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$2,299,000

255 Allen Road, Woodside, CA 94062

38% below the Woodside median of $3.7M (23 active listings)

44% of Woodside listings have cut their price · half have been listed 101+ days

4beds
3baths
2,760sqft
$833/sqft

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About this home

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass, and two cozy wood-burning fireplaces. The main floor centers around a functional kitchen with a central island and walk-in pantry, opening directly to a multi-level wraparound deck designed for effortless indoor-outdoor living and scenic dining. The layout includes a primary suite positioned to capture morning light, complete with an oversized bath and walk-in closet. Three additional bedrooms feature a built-in loft, a walk-in closet, and a ground-floor room with private outdoor entry ideal for a peaceful home office. Sprawling level lawn areas, mature trees, and a hot tub set for stargazing complete the grounds. Extras include an attached 2-car garage, large utility room, ample parking, Jackery backup battery, and a Tesla EV charger. Located minutes from trailheads, preserves, central Woodside, and I-280-a high-elevation retreat moments from Silicon Valley.

Property details

Property type
Single Family
Year built
1986
Lot size
287,731 sqft
Garage spaces
2
Parking spaces
6
Stories
2
View
City Lights,Forest / Woods,Hills,Valley
County
San Mateo
Listed
1 day ago
MLS #
82058136
Listed by
Scott Hayes · Compass

Features

  • Attached Garage
  • Propane
  • Central Forced Air - Gas
  • Central AC
  • Gas Log
  • Wood Burning
  • Laminate
  • Carpet
  • Hardwood
  • Fiberglass
  • Shingle
  • Walk-in Closet
  • Vaulted Ceiling
  • Bay Window
  • High Ceiling
  • Video / Audio System
  • Energy Star Appliances
  • Double Pane Windows
  • Views
  • Propane On Site
  • Public Utilities
  • Existing Septic
  • Well
  • Water Filter - Owned
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Location

Approximate location based on the listing address.

Copyright 2026 MLSListings Inc. Based on information from MLSListings MLS as of 8/19/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. MLS Listing #82058136. Listing courtesy of Compass.