Date
Details
Price
Change
Source
6/22/2025
Listed
$25,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$25,000,000
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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. 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.
Full Property Details
Full Property Details for 211 Winding Way
General
- Price: $25,000,000
- Status: Active
- Type: Single Family
- Source: RE_Infolink
- MLS ID: ML82012031
- Updated: 1/4/2026
- Added to Site: 207 day(s) ago
Interior
- Rooms/Areas: Formal Entry, Laundry Room, Library, Wine Cellar / Storage
- Interior Features: High Ceiling , Security Gate, Skylight, Walk-In Closet
- Fireplace(s): Family Room, Gas-Burning, Living Room, Other Location, Primary Bedroom, Wood-Burning
- Flooring: Hardwood, Stone
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 6
- Half Bathrooms: 2
- Bathroom Features: 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
- Total Bedrooms: 6
- Bedroom Features: Ground-Floor Bedroom, More than One Bedroom on Ground Floor, Primary Suite / Retreat, Walk-In Closet
Other Rooms
- Family Room: Kitchen / Family Room Combo, Separate Family Room
- Kitchen: Gas Cooktop, Granite Countertop, Dishwasher, Exhaust Fan, Freezer, Hood over Range, Island with Sink, Microwave, Double Oven, Pantry, Refrigerator, Warming Drawer
- Laundry: Dryer, Washer
Additional Information
- Pool: Yes
- Pool Description: Pool - Heated, Pool - In Ground
- Extras: Not Applicable
- Security/Safety: Security Alarm
Parking
- Garage Spaces: 3
- Parking Features: Attached Garage, Electric Car Hookup, Electric Gate, Guest/Visitor Parking
Location
- Area: Central Woodside
- County: San Mateo
- Cross Streets: Manzanita/Mountain Home Road
Heating & Cooling
- Cooling Type: Central AC
- Heating Type: Central Air (Forced Air), Heating (2 Zones or More)
Utilities
- Sewer: Septic System Connected
- Water: Public
- Utility Description: Public Utilities
Structural Information
- Construction: Detached, Stucco
- Foundation: Concrete Perimeter
- Roof: Shake, Slate, Tar and Gravel
- Disability Access: Elevator/Lift
- Square Feet: 7,930
- Year Built: 1997
Lot Features
- Lot Size (Acres): 4.3988
- Minimum Lot Size: 191612
- Lot Size (Sq. Ft.): 191,612
- Grounds/Landscape: Back Yard, Balcony / Patio, Courtyard, Fenced, Sprinklers - Auto, Sprinklers - Lawn
- Zoning: R1003A
- Lot Description: Additional Land Available, Gently Sloped, Hilly, Level, Vineyard
Listed by Compass, Brent & Mary Gullixson
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Listing agent
— 211 Winding Way —
Brent & Mary Gullixson
Compass
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 211 Winding Way
School Districts:Woodside Elementary School District, Sequoia Union High School District
| Name | Grades | Distance |
|---|---|---|
Woodside Elementary School, Woodside, CA 3195 Woodside Road, Woodside, CA 94062 | K-8 | 0.8 mi |
Woodside High School 199 Churchill Avenue, Woodside, CA 94062 | 9-12 | 2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 211 Winding Way
Tax History
Tax History for 211 Winding Way
Year
Property Taxes
Change
Tax Assessment
Change
2024
$88,770
—
$8,110,814
2%
2024
$88,770
4%
$7,951,780
2%
2023
$85,740
3%
$7,795,864
2%
2022
$83,338
1%
$7,643,006
2%
2021
$82,181
4%
$7,493,144
4%
2020
$79,182
1%
$7,208,466
2%
2019
$78,296
3%
$7,067,125
2%
2018
$76,225
1%
$6,928,555
2%
2017
$75,198
1%
$6,792,702
2%
2016
$74,174
1%
$6,659,513
2%
2015
$73,544
2%
$6,559,482
2%
2014
$72,039
3%
$6,430,992
—
2013
$69,657
—
$6,401,929
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 211 Winding Way
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- 8Total Baths
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- Updated 3 days ago
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- 3Beds
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- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
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- Single Family
- Active
- Updated 19 hours ago
- 4Beds
- 3Total Baths
- Condo
- Active
- Updated 6 days ago
- 2Beds
- 1Total Bath
- 1,193Sq. Ft.
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- Single Family
- Active
- Updated 6 hours ago
- 3Beds
- 1Total Bath
- 1,000Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 5Beds
- 5Total Baths
- 4,495Sq. Ft.
Listed by Compass, Lisa Lyons
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- Single Family
- Closed
- 7Beds
- 9Total Baths
- 10,522Sq. Ft.
Listed by Golden Gate Sotheby's International Realty, Shena Hurley
Sold by Comps, Brent & Mary Gullixson
Sold by Comps, Brent & Mary Gullixson
- Single Family
- Closed
- 5Beds
- 7Total Baths
- 12,440Sq. Ft.
Listed by Compass, Brent & Mary Gullixson
Sold by Dp, Michael Dreyfus
Sold by Dp, Michael Dreyfus
- Single Family
- Closed
- Updated 9 days ago
- 5Beds
- 6Total Baths
- 7,927Sq. Ft.
Listed by Compass, Brent & Mary Gullixson
Sold by Dlrpa, DeLeon Team
Sold by Dlrpa, DeLeon Team
- Single Family
- Closed
- 6Beds
- 8Total Baths
- 10,075Sq. Ft.
Listed by Compass, Tom LeMieux and Compass, Alicia Young
Sold by Kwcu, Fan Wang
Sold by Kwcu, Fan Wang
211 Winding Way, Woodside, CA 94062 (MLS# ML82012031) is a Single Family property with 6 bedrooms, 6 full bathrooms and 2 partial bathrooms. 211 Winding Way is currently listed for $25,000,000 and was received on June 22, 2025. Want to learn more about 211 Winding Way? Do you have questions about finding other Single Family real estate for sale in Woodside? You can browse all Woodside real estate or contact a Coldwell Banker agent to request more information.