20255 Skyline Boulevard, WOODSIDE, CA 94062 (MLS # ML82042155)

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PRICE $2,399,000
BEDS 3
BATHS 3
HOME SIZE 2,400 sqft
LOT SIZE 2.99 ac
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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.

LAST UPDATED 4/8/2026 YEAR BUILT 1963
COUNTY San Mateo STATUS Active
PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR None
APPLIANCES Dishwasher, Electric Cooktop, Refrigerator
HEAT Radiant
INTERIOR High Ceilings
LOT 2.9895 acre(s)
LOT DESCRIPTION Gentle Sloping
LOT DIMENSIONS 130223.00
PARKING No Garage, Oversized
POOL DESCRIPTION None
STORIES 2
UTILITIES Propane
VIEW Yes
VIEW DESCRIPTION Bay, Pasture, City Lights
WATER Well
ZONING RM0000
Listed by Jennifer Paulson | 650-996-7147, Christie's International Real Estate Sereno

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. All real estate listings in the MLSListings MLS system are marked with the MLSListings Internet Data Exchange icon (a stylized house inside a circle), and detailed information about them includes the names of the listing brokers and listing agents.

 

Based on information from MLSListings MLS as of 4/9/26 3:06 AM PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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This IDX solution is (c) Diverse Solutions 2026.


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