211 WINDING WAY, WOODSIDE
211 Winding Way, Woodside
At A Glance
- Premier street in central Woodside just off the Mountain Home Road corridor
- Architecture by Atelier Ugo Sap, San Francisco; built by Van Acker Construction
- Two levels with elevator
- 6 bedrooms, each with en suite bath, plus 2 half-baths
- 1-bedroom, 1-bath pool/guest house with full kitchen
- Separate building with kitchenette and bath, perfect for office, gym, or additional guest house
- Additional building with temperature-controlled wine storage
- Approximately 11,650 total square feet
- Approximately 4.4 acres with Pinot Noir vineyard
- Option to purchase adjacent 3-acre lot with Pinot Noir vineyard for a total of 7.4 acres
- Acclaimed Woodside Elementary School (K-8) and nearby private schools
Offered at $25,000,000
With adjacent lot for $35,000,000




A rare offering on one of Woodside’s most prestigious streets, this extraordinary estate showcases architectural excellence, vineyard beauty, and a luminous natural setting. Spanning over almost 4.4 acres with an optional adjacent 3-acre parcel also available, the grounds have been thoughtfully opened to invite abundant sunlight, enhancing both the ambiance and the usability of the land.
Designed by Ugo Sap and built by Van Acker Construction, the main residence is defined by dramatic scale, elegant curved forms, and exceptional materials. An elevator connects the two levels, which include six en suite bedrooms including a showstopping primary suite with terrace and spa bath beneath a retractable skylight.
Outdoor living is equally impressive, featuring a thriving Pinot Noir vineyard, olive orchard, and multiple destinations for entertaining. A spacious poolside guest house includes a bedroom, full kitchen, sauna, and bath, while a separate structure with bath and kitchenette is ideal for a fitness center or executive office plus there is a building with temperature-controlled wine storage. A truly world-class property with access to acclaimed Woodside School.
