CnC Realty
1 / 23

$2,195,000

20255 Skyline Boulevard

Woodside, CA 94062

Active

3

Beds

3

Baths

2,400

Sq. Ft.

1963

Year Built

San Mateo

County

SingleFamilyResidence

Property Type

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.

Listed by Jennifer Paulson · DRE #01221390 · Christie's International Real Estate Sereno
MLS #1157038598
ListedApr 8, 2026

Property Details

Architecture

Stories2
StyleN/A
Total UnitsN/A
RoofComposition
Garage Spaces0
PoolN/A
SpaN/A

Features & Amenities

Interior FeaturesN/A
Exterior FeaturesN/A
FlooringN/A
CoolingNone
HeatingRadiant
FireplaceN/A
LaundryN/A
Parking FeaturesUncovered
Parking Total6
Patio & PorchN/A
Entry LevelN/A
Entry LocationN/A
Common WallsNo Common Walls

Property Features

Lot Size2.99 ac
Lot FeaturesHorse Property
ViewBay, City Lights, Pasture
DirectionsFrom Pagemill Rd., turn right onto Skyline Blvd. Cross Street: Hwy 84 (La Honda Rd) or Page Mill Rd

Community

Area699 - Not Defined
School DistrictOther

Tax & Financial

TermsN/A
Land LeaseN/A
HOA NameN/A
HOA FeeN/A

Request a Tour

Mortgage Estimate

$11,683/mo

20% down · 7% APR · 30-yr fixed

Estimate only. Does not include taxes, insurance, or HOA.

CRMLSLast updated: October 21, 2026 at 9:00 PM

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