Recently Listed Open House 2/1 1pm - 3pm
21 Valley Oak Street
Portola Valley, CA, 94028 $ 3,499,000
Bedrooms4 Baths3.1 Sq 3,470 Monthly Estimate*
$ 21,544
for $3,499,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,470 square foot home was built in 1988 on a lot size of 0.596097.
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!
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Open House
2/1/2026 1:00 PM - 3:00 PM
21 Valley Oak Street Portola Valley, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 3470
Sewer Public Sewer
Heating Forced Air
Cooling Central Air
Roof Composition Shingles Tar/Gravel
Zoning PC2A
HOA Fee 590
Garage Spaces 0
Association Fee Includes Common Area Maint
Year Built 1988
Stories Count 2
Levels Two Story
Property Subtype Detached
Assoc Fee Paid Per Monthly
County San Mateo
Property Type Residential
HOA Y
Garage Y/N No
Full Baths 3
Status Active
City Portola Valley
High School District Sequoia Union High
MLS Area Listing
Lot Size Square Feet 25966
Virtual Tour https://www.21valleyoakst.com/unbranded
Standard Status Active
Elementary School District Portola Valley Elementary
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InteriorInterior Amenities Dining Area Family Room
Total Fireplaces 1
Fireplace Features Gas Starter
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Total Bedrooms 4
Total Baths 4
1/2 Baths 1
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ExteriorParking Features Guest
Water Source Public
Lot Size Area 25966
Building Area Total 3470
Lot Size Acres 0.5961
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* Excluded FeaturesList ByNathan NahouraiiListing Agent
Intero Real Estate ServicesBroker
nathan@nahouraii.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $21,544
- Monthly Property Taxes
- --
- Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Portola Valley, CA
Average List Price $4,726,890
Percent of Sale Price 35%
About Portola Valley, CA 4,610 Population
2% Since 2002
$ 202,393 Median Income
54.01 Median Age
22% Households with Children
Trends Information provided by ATTOM Data Solutions.
3924365 Elementary School
3924367 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/21/2026 | $3,499,000 | | Listed Price |