A Tuscan retreat on one of Woodside's most coveted streets. This private compound is comprised of a 3-story main residence with elevator, built in 2010, along with a 1-bedroom, pool-side, guest house, built in 2019 & an enchanting casita, both with full kitchen & which could also serve as an executive office for work-from-home needs. Finely crafted details abound - from floors of hand-finished French tile & hand-scraped hickory to disappearing glass walls for a seamless transition to the outdoors. With a western hill backdrop, gentle waterfalls & ponds fill the home with sounds of nature. There are 5 bedrooms in the main residence, with options for a main or upper-level primary suite, 2 offices, fitness center, recreation room with built-in cinema & 1,500 bottle wine cellar. Outside, the lavish amenities include a solar-heated pool w/spa, fire pit, outdoor kitchen, 250+ roses, raised vegetable beds, orchard & barn. Near both Woodside town center & Woodside Elementary School.