Steeped in history and beautifully restored for modern living, the Schildknecht-Weidenfeller House, originally constructed circa 1870, represents one of Fredericksburg's most remarkable residential offerings. Believed by the Gillespie County Historical Society to be the second-oldest residence in Fredericksburg, this exceptional Property seamlessly blends authentic German architecture with luxury finishes and today's modern conveniences. Situated on a spacious 0.23 acre corner lot with R-2 zoning just one block south of Historic Main Street, the home is within walking distance to many Fredericksburg's renowned restaurants, boutiques, and wine tasting rooms. Adding to its appeal, the Property conveys with an active Short-Term Rental Permit for up to four guests, making it an outstanding opportunity as a full-time residence, weekend retreat, or potential investment Property. Offering approximately 2,025 square feet, the home features two bedrooms and one full bathroom and one half bathroom. Soaring ceilings, exposed interior limestone walls, beautiful hardwood floors, and abundant natural light create a warm, inviting atmosphere that celebrates the home's historic craftsmanship while embracing modern luxury. The spacious living room centers around a stunning fireplace, creating the perfect gathering space for family and guests. The thoughtfully designed kitchen is appointed with premium finishes throughout, including custom cabinetry, a Wolf six-burner gas range, Sub-Zero refrigerator, Miele dishwasher, microwave drawer, and a charming breakfast nook featuring custom-built window seating. The spacious primary suite offers a peaceful retreat with a beautifully appointed ensuite bath finished with custom cabinetry and premium stone surfaces. One of the home's most unforgettable spaces lies below ground - a spectacular basement which could be utilized as an elegant formal dining room or wine room, creating an extraordinary setting for intimate dinners and entertaining guests. Outdoor living is equally inviting with a classic covered front porch, while a private concrete patio in the back yard provides additional space for outdoor dining and relaxation. The yard has been meticulously maintained with beautiful St. Augustine grass. A massive Live Oak in the center of the yard is stunning and provides nice shade during the summer. The expansive R-2 zoned lot offers exceptional outdoor space rarely found this close to Main Street. Extensively updated in recent years, the home features a new roof (2019), updated plumbing and electrical systems (2020-2021), five Mitsubishi mini-split HVAC systems, tankless water heater, WiFi-enabled irrigation system, premium saltwater softener, and a gas line servicing the fireplace. A beautifully constructed two-car carport with attached utility and storage room was completed in 2020. A charming picket Coyote fence further enhances the property's curb appeal. Historic homes of this caliber rarely become available. Combining one of Fredericksburg's most significant historic residences with luxury renovations, exceptional walkability, generous lot size, and an active STR permit, 419 W. San Antonio Street offers an opportunity that is truly difficult to replicate.