100 Why Worry Lane Woodside, California 94062 United States

Majestic Mediterranean and Equestrian Estate
100 Why Worry Lane Woodside, California 94062 United States

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    Price / Sq. Ft.:
  • 7
  • 5
    Full Baths
  • 6,050 Sq Ft.
  • 8.72 Acres
  • New Listing


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Majestic Mediterranean and Equestrian Estate

About 100 Why Worry Lane, Woodside, California

Majestic Mediterranean and equestrian estate on secluded 8.67 acres in central Woodside. 4 bedroom/4.5 bath in main 6300 sq ft + residence includes expansive great room overlooking grounds with additional study/5th bedroom option. Primary bedroom includes a luxurious bath, two large walk-in closets, and private rooftop deck with view of the grounds and western hills. Charming courtyard takes you to 3 studio guest apartments, detached office, gym and pathway to additional office/guest house. Breathtaking grounds feature stone terrace off the great room with outdoor fireplace, pool, spa, tennis court, historic 10 stall barn, paddock and riding arena all surrounded by natural grasses, expansive lawn, apple orchard, and stunning oak and redwood trees. This creekside setting allows for the ultimate in privacy and serenity just minutes to Town, Woodside Schools, and all the amenities of Silicon Valley living.

Marketed By

Golden Gate Sotheby's International Realty

640 Oak Grove Avenue
Menlo Park, California 94025 United States

Property ID:L3RGBK

MLS ID:Coming-Soon


  • 2 Fireplaces
  • Barn
  • Guest House
  • Outdoor Pool
  • Courtyard
  • Tennis
  • Equestrian

About the area

Woodside residents value secluded outdoor living while enjoying a strong sense of community. Separated from the ocean by the Santa Cruz Mountains, towering redwoods dominate its western hills, with oaks and eucalyptus in the lower areas. Residents value its privacy, access to nature, large parcels of land and diverse architecture.

Settlers arrived in the early nineteenth century to log the rich stands of redwoods. Later, prosperous San Francisco families built country estates in Woodside with regular stagecoach service to San Francisco established in 1852. Farms, small cattle ranches and vineyards replaced the sawmills and its hillsides and steep ravines are now filled with vines, tended by notable winemakers such as Thomas Fogarty. Rapid growth after World War II alarmed local residents, who feared that their rural haven would be transformed into an urban area. Residents incorporated in 1956 to retain local control and stop urbanization.

This town of just over 5,000 enjoys a rural lifestyle with local trails, horse properties, open space preserves, an artists’ colony and summer jazz at the beautiful Filoli Garden. Popular cycling routes draw cyclists in droves on the weekends along Cañada Road, Old La Honda Road, Kings Mountain Road, Skyline Boulevard and Highway 84. Woodside is also home to several open space preserves, including Purisima Open Space, Huddart County Park, the Phleger Estate and Skeggs Point.

The small business district includes Roberts Market, a hardware and horse tack store, and a few restaurants, including the iconic Buck’s of Woodside, where many venture capital deals have been inked. Woodside is home to a mix of Silicon Valley movers and shakers – CEOs and venture capitalists, as well as famed musicians and artists.
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