Motivated seller presents a rare chance in Dripping Springs with two distinct homes, sweeping views, and proven rental revenue. Positioned on one acre atop Hilltop Drive in the Hills of Springlake, this property captures nearly 360-degree Hill Country vistas within a peaceful Certified Dark Sky Community. The rear home is a completed 1,200 sq. ft., 2-bedroom, 2-bath contemporary build finished in 2023 and now running as a fully furnished Airbnb Guest Favorite with strong repeat and referral clientele. The active Short Term Rental (STR) is projected to generate nearly $50k this year. Renovations added brand-new electrical, plumbing, HVAC, framing, spray foam insulation, tankless water heater, heat-pump system, double-pane windows, stainless appliances, gas range, and gas dryer. A spacious covered patio opens to stunning sunset skies and unobstructed horizons. The front residence spans 2,134 sq. ft. and was stripped to the studs, then reframed for a redesigned 3-bedroom, 3-bath plan featuring two living areas, an oversized dining space, and a high-end kitchen vision. The upstairs primary suite is framed to highlight dramatic hilltop scenery from both sides of the house, while a covered rear patio looks across the generous yard and natural surroundings. Located in the ETJ with few restrictions, the property allows flexibility for future use and plans. Occupy one home while finishing the other, run both as short-term rentals with projected annual income above $100k, establish a private family retreat, or tailor the front home to suit your goals. The guest house can also be separated onto its own electrical service. Its adaptability, setting, and potential create a standout opportunity in one of the Hill Country’s most desirable locations. Private showings are available through the listing agent.