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Residential Land with Home for Sale in Woodside, California

211 Winding Way, Woodside, CA 94062

$25,000,000
4.4 acres
Active
Est $137,285/mo

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.

7,930
Sq feet
6
Beds
6
Full baths
2
1/2 baths
1997
Built

Location

Street address
211 Winding Way
Community
Central Woodside
Elevation
387 feet
Coordinates
37.4182, -122.2478

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

DateEventPriceChangeSource
June 23, 2025New listing$25,000,000MLSL
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This 4.399-acre property is located at 211 Winding Way in Woodside, CA 94062. The property is available for sale for $25,000,000. It has a 7,930 sq ft 6 bedroom, 6 bath house built in 1997.

Checked 38 mins ago — Updated

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