20255 Skyline BLVDWOODSIDE, CA 94062

Single Family · 3 Beds · 3 Full Baths · 2,400 Sq. ft. | 2.99 Acres
$2,399,000 Active

20255 Skyline BLVD Overview

Time on Site:
82 days
Visits:
1

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.

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20255 Skyline BLVD Facts & Features

  • Type Single Family
  • Sq. ft. 2,400
  • Price/Sq.ft. $1,000
  • Lot 2.99 Acres

Details

General

Association/HOA

  • Association: 0

School Information

  • School District: La Honda-Pescadero Unified

Building Information

  • Year Built: 1963

Location/Region

  • County Or Parish: San Mateo
  • MLS Area Major: Skyline Area

General Information

  • Parcel Number: 080-110-100
  • Property Sub Type: Detached
  • Property Type: Residential
  • Zoning: RM0000

Interior

Parking Information

  • Garage Spaces: 0

Beds/Baths

  • Bathrooms Full: 3
  • Bedrooms Total: 3

General Information

  • Cooling: None
  • Fireplace: 0
  • Foundation Details: Concrete Perimeter and Slab
  • Heating: Radiant
  • Laundry Features: In Utility Room,Inside
  • Living Area: 2400
  • Stories Total: 2

Exterior

Parking Information

  • Parking Features: No Garage,Room for Oversized Vehicle,Uncovered Parking
  • Parking Total: 6

Lot Information

  • Lot Features: Grade - Gently Sloped
  • Lot Size Acres: 2.9895
  • Lot Size Source: Assessor
  • Water Source: Well - Domestic

Waterfront/View

  • View: Bay,Pasture,City Lights

Building Exterior/Construction

  • Roof: Composition

General Information

  • Fencing: Horse Fencing
  • Horse: Yes
  • Pool Private: 0
  • Sewer: Existing Septic
  • Utilities: Propane On Site

20255 Skyline BLVD Neighborhood

Community

94062 (Emerald Hills) Demographics

44
Median Age
388
Population Density (per sq. mile)
73%
College Educated
$184,479
Estimated Median Income
7,295
Estimated Total Home Owners
2,831
Estimated Total Renters
72% / 28%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

20255 Skyline BLVD Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

20255 Skyline BLVD Market Data

Based on the last 30 days in this zip code

$4,076,820
Average List Price
$1,312
Average Price per Square Foot
51
Properties Sold
87
Average Days on Market
205
Properties for Sale
Calculations provided by Reliance Network

20255 Skyline BLVD History

Date Event Value Agent
4/8/2026Source: CRMLS Added to Database
April 08, 2026
4/8/2026Source: bridgeMLS Added to Database
April 08, 2026
4/8/2026Source: MLSListings Added to Database
April 08, 2026
4/8/2026Source: MLSListings Added to Database
April 08, 2026
Listing provided courtesy of Christie's International Real Estate SerenoJennifer Paulson- MLS# ML82042155MLS ProviderContact Information: (650) 947-2900