211 Winding Way, Woodside, California 94062, Woodside, 94062 - 6 bed, 8 bath

211 Winding Way, Woodside, California 94062 home-pic-0
ACTIVE$25,000,000
211 Winding Way, Woodside, California 94062
6Beds
8Baths
7,930Sqft
191,612Lot
Year Built
1997
Close
-
List price
$25M
Original List price
$25M
Price/Sqft
$3,153
HOA
-
Days on market
-
Sold On
-
MLS number
ML82012031
Home ConditionGood
Features
Good View:
Deck
Pool
Patio
View-

About this home

We found 3 Cons,5 Pros. Rank: price - $25.00M(99th), sqft - 7930(99th), beds - 6(95th), baths - 8(99th).

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.

Price History

Date
Event
Price
06/22/25
Listing
$25,000,000
Condition Rating
Good

This extraordinary estate, built in 1997, is impeccably maintained and presents in excellent condition overall. The property features high-quality materials throughout, including extensive hardwood flooring, custom cabinetry, and natural stone. The kitchen boasts professional-grade stainless steel appliances and solid wood cabinetry, while the bathrooms showcase luxurious natural stone and well-preserved fixtures. While the style of the kitchen and bathrooms reflects the original build era (late 1990s/early 2000s) rather than a recent, full contemporary renovation, all components are functional, well-maintained, and show minimal wear and tear. The property is move-in ready with no immediate renovations required, aligning perfectly with the 'Good' condition criteria.
Pros & Cons

Pros

Prime Location & Exclusivity: Situated on one of Central Woodside's most prestigious streets, just off Mountain Home Road, offering a rare and highly sought-after address with access to acclaimed Woodside School.
World-Class Architectural Design & Construction: Designed by Ugo Sap and built by Van Acker Construction, the main residence showcases architectural excellence with dramatic scale, elegant curved forms, and exceptional materials.
Comprehensive Luxury Amenities: Features include an elevator, a show-stopping primary suite with a retractable skylight and spa bath, a walnut-paneled library, a spacious poolside guest house with full kitchen and sauna, a versatile auxiliary building, and temperature-controlled wine storage.
Expansive & Productive Outdoor Estate: Spanning almost 4.4 acres, the grounds boast a thriving Pinot Noir vineyard, an olive orchard, and multiple thoughtfully designed destinations for entertaining, with an optional adjacent 3-acre parcel available for expansion.
Generous & Luxurious Living Spaces: The 7,930 sqft main residence offers six en-suite bedrooms and eight baths, providing ample, private, and high-end accommodations for residents and guests.

Cons

Extensive Grounds Maintenance: The nearly 4.4-acre property, including a vineyard and olive orchard, implies significant ongoing maintenance costs and specialized care requirements, which could be a substantial commitment for an owner.
Age of Core Systems (Implied): Built in 1997, while well-maintained, the property's core systems (e.g., HVAC, plumbing, electrical) are over two decades old, and the description does not explicitly detail recent comprehensive upgrades, potentially implying future capital expenditures.
Lack of Explicit Smart Home Integration: For a world-class property at this price point, the description does not explicitly mention integrated smart home technology, advanced security systems, or cutting-edge energy efficiency features, which some luxury buyers might expect.

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