Tuxedo Avenue masterfully blends the timeless character of a nineteen thirty-five stone cottage with the sophistication and comfort of modern living. Thoughtfully expanded and beautifully reimagined, this exceptional residence offers an elevated lifestyle in one of San Antonio's most coveted neighborhoods. The home's iconic stone facade and arched entry introduce interiors rich in warmth, architectural detail, and refined craftsmanship. Designed for both everyday living and effortless entertaining, the floorplan features multiple living and dining spaces, a luxurious main-level primary suite with spa-inspired bathroom and generous closet accommodations, and an open-concept kitchen appointed with gas cooking, center island, and stainless steel appliances. A standout feature rarely found at this price point is the temperature-controlled wine cellar complemented by a stylish wet bar—creating the perfect backdrop for intimate gatherings or larger-scale entertaining. Upstairs, secondary bedroom suites feature vaulted ceilings, custom built-ins, and flexible spaces ideal for guests, family living, or a dedicated home office. Outside, professionally curated landscaping, native plantings, mature trees, and a charming flagstone walkway create an inviting sense of arrival. A gated driveway and detached two-car garage provide both privacy and convenience while the low-maintenance backyard offers a peaceful retreat for quiet mornings or evening relaxation. Situated within the heart of Alamo Heights, residents enjoy nearby amenities to neighborhood parks, local cafes, boutiques, and highly regarded Alamo Heights Independent School District schools while remaining just minutes from The Pearl, Broadway corridor dining, and Downtown San Antonio. 258 Tuxedo Avenue is a rare offering where historic charm, modern luxury, and an unmatched lifestyle converge in one of the city's most enduring and desirable enclaves.