20255 Skyline BLVD, WOODSIDE, CA 94062

$2,399,000

bedrooms

bathrooms

square feet

2,400

Acreage

2.9895

Open Houses

Apr 11

year built

1963

Full Baths

Half Baths

Find out more

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.

Location
Subdivision	-
County	San Mateo
Elementary School	-
Middle School	-
High School	-

Driving directions

Open houses

Apr

Saturday

1PM — 4PM

Apr

Sunday

1PM — 4PM

Find out more

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MLS number: ML82042155

Listing status: Active

Listing agent: Jennifer Paulson #01221390

Listing broker: Christie's International Real Estate Sereno (408) 335-1400

Last update: Wednesday, April 8 2026 at 10:57 p.m. EDT

Kotohomes National