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$2,395,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,760 Sq. Ft.
  • 2 Car Garage
  • Updated 16 hours ago
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An exceptional Woodside estate set on approximately 6.6 acres, this private 4-bed, 3-bath residence offers a rare opportunity to experience refined living surrounded by nature. Encompassing approximately 2,760 sq ft, the home is thoughtfully designed to capture captivating views of the surrounding mountains & clear across the Bay while providing a serene retreat just moments from local amenities. Soaring ceilings, expansive living spaces create a sense of volume & elegance, complemented by two fireplaces adding warmth & character throughout the home. Generously sized bedrooms offer comfort & privacy, while large windows invite an abundance of natural light. The kitchen serves as a central gathering space, featuring an island, pantry & seamless connection to the main living areas. Indoor-outdoor flow leads to a spacious deck & hot tub, perfect for relaxing & set against a backdrop of tranquil, open land. The grounds offer remarkable privacy & scale w/space to explore & unwind. Additional features include a recently installed Jackery generator, Tesla EV charger, attached 2-car garage & abundant on-site parking. This is a rare offering for the discerning buyer seeking an elegant refuge where peace, privacy & convenience coexist in one of the Peninsulas most prestigious settings.

Full Property Details for 255 Allen Rd

General

  • Price: $2,395,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82031259
  • Updated: 1/15/2026
  • Added to Site: Today

Interior

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

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

Additional Information

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

Green Features

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

Listed by Golden Gate Sotheby's International Realty, Ricky Flores and Golden Gate Sotheby's International Realty, Margot Lockwood

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Listing agents

— 255 Allen Rd —

  • Ricky Flores

    Golden Gate Sotheby's International Realty

  • Margot Lockwood

    Golden Gate Sotheby's International Realty

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 Pitney Bowes 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
1/15/2026
Listed
$2,395,000
35.69%
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
2024
$20,097
—
$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.

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Golden Gate Sotheby's International Realty, Ricky Flores and Golden Gate Sotheby's International Realty, Margot Lockwood

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255 Allen Rd, Woodside, CA 94062 (MLS# ML82031259) is a Single Family property with 4 bedrooms and 3 full bathrooms. 255 Allen Rd is currently listed for $2,395,000 and was received on January 15, 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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