Welcome to Five Acre Woods- A Magical Retreat in Woodside! Nestled on +/- 5.6 private acres, this enchanting property offers sweeping Bay views framed by majestic redwoods. Combining seclusion with convenience, its just minutes from Highway 280 and the town center of Woodside. Originally built in 1915, this three bedroom, three bathroom home has been thoughtfully updated for modern living. With approx. 2,300 square feet of single floor space, recent upgrades include a new metal roof, fresh paint, and new flooring. The open kitchen flows into a great room that leads to a wrap-around deck— perfect for entertaining or enjoying the serene setting. Two en-suite bedrooms are off the great room, while a third bedroom and bathroom open directly to the deck. An office/bonus room offers inspiring redwood views, and the lower level features large, partially finished spaces ideal for a workshop, gym, or studio. Outside, explore your own stream, swing, and private trail connecting to the Thornewood Open Space Preserve. The property enjoys a mostly fog-free climate, making outdoor living a year-round pleasure. Located just two minutes from Four Corners— home to Alice's Restaurant, a gas station, and Skywood Trading Post— this home is also in the Portola Valley School District. Offering charm, privacy, and potential, this classic Woodside retreat is a rare find.