Discover a rare convergence of heritage and high-level horsemanship, at this extraordinary 13-acre equestrian estate in the heart of Wine Country! The property enjoys a long-standing legacy deeply rooted in the horse community of Sonoma County, offering a truly unique opportunity for a new owner to bring their own vision to life and carry on the tradition of this celebrated ranch. Anchored by a charming farmhouse, the estate captures the timeless soul of the region while providing professional-grade equestrian infrastructure that is increasingly rare to find. The vintage two-bedroom, two-bathroom residence preserves its authentic turn-of-the-century character with an open floor plan and sweeping views across the grounds. The home serves as a warm inviting centerpiece, whether used as a primary home or manager's quarters. Additionally, there are currently two caretaker units on site as well as a rustic bunk house. For the serious equestrian the facilities are thoughtfully designed for seamless high-volume operations, with 31 total stalls. The setup includes a 9-stall main barn with wide breezeways and 3 tack rooms. There are 5 additional rear stalls off of the main barn featuring direct turnouts, a 7-stall secondary barn, and an additional 10-stalls integrated into the covered arena for all-weather convenience! Daily training and conditioning are elevated by an approx. 100' x 120' covered arena, a spacious outdoor arena, and a round pen, all complemented by numerous fenced pastures equipped with three-sided shelters for, restful turnout. The estate is supported by exceptional infrastructure, highlighted by dual high-capacity wells, a domestic well (approx. 10 GPM) and a dedicated agricultural well (approx. 42 GPM) ensuring robust water security for both the home and facility. The property is also served by a Kohler propane back up generator for power outages, as well as an owned solar system mounted on the covered arena, to offset your power bill! Ideally situated just moments from Santa Rosa and Sebastopol with easy access to the Russian River, the Sonoma Coast and the Sonoma County Airport. 2278 Woolsey Road offers an inspiring foundation to revive a historic training facility, establish a premier boarding operation, or build your own Wine Country dream!