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.
Listed by Brent & Mary Gullixson
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License #70001879
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Compass
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650-888-0860
Last updated June 22, 2025
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Source: MLSListings #ML82012031
Listing Facts
TypeSingle-family
NeighborhoodWoodside
Bedrooms6
Days on Prevu81
Size7,930 sqft
Price per sqft$3,153
Amenities
Private Outdoor Space
Pets Allowed
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
06/22/2025
Listed by Compass
$25,000,000
Property Details for 211 Winding Way
Exterior
Construction
Roof: Shake, Slate, Tar/Gravel
Stories: 2
Year Built: 1997
Year Built Details: 6
Features
Other Structures: Miscellaneous Structures, Pool House, Storage Facility
Patio And Porch Features: Back Yard, Balcony/Patio, Fenced, Courtyard
Pool Features: Heated, In Ground
Measurements
Building Area Total: 7,930
Lot Features: Additional Land Available, Grade - Gently Sloped, Grade - Hilly, Grade - Level
Fireplace Features: Family Room, Gas Burning, Living Room, Primary Bedroom, Other Location, Wood Burning
Fireplaces Total: 5
Flooring: Hardwood, Stone
Interior Features: High Ceiling, Skylight(s), Walk-in Closet, Security Gate
Measurements
Living Area: 7,930
Rooms
Bathrooms Full: 6
Bathrooms Half: 2
Bedrooms Total: 6
Other
Features
Accessibility Features: Elevator / Lift
Parking
Parking
Attached Garage: Yes
Garage Spaces: 3
Garage: Yes
Parking Features: Attached Garage, Electric Car Hookup, Electric Gate, Guest / Visitor Parking
Schools
Elementary School
Elementary School District: Woodside Elementary
High School
High School District: Sequoia Union High
Utilities
Equipment
Cooling: Central Forced Air
Heating: Central Forced Air, Heating - 2+ Zones
Utilities: Public Utilities, Water - Public
Water Source: Public
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