Set on 3.75 private acres in the Texas Hill Country, 299 Live Oak Trail offers a well-balanced combination of privacy, thoughtful design, and everyday functionality in a quiet Tarpley setting. The recently remodeled residence spans approximately 1,996 square feet and includes two bedrooms and two full baths, with updates that enhance comfort while respecting the home’s original character. Interior spaces are warm and inviting, featuring solid Caribbean pine flooring, clean architectural lines, and abundant natural light throughout. The kitchen blends function and personality with custom cabinetry, modern appliances, and a retro-inspired refrigerator, opening naturally to the dining and living areas for easy daily living and entertaining. Large windows and glass doors frame Hill Country views and create a strong connection to outdoor living spaces. Attached to the main home, a two-car garage with integrated workshop and studio provides flexible space suitable for hobbies, creative work, remote use, or additional storage. A separate one-bedroom, one-bath guesthouse offers comfortable accommodations for visitors or extended stays, adding meaningful versatility to the property. Outdoor amenities include a private in-ground pool and multiple areas to enjoy the natural surroundings. Mature oaks, rolling Hill Country views, and dark night skies contribute to a quiet, peaceful atmosphere with excellent stargazing. While the setting feels secluded, the property is well suited for full-time living and also functions effectively as a second home or Hill Country retreat. Located within approximately one hour of Lost Maples State Natural Area, Garner State Park, and Hill Country State Natural Area, the property provides convenient access to hiking, mountain biking, and outdoor recreation, while remaining within practical reach of Bandera, Kerrville, San Antonio, and regional services.