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Back 211 Winding Way
Off Market

211 Winding Way

Woodside CA 94062

6
8
3
7930 sq. ft.
191612 sq. ft.
Single-Family
Last sold for $23,000,000
Mary Mary & Brent GullixsonMary Mary & Brent Gullixson, last sold this property on 09 April 2026 after 290 days on market.

Overview

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. A special hemlock 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

6 bedrooms
8 bathrooms
3 carspaces
3 garage spaces
7930 sq. ft. floor area
191612 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Woodside over the last 12 months, the estimated median property value of 211 Winding Way is $9.37m.

Median value
$9.37m
Estimated value range
$3m - $23.5m
Median days on market
31
Estimated value trend
118%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Woodside. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 211 Winding Way

2026
Sold
$23,000,000
09 Apr 2026 by Mary Mary & Brent Gullixson, of Compass

Happy sellers in Woodside

87%
87% of sellers in Woodside reported that their sale price either exceeded or met their price expectations.

Woodside stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Woodside over the last 12 months.

Local market activity for 6 bedroom single-family properties in Woodside

In the last 12 months, 7 six-bedroom single-family properties similar to 211 Winding Way, have been sold.

This represents a 37% increase in six-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Woodside

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Joseph Garcia

Joseph Garcia is a recommended agent for Woodside.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (6 reviews)
  •  1 Review in Woodside
  •  1 Sale in Woodside
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Samira Chalhoub

Samira Chalhoub is a recommended agent for Woodside.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in Woodside
  •  1 Sale in Woodside
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Jeni Litvinchuk

Jeni Litvinchuk is a recommended agent for Woodside.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (1 review)
  •  1 Review in Woodside
  •  1 Sale in Woodside
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Jeri Richardson-Daines

Sellers who recommend Jeri Richardson-Daines have praised them for being local expert, clear communication, responsive, great negotiation, dedicated, detail-oriented, and strategic

  •   5   (48 reviews)
  •  1 Review in Woodside
  •  1 Sale in Woodside
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