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$2,299,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,760 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 255 Allen Rd

General

  • Price: $2,299,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82058136
  • Updated: 8/19/2026
  • Added to Site: 49 day(s) ago

Interior

  • Rooms/Areas: Formal Entry, Laundry Room
  • Interior Features: Walk-In Closet, Vaulted Ceiling , Bay Window, High Ceiling
  • Fireplace(s): Gas Log, Wood-Burning
  • Flooring: Laminate, Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Bathroom Features: Double Sinks, Shower and Tub, Tile, Full on Ground Floor, Primary - Stall Shower(s)

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Primary Suite / Retreat, Walk-In Closet, More than One Bedroom on Ground Floor

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Tile Countertop, Dishwasher, Gas Cooktop, Garbage Disposal, Island, Microwave, Built-In Oven, Double Oven, Pantry, Wine Refrigerator, Refrigerator, Electric Oven
  • Laundry: Gas Hookup, Washer / Dryer, In Utility Room

Additional Information

  • Pool Description: Spa - Above Ground
  • Extras: Not Applicable
  • Security/Safety: Video / Audio System

Parking

  • Garage Spaces: 2
  • Parking Features: Attached Garage

Location

  • Area: Skyline Area
  • County: San Mateo
  • Cross Streets: Bear Gulch Rd

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Propane, Central Air (Gas/Forced Air)

Utilities

  • Sewer: Existing Septic System
  • Water: Well, Water Filter (Owned)
  • Utility Description: Propane on Site, Public Utilities

Structural Information

  • Construction: Detached
  • Foundation: Crawlspace
  • Roof: Fiberglass, Shingle
  • Square Feet: 2,760
  • Year Built: 1986

Lot Features

  • Property View: City Lights, Forest / Woods, Hills, Valley
  • Lot Size (Acres): 6.6054
  • Minimum Lot Size: 287731
  • Lot Size (Sq. Ft.): 287,731
  • Grounds/Landscape: Back Yard, Balcony / Patio, Sprinklers - Auto, Deck
  • Zoning: RM0000
  • Lot Description: Views

Green Features

  • Energy Efficient: Energy Star Appliances, Double-Pane Windows

Listed by Compass, Scott Hayes

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Listing agent

— 255 Allen Rd —

  • Scott Hayes

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 255 Allen Rd

School District:Cabrillo Unified School District
NameGradesDistance
Kings Mountain Elementary School
211 Swett Road, Woodside, CA 94062
K-52.8 mi
Manuel F. Cunha Intermediate School
600 Church Street, Half Moon Bay, CA 94019
6-89.2 mi
Half Moon Bay High School
1 Lewis Foster Drive, Half Moon Bay, CA 94019
9-129.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 255 Allen Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/19/2026
Listed
$2,299,000
30.25%
MLS
6/14/2022
Sold
$1,765,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 255 Allen Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$21,542
—
$1,873,031
2%
2025
$21,542
7%
$1,836,306
2%
2024
$20,097
3%
$1,800,300
2%
2023
$19,487
60%
$1,765,000
59%
2022
$12,204
2%
$1,113,135
2%
2021
$11,975
—
$1,091,309
1%
2020
$11,974
-1%
$1,080,120
2%
2019
$12,065
7%
$1,058,942
2%
2018
$11,282
1%
$1,038,179
2%
2017
$11,151
1%
$1,017,823
2%
2016
$11,008
2%
$997,866
2%
2015
$10,743
3%
$982,879
2%
2014
$10,445
—
$963,627
—
2013
$10,450
—
$959,273
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 255 Allen Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Compass, Scott Hayes

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255 Allen Rd, Woodside, CA 94062 (MLS# ML82058136) is a Single Family property with 4 bedrooms and 3 full bathrooms. 255 Allen Rd is currently listed for $2,299,000 and was received on August 19, 2026. Want to learn more about 255 Allen Rd? Do you have questions about finding other Single Family real estate for sale in Woodside? You can browse all Woodside real estate or contact a Coldwell Banker agent to request more information.

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