About This Home

This 3-bedroom, 3-bathroom single family at 20255 Skyline Boulevard in Woodside, CA is listed for $2,195,000 ($915 per sqft). Built in 1963, the home offers 2,400 sqft of living space on a 2.99 acres lot.

Key Features

  • Built in 1963
  • 2.99 acre lot
  • 2 stories
  • 6 parking spaces

Property Details

2 stories
3 full
6 spaces
1963

Amenities

View
Listing 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.

Monthly Cost Estimate

$11,739/mo

20% down · 6.5% · 30 years

Principal$1,587
Interest$9,512
Insurance$640

Estimates only. Actual payments may vary.

Location

20255 Skyline Boulevard

Woodside, CA 94062

Features & Amenities

Interior Features

HighCeiling

Property Details

Views

City

Parking

OversizeGarage

Heating

Radiant

Appliances

CooktopElectricDishwasherOvenBuiltInRefrigerator

Questions & Answers

This 3-bedroom, 3-bathroom single family at 20255 Skyline Boulevard is listed at $2,195,000 ($915/sqft). The estimated monthly payment is $11,739 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1963, 2.99 acre lot, 2 stories, 6 parking spaces. Interior Features: HighCeiling.

This property is listed by Jennifer Paulson.

JP

Jennifer Paulson

License 01221390

Agent at Christie's International Real Estate Sereno

Listed by Christie's International Real Estate Sereno · Broker phone: (408) 335-1400 · View on Broker Site · Broker website

MLS# ML82042155· Source: MLS Listings, Inc.· 203 days on PropertySimple

Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

20255 Skyline Boulevard, Woodside, CA 94062

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