Tucked away on 5.23 scenic acres in Cypress Springs, this exceptional Hill Country property offers a rare opportunity with three separate dwellings, blending peaceful Hill Country living with unmatched flexibility. The main residence (approximately 2,845 sq ft) has been beautifully updated and features a spacious open-concept layout with a large living and dining area that flows seamlessly into the kitchen. The kitchen is equipped with custom cabinetry, an expansive center island and double ovens, making it ideal for both everyday living and entertaining. A cozy fireplace anchors the main living space, creating a warm and inviting atmosphere. French doors off the main living area open directly to the backyard and pool, creating a seamless indoor-outdoor connection. Off the garage, a versatile bonus room-currently used as an office-offers flexibility as a second living area, game room, guest space, or office. This space includes direct access to the backyard and pool area, along with a half bath that functions as a pass-through pool bath, with access from the flex room as well as a separate exterior door leading directly to the pool area. Outdoor living is a standout feature of the property, offering multiple covered patio areas, including a beautifully designed pavilion-style patio complete with an outdoor kitchen, ideal for entertaining and outdoor dining. The backyard retreat is complete with an in-ground pool and spa surrounded by mature trees, creating a private, resort-like setting ideal for relaxing or entertaining. In addition to the main home, the property includes a pool house and a separately gated secondary residence, offering exceptional versatility for multigenerational living, private quarters, or potential income-producing use. A major highlight of the property is the large metal workshop/storage building, providing substantial space for equipment, hobbies, storage, etc. Additional features include a metal roof, circular drive, and Guadalupe River access with the nearby neighborhood park. A rare opportunity to own a private Hill Country retreat defined by space, function, and a tranquil natural setting.