Remarkable Vineyard Estate Compound
211 Winding Way, Woodside
At A Glance
- Vineyard estate compound on approximately 6.4 acres
- Over 2 acres of productive Pinot Noir and Cabernet vines
- Main residence with 3 bedrooms, office, and 3.5 baths
- Guest house with 2 bedrooms and 2 baths
- Studio building with bath with shower, steam room, sauna, and 2 recreation/living rooms, one with wine cellar
- Two 3-car garages, one with attached gym and each with EV charging
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Upgraded Venetian plaster walls in many rooms
- Approximately 11,705 total square feet
– Main residence: 5,995 sq ft
– Guest house: 1,499 sq ft
– Studio: 1,492 sq ft
– Pool cabaƱa: 238 sq ft
– Garages: 2,481 sq ft - Clay tennis court, sport court, saltwater pool, spa, barbecue kitchen, fireplace, 3 outdoor showers, and elaborate tree fort and playhouses
- 35kWp photovoltaic system
- Whole-house backup generator
- High-end security and surveillance
- Acclaimed Portola Valley schools
Price upon request
This extraordinary estate spans 6.4 level acres with sun-swept vineyards and western hill views. The compound comprises multiple architecturally significant buildings, including the main home, a guest house, a multiroom wellness studio, and garages for six cars, plus an attached fitness center. Designed for exceptional privacy and self-sufficiency, the property is solar powered with a backup generator and comprehensive security and surveillance systems. Every space is exquisitely appointed with an organic ambiance complemented by Venetian plaster walls and refined finishes throughout. Resort-caliber amenities enhance the grounds, including a saltwater pool and spa, clay tennis court, sport court, elaborate connected tree forts and playhouses, and more than 2 acres of Pinot Noir and Cabernet vines. The result is a rare sanctuary where architectural beauty, natural surroundings, and sophisticated living come together in one remarkable Silicon Valley setting.