
Residential Land with Home for Sale in Woodside, California
211 Winding Way, Woodside, CA 94062
A rare offering on one of Central Woodsides most prestigious streets, just off Mountain Home Road, this extraordinary estate showcases architectural excellence, vineyard beauty, & a luminous natural setting. Spanning 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 show stopping primary suite with terrace and spa bath beneath a retractable skylight. The library has walnut paneling and custom wood cabinetry with custom inset lighting. 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 a building which has temperature controlled wine storage. A truly world-class property with access to acclaimed Woodside School.
Location
- Street address
- 211 Winding Way
- County
- San Mateo County
- Community
- Central Woodside
- Elevation
- 387 feet
Property details
- Acreage
- 4.399 acres
- Zoning
- R1003A
- MLS #
- MLSL ML82012031
- Posted
Parcels
- 072203120
Resources
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking
- Attached Garage, Garage, Guest
- Fencing
- Gate
- Features
- Pool
Structure
- Cooling
- Central Air
- Roof
- Shake, Slate, Tar/Gravel
- Windows
- Skylight(s)
Interior
- Rooms
- Bathroom x 5, Bedroom x 5, Dining Room, Family Room, Kitchen, Laundry, Library
- Flooring
- Hardwood
- Appliances
- Cooktop, Double Oven, Freezer, Gas Cooktop, Range
- Security
- Security Alarm, Security Gate
- Accessibility
- Accessible Elevator Installed
- Features
- Elevator / Lift, High Ceiling, Skylight, Walk-In Closet
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| June 23, 2025 | New listing | $25,000,000 | — | MLSL |































