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21 Valley Oak StreetPortola Valley, CA 94028

For Sale

$3,499,000

Smart Buyer Rebate $34,990

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,499,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining and tranquil living. A gourmet kitchen, featuring stainless steel appliances flows seamlessly into spacious living and dining areas. The private primary suite offers a luxurious, spa-inspired ensuite, creating a serene haven. Outside, the beautifully landscaped lot, enveloped by Portola Valley's iconic oaks, provides a secluded oasis for relaxation or outdoor gatherings. Enjoy an excellent community of neighbors and access to top-rated schools, including Ormondale Elementary, Corte Madera Middle, and Woodside High School (buyer to verify eligibility).Perfectly positioned to get away from the lights of the city while remaining close to Silicon Valley's tech hubs, scenic trails, and Roberts Market, this home offers unmatched privacy and convenience. Seize this rare opportunity to own a slice of Portola Valleys idyllic lifestyle!

Listed by Nathan Nahouraii

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License #01394651

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Intero Real Estate Services

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408-209-9556

Last updated January 29, 2026

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Source: MLSListings #ML82031869

Listing Facts

  • TypeSingle-family
  • NeighborhoodPortola Valley Ranch
  • Bedrooms4
  • Days on Prevu11
  • HOA/Maint. Fees$590/month
  • Size3,470 sqft
  • Price per sqft$1,008

Amenities

  • Pets Allowed
  • Parking

Location

Mortgage Calculator

Listing History

01/26/2026
Status changed to Active
$3,499,000
01/24/2026
Status changed to Removed from Feed
$3,499,000
01/23/2026
Status changed to Active
$3,499,000
01/22/2026
Status changed to Removed from Feed
$3,499,000
01/20/2026
Listed by Intero Real Estate Services
$3,499,000

Property Details for 21 Valley Oak Street

Association

Fees

  • Association Fee: $590.00 Monthly

General

  • Association Name: Portola Valley Ranch Association

Exterior

Construction

  • Roof: Composition, Tar/Gravel
  • Stories: 2
  • Year Built: 1988
  • Year Built Details: 2

Measurements

  • Building Area Total: 3,470
  • Lot Size Area: 25,966
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 25,966
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 080-490-060

Interior

Features

  • Fireplace Features: Gas Starter
  • Fireplaces Total: 1

Measurements

  • Living Area: 3,470

Rooms

  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bedrooms Total: 4

Parking

Parking

  • Carport Spaces: 2
  • Carport: Yes
  • Parking Features: Carport, Guest / Visitor Parking

Schools

Elementary School

  • Elementary School: Ormondale Elementary
  • Elementary School District: Portola Valley Elementary

High School

  • High School: Woodside High
  • High School District: Sequoia Union High

Middle or Junior School

  • Middle Or Junior School: Corte Madera Elementary

Utilities

Equipment

  • Cooling: Central Forced Air
  • Heating: Central Forced Air
  • Sewer: Public Sewer
  • Utilities: Public Utilities, Water - Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms does this single-family home have?

There are 4 bedrooms in this single-family home at 21 Valley Oak Street.

What schools are nearby to 21 Valley Oak Street?

Nearby schools include the Ormondale Elementary, Corte Madera Elementary Middle School, and Woodside High.

How does 21 Valley Oak Street compare to other single-family homes in Portola Valley Ranch?

This single-family home is listed 36% below the average price for single-family homes in Portola Valley Ranch and has been on the market for 28 less days than the typical home in this area.

What building or home owners association is the single-family home part of?

This single-family home is part of the Portola Valley Ranch Association home owners association.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,470 sqft.

21 Valley Oak Street is a 4-bedroom single-family home for sale in Portola Valley CA 94028. Listed on Prevu for 11 days at $3,499,000. This property features 3,470 square feet of living space, located in Portola Valley. The median listing price for single-family homes in this area is $5,481,500. Nearby schools include Ormondale Elementary, Corte Madera Elementary Middle School, and Woodside High. Property amenities include pets allowed and parking. Explore more single-family home listings in Portola Valley.

Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.