3550 Live Oak Rd Rd Santa Ynez, CA 93460

Perched atop a private ridge, this one-of-a-kind estate offers commanding, unobstructed views of two iconic mountain ranges and the sweeping Santa Ynez Valley that stretches between them--creating a dramatic 360-degree backdrop from every window and outdoor space. Nestled among ancient live oaks that lend shade, history, and character, this property is more than a home--it's a sanctuary where natural beauty and serene living converge. The main residence (2,071 sq. ft.) features a thoughtfully designed open floor plan with soaring vaulted ceilings that invite natural light and a seamless indoor-outdoor flow. With 3 spacious bedrooms (including one currently configured as a library and office), 2 full bathrooms, and a spacious chef's kitchen, the layout is both functional and inspiring. Additional highlights include a wrap-around covered porch, concrete radiant-heated floors, natural wood beams, a clawfoot soaking tub, wood stove, outdoor shower, large stone patio, a detached 2-car garage, and fully fenced pastures and backyard. A newly renovated and permitted guest house (576 sq. ft.) offers additional living space, privacy for visitors, or income potential, complete with a generous living area, kitchenette, full bath, and its own secluded patio--ideal for quiet mornings or stargazing at night. Outdoors, discover a flourishing vegetable and flower garden, mature fruit trees, a charming chicken coop, and your own private walking labyrinth--a contemplative escape tucked into the landscape. The property is also well-suited for equestrian use, and includes original architect-designed plans for a horse barn, offering a thoughtful starting point for those looking to further develop the land. Whether you're taking in views of Grass Mountain from the primary bedroom as the sun rises over one mountain range, or enjoying the golden light as the sun sets behind the other, this hilltop retreat offers a lifestyle of tranquility, privacy, and timeless appeal. Located in the prestigious Woodstock Ranch community--known for its private water wells, extensive riding trails, and expansive 20-acre parcels--this property is just minutes from the wine country charm and upscale amenities of Los Olivos and Santa Ynez.