Listing provided courtesy of Jennifer Paulson of Christie's International Real Estate Sereno. Last updated 2026-04-09 08:18:59.000000. Listing information © 2026 CRMLS.
Asking Price: $2,399,000
20255 Skyline, Woodside CA 94062
Community: 699 - Not Defined
Status: Active
This Single Family Residence property was built in 1963 and is priced at $2,399,000. Please see the additional details below.
Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.



























