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211 Winding WayWoodside, CA 94062

For Sale

$25,000,000

Smart Buyer Rebate $250,000

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 September 26, 2025

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Source: MLSListings #ML82012031

Listing Facts

  • TypeSingle-family
  • NeighborhoodWoodside
  • Bedrooms6
  • Days on Prevu176
  • Size7,930 sqft
  • Price per sqft$3,153

Amenities

  • Private Outdoor Space
  • Pets Allowed
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

10/31/2025
Status changed to Active
$25,000,000
10/23/2025
Status changed to Removed from Feed
$25,000,000
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
  • Lot Size Acres: 4.39
  • Lot Size Area: 191,612
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 191,612
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 072-203-120

Interior

Features

  • Appliances: Cooktop - Gas, Dishwasher, Exhaust Fan, Freezer, Hood Over Range, Microwave, Oven - Double, Refrigerator, Dryer, Washer, Warming Drawer
  • 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

Frequently Asked Questions

How many bedrooms does this single-family home have?

There are 6 bedrooms in this single-family home at 211 Winding Way.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 211 Winding Way.

How does 211 Winding Way compare to other single-family homes in Woodside?

This single-family home is listed 234% above the average price for single-family homes in Woodside and has been on the market for 110 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,930 sqft.

211 Winding Way is a 6-bedroom single-family home for sale in Woodside CA 94062. Available on Prevu for 176 days at $25,000,000. This home features 7,930 square feet of living space, located in Woodside. The median listing price for single-family homes in this area is $5,348,000. Property amenities include private outdoor space, pets allowed, parking, and swimming pool. Browse more single-family home listings in California.

Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.