About 211 Winding Way
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.
Features of 211 Winding Way
| MLS® # | ML82012031 |
|---|---|
| Price | $25,000,000 |
| Bedrooms | 6 |
| Bathrooms | 8.00 |
| Full Baths | 6 |
| Half Baths | 2 |
| Square Footage | 7,930 |
| Acres | 4.40 |
| Year Built | 1997 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 211 Winding Way |
|---|---|
| Area | 699 - Not Defined |
| City | Woodside |
| County | San Mateo |
| Zip Code | 94062 |
Amenities
| Parking Spaces | 3 |
|---|---|
| Parking | Electric Vehicle Charging Station(s), Guest |
| # of Garages | 3 |
| Garages | Electric Vehicle Charging Station(s), Guest |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | Heated, In Ground |
Interior
| Interior | Stone, Wood |
|---|---|
| Interior Features | Wine Cellar, Walk-In Closet(s) |
| Appliances | Double Oven, Dishwasher, Freezer, Gas Cooktop, Microwave, Refrigerator, Range Hood, Vented Exhaust Fan, Warming Drawer, Dryer, Washer |
| Heating | Central |
| Cooling | Central Air |
| Has Basement | No |
| Fireplace | Yes |
| Fireplaces | Family Room, Living Room, Wood Burning |
| # of Stories | 2 |
Exterior
| Exterior | Stucco |
|---|---|
| Lot Description | Level |
| Windows | Skylight(s) |
| Roof | Shake, Slate, Tar/Gravel |
| Construction | Stucco |
| Foundation | Concrete Perimeter |
School Information
| District | Other |
|---|
Additional Information
| Date Listed | June 22nd, 2025 |
|---|---|
| Days on Market | 125 |
| Zoning | R1003A |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Brent & Mary Gull... |
|---|---|
| Office | Compass |