Woodside Hills Homes for Sale

Woodside Hills, developed in 1938 on 300 acres, is known for its secluded feel, thanks to its heavily wooded coastal ridgelines and tree-filled traffic islands. The neighborhood's winding roads and foliage-hidden houses contribute to its private atmosphere. The Woodside Hills Homes Association fosters community spirit with events like the “Meet Your Neighbor” night, which may contribute to the area's low crime risk, safer than the national average. Homes here are diverse in architectural style, ranging from historic estates to midcentury luxury homes and contemporary houses, often situated on lots of an acre or more with meticulously landscaped yards. Recreational opportunities include the nearby Menlo Country Club, Barkley Fields and Park, and Stulsaft Park, which offers trails for walking, biking, and horseback riding, as well as playgrounds and a splash pad with crayon-themed water features. Dining options are plentiful at Woodside Plaza, featuring eateries like Redwood Grill, Akami Sushi, and Villa Lucia’s, while Woodside Central provides shopping with stores like Target and Marshalls. Although public transportation is limited, major highways such as Interstate 280 and California State Highway 84 provide easy access to San Francisco, San Jose, and Silicon Valley. Nearby medical facilities include Dignity Health Sequoia Hospital, three miles away, and Stanford Hospital, five miles away. The neighborhood is served by highly rated Woodside High School, known for its career and technical education pathways.