Tucked behind gates in the coveted Woodstock Ranch enclave, this exceptional Santa Ynez estate offers a rare blend of privacy, sophistication, and relaxed ranch living. Set on over 20± acres and surrounded by centuries-old oaks and manicured grounds, the property spans multiple thoughtfully designed structures, perfectly suited for entertaining, recreation, and retreat. At its heart is a 3,542± sq. ft. main residence where expansive living spaces flow seamlessly from indoors to out, ideal for everything from laid-back gatherings to elegant events. A 1,200± sq. ft. detached garage includes a gym and office, offering flexible space for work and wellness. The 600± sq. ft. cabana, with a kitchenette, bath, and lounge or sleeping area, serves as a charming guest quarters or poolside hideawa A dramatic 2,000± sq. ft. party barn sets the stage for grand-scale entertaining, while a 4-stall barn with tack and storage rooms makes the property fully equipped for equestrian pursuits. Beyond the gates, residents enjoy access to miles of riding and hiking trails across Woodstock Ranch's 2,400± oak-dotted acresone of the Santa Ynez Valley's most celebrated communities, known for its wide-open vistas, Mediterranean climate, and deep-rooted equestrian heritage. Just minutes from the acclaimed wineries, restaurants, and boutiques of Los Olivos and Santa Ynez, and a scenic drive to Santa Barbara's beaches, this peaceful estate captures the very essence of California ranch living.