A rare offering in the heart of Stone Oak, this expansive estate blends Hill Country charm with resort-style amenities and versatile multigenerational living. Designed with subtle nods to Hill Country resort aesthetics, the property combines relaxed elegance with exceptional functionality, ideal for extended stays, long-term guests, or flexible family living. The main residence and attached casita together offer six bedrooms, including a private primary suite, a junior master suite, and a separate mother-in-law suite, along with six full bathrooms, two full kitchens, two generous living areas, a formal dining room, a game room, and three laundry rooms for added convenience. In the main home, the gourmet kitchen is outfitted with premium finishes and opens seamlessly to the main living spaces. The casita is privately connected to the main home and includes its own entrance, a first-floor mother-in-law suite with full kitchen, living area, and laundry, plus large glass doors that open directly to the backyard oasis. Upstairs, a junior master suite and dedicated craft or hobby room provide additional comfort and privacy. An interior connecting door can be secured to offer a unique blend of togetherness and independence. Set on a private, tree-lined lot, the outdoor retreat features twin pools joined by a waterslide and diving rock, a spa, and an outdoor fireplace. Recreational highlights include a half basketball court, in-ground trampoline, and a commercial-grade playground with soft turf, complete with swings, climbing elements, a fireman pole, and an elevated treehouse. The home includes a side-entry three-car garage, along with an additional garage bay currently converted into private living quarters with a full bath, offering flexible use for a boat, golf cart, or guest overflow. Tucked in a prime Stone Oak location within an exemplary school district, this one-of-a-kind property delivers unmatched space, thoughtful design, and resort-style living in one of San Antonio's most sought-after neighborhoods.