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 features two bedrooms and two full baths, with updates that enhance comfort while respecting the home's original character. Interior spaces are warm and inviting, highlighted by solid Caribbean pine flooring, clean architectural lines, and abundant natural light. The kitchen blends function and personality with custom cabinetry, modern appliances, and a distinctive retro inspired refrigerator, opening naturally to the dining and living areas for easy day to day living and entertaining. Large windows and glass doors frame views of the surrounding Hill Country landscape and connect the interior to outdoor living spaces. Attached to the main house, a two car garage, integrated workshop and studio provide flexible spaces well suited for hobbies, creative pursuits, remote work, or additional storage. A separate one bedroom, one full bath guesthouse offers comfortable accommodations for visitors or extended stays, adding valuable versatility to the property. Outdoor amenities include a private in ground pool and multiple areas to enjoy the natural setting. Surrounded by mature oaks and rolling Hill Country views, the property offers privacy, dark night skies for exceptional stargazing, and a most peaceful atmosphere. While feeling secluded, the property is equipped for comfortable full time living and serves equally well as a second home or Hill Country retreat. This is a property designed for those seeking a remarkably quiet space, fresh, clean air, and long term livability in one of Bandera County's most scenic and low density areas. Lost Maples State Natural Area, Garner State Park, and Hill Country State Natural Area are less than an hour away, offering access to scenic hiking, mountain biking, and Hill Country outdoor recreation. This home offers peace and quiet, clean Hill Country air, and star filled nights, with a home that supports daily living, remote work, and creative pursuits balanced by practical access to Bandera, Kerrville, San Antonio, and regional services.