$25,000,000
6 Bed
8 Bath
7,930
4.40 Acre Lot

211 Winding Way, Woodside, California 94062

  • Residential Property Type
  • 7,930 Square Footage
  • Guest Cars Garage
  • 1997 Year Built
Property Description

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.

Basic Details
Residential
For Sale
ML82012031
$25,000,000
6
8
2
7,930
1997
4.40 Acre
Active
6
Single Family Residence
: Slate, Shake, Tar/Gravel
Features
: Heated, In Ground
: Central
: Central Air
: Living Room, Family Room, Wood Burning
: Guest, Electric Vehicle Charging Station(s)
: Wood, Stone
: Walk-In Closet(s), Wine Cellar
: Skylight(s)
$0
Appliances
: Dishwasher, Double Oven, Gas Cooktop, Microwave, Dryer, Washer, Refrigerator, Range Hood, Vented Exhaust Fan, Freezer, Warming Drawer
Address Map
CA
San Mateo
Woodside
94062
Winding
211
Way
Cross Street: Manzanita/Mountain Home Road
699 - Not Defined
R1003A
Neighborhood
Other
Additional Information
$0
$0
$0
$0
$0
1
: Stucco
: Concrete Perimeter
3.0
: Level
2025-06-22
2
https://211windingway.com/
: Public
Broker/Agent Information
Compass
Brent & Mary Gull...
Listing Information
ML5079959
ML5014372
Active
2025-06-22T23:46:05Z
CRMLS
: Standard
2025-06-22T09:12:14Z
Agent info
Ray Millman
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Contact Agent
Contact Us
ray@millmanteam.com 310.375.1069