211 Winding Way

$25,000,000
Price
6
Beds
7,930 Sq. Ft.
$3,153 / Sq. Ft.
7,930
Sq. Ft.
$3,153
per Sq. Ft.

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...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.

Listing Agents

  1. Gullixson Team

    Gullixson Team

    Listing Agent

    Compass

    DRE #70001879

    gullixson@compass.com

    P: (650)-888-4898

  2. Mary Gullixson

    Mary Gullixson

    Listing Agent

    Compass

    DRE #70001879

  3. Brent Gullixson

    Brent Gullixson

    Listing Agent

    Compass

    DRE #01329216

Property Details for 211 Winding Way

MLS City Name
WOODSIDE
Building Type
Detached
Garage Spaces
3
Cross Street
Manzanita/Mounta
LISTING UPDATED: 09/26/2025 11:09 AM

Property Details for 211 Winding Way

StatusActive
MLS #ML82012031
Days on Compass174
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1997
Lot Size4.40 AC / 191,612 SF
CountySan Mateo County

Location

Listing Courtesy of Compass, Gullixson Team, DRE #70001879; Compass, Mary Gullixson, DRE #70001879; Compass, Brent Gullixson, DRE #01329216
Add your commute

Building Information for 211 Winding Way

Stories2Year Built1997Building Size-Lot Size4.40 AC / 191,612 SF

Payment Calculator

$130,931 per month

30 year fixed, 6.28% Interest

Principal and Interest

$123,534

Property Taxes

$7,397

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 211 Winding Way

Features
External Links
Room Information
  • Additional Rooms: Formal Entry, Laundry Room, Library, Wine Cellar / Storage
  • Bathroom: Double Sinks, Full on Ground Floor, Half on Ground Floor, Primary - Oversized Tub, Primary - Stall Shower(s), Skylight, Stall Shower, Steam Shower, Stone, Tub in Primary Bedroom
  • Bedrooms: Ground Floor Bedroom, More than One Bedroom on Ground Floor, Primary Suite / Retreat, Walk-in Closet
  • Dining Room: Dining Area in Family Room, Eat in Kitchen, Formal Dining Room
  • Family Room: Kitchen / Family Room Combo, Separate Family Room
  • Kitchen: Cooktop - Gas, Countertop - Granite, Dishwasher, Exhaust Fan, Freezer, Hood Over Range, Island with Sink, Microwave, Oven - Double, Pantry, Refrigerator, Warming Drawer
  • Number of Full Bathrooms: 6
  • Number of Half Bathrooms: 2
Features
  • Amenities: High Ceiling, Security Gate, Skylight, Walk-in Closet
  • Fireplace: Yes
  • Fireplaces: Family Room, Gas Burning, Living Room, Other Location, Primary Bedroom, Wood Burning
  • Fireplaces Min: 5
  • Flooring: Hardwood, Stone
  • Laundry: Dryer, Washer
  • Living SqFt: 7930
  • Pool: Yes
  • Pool Type: Pool - Heated, Pool - In Ground
  • Security Features: Security Alarm
  • Special Features: Elevator / Lift
Utilities
  • Cooling: Central AC
  • Heating: Central Forced Air, Heating - 2+ Zones
  • Sewer Septic: Septic Connected
  • Utilities: Public Utilities
  • Water: Public
Garage
  • Garage and Parking: Attached Garage, Electric Car Hookup, Electric Gate, Guest / Visitor Parking
  • Garage Max: 3
  • Garage Min: 3
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: Central Woodside
  • Roof: Shake, Slate, Tar and Gravel
  • Stories: Two Story
  • Subclass: Single Family Home
  • Year Built Source: Other
  • Street Number: 211
  • Street Name: Winding
  • Street Suffix: Way
  • Area ID: 274
Lot / Property Details
Building Information
  • Number Of Stories: 2
  • Structure SqFt: 7930
  • Structure SqFt Source: Assessor
  • Age: 28
Development Information
  • Construction Type: Stucco
  • Zoning Detail: R1003A
Location Information
  • Parcel Number: 072-203-120
  • County Name: San Mateo
  • City Name: WOODSIDE
  • City Postal ID: 78
  • Postal Code: 94062
  • Elementary School District: 942
  • High School District Text: Sequoia Union High
Lot Information
  • Foundation: Concrete Perimeter
  • Horse Property: Possible
  • Lot Acres: 4.40
  • Lot Description: Additional Land Available, Grade - Gently Sloped, Grade - Hilly, Grade - Level, Vineyard
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Back Yard, Balcony / Patio, Courtyard, Fenced, Sprinklers - Auto, Sprinklers - Lawn

Property History for 211 Winding Way

DateEvent & SourcePriceAppreciation
Jun 22, 2025

Listed (Active)

MLSListings #ML82012031

$25,000,000
Jun 22, 2025

Listed (Active)

EBRD #ML82012031

$25,000,000
Feb 1, 2025

Expired

EBRD #ML81971688

Jan 31, 2025

Expired

MLSListings #ML81971688

$29,900,000
Jul 8, 2024

Listed (Active)

MLSListings #ML81971688

$29,900,000
Jul 8, 2024

Listed (Active)

EBRD #ML81971688

$29,900,000
May 31, 2024

Withdrawn

MLSListings #ML81962407

$38,000,000
May 31, 2024

Withdrawn

EBRD #ML81962407

May 29, 2024

Temporarily Off Market

MLSListings #ML81962407

$38,000,000
May 29, 2024

Temporarily Off Market

EBRD #ML81962407

Apr 22, 2024

Listed (Active)

MLSListings #ML81962407

$38,000,000
Apr 22, 2024

Listed (Active)

EBRD #ML81962407

$38,000,000
DateEvent & SourcePrice
06/22/2025

Listed (Active)

MLSListings #ML82012031

$25,000,000
06/22/2025

Listed (Active)

EBRD #ML82012031

$25,000,000
02/01/2025

Expired

EBRD #ML81971688

01/31/2025

Expired

MLSListings #ML81971688

$29,900,000
07/08/2024

Listed (Active)

MLSListings #ML81971688

$29,900,000
07/08/2024

Listed (Active)

EBRD #ML81971688

$29,900,000
05/31/2024

Withdrawn

MLSListings #ML81962407

$38,000,000
05/31/2024

Withdrawn

EBRD #ML81962407

05/29/2024

Temporarily Off Market

MLSListings #ML81962407

$38,000,000
05/29/2024

Temporarily Off Market

EBRD #ML81962407

04/22/2024

Listed (Active)

MLSListings #ML81962407

$38,000,000
04/22/2024

Listed (Active)

EBRD #ML81962407

$38,000,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 211 Winding Way

Taxable ValueLand$3,359,451Additions$4,751,363Total$8,110,814
Tax Record2024$88,770 ($7,397 / month)
Home Facts
Beds6Total Finished SqFt7,930 SqFtAbove Grade Finished SqFt7,930 SqFtStories2Lot Size191,612 SqFtStyleSingle Family ResidenceYear Built1977ZoningR1003ACountySAN MATEOAPN072-203-120Fireplace TypeHas Fireplace

Schools near 211 Winding Way

This home is within Woodside Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Charter - 9 to 12
Charter - 9 to 12
Rating
School
Distance
Woodside Elementary School
PublicK to 8

Woodside High School
Public9 to 12

Everest Public High
Charter9 to 12

Summit Preparatory Charter High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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211 Winding Way is a single family home for sale in Woodside, CA 94062. This property was listed for sale on June 22, 2025 by Compass, it's currently listed at $25,000,000. This listing's school districts are Woodside Elementary School District, Sequoia Union High School District. Nearby schools include Woodside Elementary School, Woodside High School and Everest Public High. 211 Winding Way is a 6-bed, 8-bath, 7,930 sqft single family home built in 1997.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Gullixson Team, DRE #70001879; Compass, Mary Gullixson, DRE #70001879; Compass, Brent Gullixson, DRE #01329216

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.