Behind the gates of the coveted Woodstock Ranch enclave, this exceptional Santa Ynez estate offers more than 20 acres of privacy, natural beauty, and refined ranch living. Framed by centuries-old oaks and thoughtfully landscaped grounds with lush lawns, the property features a collection of distinctive structures designed for entertaining, recreation, equestrian pursuits, and relaxed everyday living. The 3,542 sq. ft. main residence of 3 bedrooms and 3.5 baths offers generous living spaces with an effortless connection to the outdoors. Recently stained rear living room windows and doors, along with the back entry door, add warmth and renewed character to the home's inviting indoor-outdoor setting. A detached 1,200 sq. ft. garage, complete with a gym and office, provides flexible space for work, wellness, hobbies, or additional storage, while freshly painted garage doors enhance its exterior presentation. The 600 sq. ft. pool cabana features a kitchenette, bathroom, and spacious great room with fireplace, creating an ideal poolside retreat or private space for guests. Newly stained cabana doors further complement the property's relaxed, elevated aesthetic. A 2,000 sq. ft. party barn provides an impressive setting for gatherings and celebrations, while the 4-stall barn with tack and storage rooms, and multiple fenced pastures, supports a variety of equestrian and farm animal uses. Residents of Woodstock Ranch enjoy access to miles of riding and hiking trails throughout approximately 2,400 oak-studded acres. Celebrated for its expensive vistas, Mediterranean climate, and longstanding equestrian heritage, the community offers a rare sense of space and tranquility. Located just minutes from the acclaimed wineries, restaurants, and boutiques of Los Olivos and Santa Ynez, and within a scenic drive of Santa Barbara and the coast, this remarkable estate captures the enduring appeal of California ranch living.