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Woodside, CA

$2,195,000

20255 Skyline Boulevard, Woodside, CA
3
Beds
3
Baths
2,400
Sq Ft
1963
Built
98
Days listed

About this home

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.

Facts & features

Interior
Bedrooms
3
Bathrooms
3 full
Living area
2,400 sq ft
Appliances
Dishwasher, Electric Cooktop, Refrigerator
Heating
Radiant
Cooling
None
Exterior & lot
Lot size
2.99 acres (130,223 sq ft)
View
Bay, City Lights, Pasture
Year built
1963
Parking
Uncovered
Parking spaces
6
Community
Area
699 - Not Defined
County
San Mateo
Listing details
Status
Active
Property type
Single Family Residence
Days on market
98
Listed
2026-04-08
Original price
$2,399,000
Parcel #
080110100
MLS #
ML82042155
Listed by
Jennifer Paulson · Christie's International Real Estate Sereno

Location

Price history

Listed
$2,399,000 · 2026-04-08
Price reduced
$2,195,000 (−$204,000)
Days on market
98
Current price
$2,195,000
Financing

Could this home be yours?

Estimated monthly payment
$13,770
$11,099 principal & interest · $2,671 taxes & insurance
$439,000
Estimate only
Loan $1,756,000

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Estimated value range nearby
$2,266,890$2,661,132

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Listing data provided by CRMLS

Listing courtesy of Christie's International Real Estate Sereno. © 2026. The multiple listing data appearing on this website is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. All data, including but not limited to 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. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. Last updated July 26, 2026 Equal Housing Opportunity.

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