365 Billy Sisson Drive

Discover an exceptional Texas Hill Country retreat encompassing 20 +/- unrestricted acres, established short-term rental income. Offering the rare combination of immediate income potential, unrestricted use, spectacular views, and a premier homesite, this property is ideally suited for an investor, private compound, family retreat, or discerning buyer ready to create a private Hill Country homestead. The property currently features two beautifully furnished casitas, each offering comfortable accommodations. An inviting outdoor pavilion with a stone fireplace and grill area provides an exceptional setting for entertaining, gathering with family and friends, or simply enjoying spectacular Hill Country sunsets. At the heart of the property is a stunning hilltop homesite offering panoramic Hill Country views and exceptional privacy. Surrounded by majestic oak trees, this extraordinary setting provides the opportunity to build a custom luxury residence while maintaining the property's existing income-producing potential. The property is fully fenced and ag-exempt, adding to its potential for favorable property taxes. Thoughtfully designed support facilities include a dedicated guest laundry with ice maker, full-size housekeeping facility, multiple washers/dryers to efficiently support the existing rental operation. Ideally positioned approximately 15 minutes from downtown Dripping Springs and 20 minutes from Johnson City and the Texas Wine Country, the property offers convenient access to acclaimed wineries, restaurants, distilleries, and the area's renowned outdoor attractions. This is a rare opportunity to own a substantial unrestricted Hill Country property that combines privacy, income, spectacular views, and the potential to create an extraordinary private estate—all within easy reach of Dripping Springs, Johnson City, and the Texas Wine Country. Don't pass up the opportunity to purchase the 30 +/- acres contiguous to this property with long range views.

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Based on information submitted to the MLS GRID as of 2026-08-14T01:56:54Z UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Provided By
Listed by Jeanne Parker (#494675)
Listing Office: Douglas Elliman Real Estate (#700901)