255 Allen Rd

2,760 Sq. Ft.
$868 / Sq. Ft.
2,760
Sq. Ft.
$868
per Sq. Ft.

Description

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...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.
  1. Listed by Ricky Flores • DRE #02027985 • Brokerage DRE #02027353 • Golden Gate Sotheby's International Realty • 408-565-5626
  2. Listed by Margot Lockwood • DRE #01017519 • Brokerage DRE #02027353 • Golden Gate Sotheby's International Realty

Property Details for 255 Allen Road

MLS City Name
WOODSIDE
Building Type
Detached
Garage Spaces
2
Parking Spaces
6
View
Hills, Valley, Forest / Woods, City Lights
Cross Street
Bear Gulch Rd
LISTING UPDATED: 01/15/2026 09:00 AM

Property Details for 255 Allen Road

StatusActive
MLS #ML82031259
Days on Compass7
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1986
Lot Size6.61 AC / 287,731 SF
CountySan Mateo County

Location

Listing Courtesy of Golden Gate Sotheby's International Realty, Ricky Flores, DRE #02027985; Golden Gate Sotheby's International Realty, Margot Lockwood, DRE #01017519
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Building Information for 255 Allen Road

Stories2Year Built1986Building Size-Lot Size6.61 AC / 287,731 SF

Payment Calculator

$13,348 per month

30 year fixed, 6.15% Interest

Principal and Interest

$11,673

Property Taxes

$1,675

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 255 Allen Road

Features
External Links
Room Information
  • Additional Rooms: Formal Entry, Laundry Room
  • Bathroom: Double Sinks, Shower and Tub, Tile, Full on Ground Floor, Primary - Stall Shower(s)
  • Bedrooms: Primary Suite / Retreat, Walk-in Closet, More than One Bedroom on Ground Floor
  • Dining Room: Breakfast Bar, Formal Dining Room
  • Family Room: Separate Family Room
  • Kitchen: Cooktop - Gas, Countertop - Tile, Dishwasher, Garbage Disposal, Island, Microwave, Oven - Built-In, Oven - Double, Oven - Electric, Pantry, Refrigerator, Wine Refrigerator
  • Number of Full Bathrooms: 3
Features
  • Amenities: Bay Window, High Ceiling, Vaulted Ceiling, Walk-in Closet
  • Energy Features: Double Pane Windows, Energy Star Appliances
  • Fireplace: Yes
  • Fireplaces: Gas Log, Wood Burning
  • Fireplaces Min: 2
  • Flooring: Carpet, Hardwood, Laminate
  • Laundry: Gas Hookup, Washer / Dryer, In Utility Room
  • Living SqFt: 2760
  • Pool: No
  • Pool Type: Spa / Hot Tub
  • Security Features: Video / Audio System
Utilities
  • Cooling: Central AC
  • Heating: Propane, Central Forced Air - Gas
  • Sewer Septic: Existing Septic
  • Utilities: Propane On Site, Public Utilities
  • Water: Well, Water Filter - Owned
Garage
  • Garage and Parking: Attached Garage
  • Garage Max: 2
  • Garage Min: 2
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Exterior: Double Pane Windows
  • Area Text: Skyline Area
  • Roof: Fiberglass, Shingle
  • Stories: Two Story
  • Subclass: Single Family Home
  • TIC Agreement: No
  • Year Built Source: Assessor
  • Street Number: 255
  • Street Name: Allen
  • Street Suffix: Road
  • Area ID: 273
Lot / Property Details
Building Information
  • Number Of Stories: 2
  • Structure SqFt: 2760
  • Structure SqFt Source: Assessor
  • Age: 40
Development Information
  • Zoning Detail: RM0000
Location Information
  • City Limits: Yes
  • Directions: Take Bear Gulch Rd off Highway 35 (Skyline). 0.6 miles along Bear Gulch Rd to Allen Rd on your left. Approx 0.4 miles on Allen Rd & you'll see 3 mailboxes on your left, one of those for 255 Allen Rd. Take the street left of the mailboxes and first right
  • Incorporated: Yes
  • Parcel Number: 075-340-360
  • County Name: San Mateo
  • City Name: WOODSIDE
  • City Postal ID: 78
  • Postal Code: 94062
  • Elementary School District: 924
  • High School District Text: Cabrillo Unified
Lot Information
  • Foundation: Crawl Space
  • Horse Property: No
  • Lot Acres: 6.61
  • Lot Description: Views
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Back Yard, Balcony / Patio, Deck, Sprinklers - Auto

Property History for 255 Allen Road

DateEvent & SourcePriceAppreciation
Jan 15, 2026

Listed (Active)

EBRD #ML82031259

$2,395,000
Jan 15, 2026

Listed (Active)

MLSListings #ML82031259

$2,395,000
Dec 20, 2023

Withdrawn

MLSListings #ML81949942

$2,298,000
Dec 18, 2023

Withdrawn

EBRD #ML81932013

$2,393,000
Dec 18, 2023

Listed (Active)

MLSListings #ML81949942

$2,298,000
Dec 18, 2023

Withdrawn

MLSListings #ML81932013

$2,393,000
Aug 31, 2023

Price Change

EBRD #ML81932013

$2,393,000
Aug 31, 2023

Price Change

MLSListings #ML81932013

$2,393,000
Jul 18, 2023

Price Change

EBRD #ML81932013

$2,500,000
Jul 18, 2023

Price Change

MLSListings #ML81932013

$2,500,000
Jun 16, 2023

Listed (Active)

EBRD #ML81932013

$2,499,950
Jun 16, 2023

Listed (Active)

MLSListings #ML81932013

$2,499,950
Sep 30, 2022

Withdrawn

RESFAR #81881070

$1,995,000
Jul 8, 2022

Sold

EBRD #ML81883047

$1,995,000
Jul 8, 2022

Sold

MLSListings #ML81883047

$1,765,000
Jul 8, 2022

Sold

EBRD #ML81883047

$1,765,000
Jul 8, 2022

Sold

RESFAR #81883047

$1,765,000
Jun 14, 2022

Sold (Public Record)

Public Record #1493734269

$1,765,000
Jun 8, 2022

Pending

RESFAR #81883047

Jun 8, 2022

Pending

EBRD #ML81883047

Jun 8, 2022

Pending

MLSListings #ML81883047

Jun 7, 2022

Listed (Active)

EBRD #ML81883047

Jun 7, 2022

Listed (Active)

MLSListings #ML81883047

May 29, 2022

Pending

EBRD #ML81883047

May 29, 2022

Contingent - Show

RESFAR #81883047

May 29, 2022

Contingent - Show

MLSListings #ML81883047

Mar 31, 2022

Withdrawn

RESFAR #81863337

$2,595,000
Mar 18, 2022

Price Change

RESFAR #81883047

$2,895,000
Mar 18, 2022

Listed (Active)

MLSListings #ML81883047

$2,895,000
Mar 18, 2022

Withdrawn

EBRD #ML81881070

$1,995,000
Mar 18, 2022

Listed (Active)

RESFAR #81883047

$1,995,000
Mar 18, 2022

Withdrawn

MLSListings #ML81881070

$1,995,000
Mar 18, 2022

Listed (Active)

EBRD #ML81883047

$2,895,000
Mar 4, 2022

Price Change

RESFAR #81881070

$2,895,000
Mar 4, 2022

Listed (Active)

MLSListings #ML81881070

$2,895,000
Mar 4, 2022

Withdrawn

EBRD #ML81863337

$2,595,000
Mar 4, 2022

Listed (Active)

RESFAR #81881070

$1,995,000
Mar 4, 2022

Withdrawn

MLSListings #ML81863337

$2,595,000
Mar 4, 2022

Listed (Active)

EBRD #ML81881070

$2,895,000
Oct 4, 2021

Price Change

EBRD #ML81863337

$2,595,000
Oct 4, 2021

Price Change

MLSListings #ML81863337

$2,595,000
Sep 18, 2021

Listed (Active)

MLSListings #ML81863337

$2,895,000
Sep 18, 2021

Temporarily Off Market

EBRD #ML81863337

Sep 18, 2021

Price Change

RESFAR #81863337

$2,895,000
Sep 18, 2021

Listed (Active)

EBRD #ML81863337

$2,895,000
Sep 18, 2021

Listed (Active)

RESFAR #81863337

$2,595,000
DateEvent & SourcePrice
01/15/2026

Listed (Active)

EBRD #ML82031259

$2,395,000
01/15/2026

Listed (Active)

MLSListings #ML82031259

$2,395,000
12/20/2023

Withdrawn

MLSListings #ML81949942

$2,298,000
12/18/2023

Withdrawn

EBRD #ML81932013

$2,393,000
12/18/2023

Listed (Active)

MLSListings #ML81949942

$2,298,000
12/18/2023

Withdrawn

MLSListings #ML81932013

$2,393,000
08/31/2023

Price Change

EBRD #ML81932013

$2,393,000
08/31/2023

Price Change

MLSListings #ML81932013

$2,393,000
07/18/2023

Price Change

EBRD #ML81932013

$2,500,000
07/18/2023

Price Change

MLSListings #ML81932013

$2,500,000
06/16/2023

Listed (Active)

EBRD #ML81932013

$2,499,950
06/16/2023

Listed (Active)

MLSListings #ML81932013

$2,499,950
09/30/2022

Withdrawn

RESFAR #81881070

$1,995,000
07/08/2022

Sold

EBRD #ML81883047

$1,995,000
07/08/2022

Sold

MLSListings #ML81883047

$1,765,000
07/08/2022

Sold

EBRD #ML81883047

$1,765,000
07/08/2022

Sold

RESFAR #81883047

$1,765,000
06/14/2022

Sold (Public Record)

Public Record #1493734269

$1,765,000
06/08/2022

Pending

RESFAR #81883047

06/08/2022

Pending

EBRD #ML81883047

06/08/2022

Pending

MLSListings #ML81883047

06/07/2022

Listed (Active)

EBRD #ML81883047

06/07/2022

Listed (Active)

MLSListings #ML81883047

05/29/2022

Pending

EBRD #ML81883047

05/29/2022

Contingent - Show

RESFAR #81883047

05/29/2022

Contingent - Show

MLSListings #ML81883047

03/31/2022

Withdrawn

RESFAR #81863337

$2,595,000
03/18/2022

Price Change

RESFAR #81883047

$2,895,000
03/18/2022

Listed (Active)

MLSListings #ML81883047

$2,895,000
03/18/2022

Withdrawn

EBRD #ML81881070

$1,995,000
03/18/2022

Listed (Active)

RESFAR #81883047

$1,995,000
03/18/2022

Withdrawn

MLSListings #ML81881070

$1,995,000
03/18/2022

Listed (Active)

EBRD #ML81883047

$2,895,000
03/04/2022

Price Change

RESFAR #81881070

$2,895,000
03/04/2022

Listed (Active)

MLSListings #ML81881070

$2,895,000
03/04/2022

Withdrawn

EBRD #ML81863337

$2,595,000
03/04/2022

Listed (Active)

RESFAR #81881070

$1,995,000
03/04/2022

Withdrawn

MLSListings #ML81863337

$2,595,000
03/04/2022

Listed (Active)

EBRD #ML81881070

$2,895,000
10/04/2021

Price Change

EBRD #ML81863337

$2,595,000
10/04/2021

Price Change

MLSListings #ML81863337

$2,595,000
09/18/2021

Listed (Active)

MLSListings #ML81863337

$2,895,000
09/18/2021

Temporarily Off Market

EBRD #ML81863337

09/18/2021

Price Change

RESFAR #81863337

$2,895,000
09/18/2021

Listed (Active)

EBRD #ML81863337

$2,895,000
09/18/2021

Listed (Active)

RESFAR #81863337

$2,595,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 255 Allen Road

Taxable ValueLand$1,394,136Additions$442,170Total$1,836,306
Tax Record2024$20,097 ($1,675 / month)
Home Facts
Beds4Total Finished SqFt2,760 SqFtAbove Grade Finished SqFt2,760 SqFtStories2Lot Size287,731 SqFtStyleSingle Family ResidenceYear Built1986ZoningRM0000CountySAN MATEOAPN075-340-360Fireplace TypeHas Fireplace

Schools near 255 Allen Road

This home is within Cabrillo Unified School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 9 to 12
Rating
School
Distance
Kings Mountain Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

255 Allen Road is a single family home for sale in Woodside, CA 94062. This property was listed for sale on January 15, 2026 by Golden Gate Sotheby's International Realty, it's currently listed at $2,395,000. It has been on the market for a total of 7 days and was last sold on July 8, 2022. This listing's school district is Cabrillo Unified School District. Nearby schools include Kings Mountain Elementary School and Pilarcitos Alternative High (Continuation) School. 255 Allen Road is a 4-bed, 3-bath, 2,760 sqft single family home built in 1986.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Golden Gate Sotheby's International Realty, Ricky Flores, DRE #02027985; Golden Gate Sotheby's International Realty, Margot Lockwood, DRE #01017519

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.