$2,399,000

20255 Skyline Boulevard, Woodside, CA 94062

  • 3 beds |
  • 3 baths |
  • 2,400 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1963
  • Property Lot Size Icon2.99acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $1,000/sqft
  • Property List Date Icon Listed 2 months ago

Property Description

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.

Listing Status:
Active
Date Added:
April 8, 2026
Data Last Updated:
July 5, 2026 at 6:08PM
Listing Office:
Christie's International Real Estate Sereno :
Listing Agent:
Jennifer Paulson : 650-996-7147
MLS ID:
ML82042155
  • General: Family RoomStorage
  • Appliances: DishwasherElectric RangeOven
  • A/C: None
  • Heating: Radiant
  • Roofing: Shingle
  • General: 2
  • School District: La Honda-Pescadero Unified
  • County: San Mateo
  • Zoning: RM00080110100
  • View: BayCity LightsPastureView

This listing courtesy of Jennifer Paulson , Christie's International Real Estate Sereno

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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