$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 6 days 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:
April 15, 2026 at 12:09AM
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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Location

Schools Nearby

L

La Honda Elementary School

450 Sears Ranch Rd, La Honda, CA, 94020

Grades KG-5

3.79 miles away

P

Pescadero Elementary and Middle School

620 N St, Pescadero, CA, 94060

Grades KG-8

10.57 miles away

P

Pescadero High School

350 Butano Cut Off, Pescadero, CA, 94060

Grades 9-12

10.22 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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$2,250,000

  • 4 bed |
  • 4 bath |
  • 2,047 sqft |
  • 2.69 acre lot
12 Summit Road Woodside, CA 94062

#ML82041849 - eXp Realty of California Inc