Experience a rare opportunity to own a private 5.01-acre compound in Dripping Springs, tucked within a quiet neighborhood with direct access to Hwy 290 and just minutes from downtown. Designed for multigenerational living, home-based business, or both, this unique estate blends space, flexibility, and Hill Country charm. The main residence offers approximately 4,558 sq ft, with 5 bedrooms, 4.5 baths, an office, playroom, an expansive living/dining/kitchen area, a large walk-in pantry, Cyrus Akadia luxury vinyl plank, and a massive covered porch and patio with a luxury fireplace, island, and outdoor sink ideal for entertaining. Built in 1998 with significant additions in 2014 and 2020, each bedroom features an ensuite, and the primary suite showcases a spacious walk-in shower with dual heads as well as separate his/her vanities. Two laundry rooms in the main house and another in the guest house add convenience. The compound also includes a 1,028 sq ft guest house with 2 bedrooms, 1 bath, laundry, and a full kitchen, and a living room; a 2,865 sq ft office/warehouse with bath, four offices, and flexible meeting or storage areas that could convert to additional living space; multiple storage buildings; a pump house; and an open field once used as a baseball area and a nearly 2,000 sqft pad with water/sewer ready for additional family home or other building. Total usable living or office space exceeds 9,400 sq ft across the property. Water infrastructure is exceptional with a long-serving well, nearly 30,000-gallon rainwater collection system, and an existing pipeline in place for future city water connection. Lines from the pump house serve all buildings. Additional highlights include a covered outdoor wet bar and fireplace, a podcast/office space, a well and septic systems, and ample room for recreation, gatherings, or business use. A truly rare Hill Country compound offering privacy, versatility, and long-term value.