21 Valley Oak Street Portola Valley, CA $ 3,499,000
21 Valley Oak Street
$ 3,499,000
Recently Listed
Open House 2/1 1pm - 3pm
Share Save

21 Valley Oak Street

Portola Valley, CA, 94028
$ 3,499,000
Bedrooms4 Baths3.1 Sq 3,470

Monthly Estimate*

$ 21,544

21 Valley Oak Street, Portola Valley, CA 94028 - Image 1
21 Valley Oak Street, Portola Valley, CA 94028 - Image 2
21 Valley Oak Street, Portola Valley, CA 94028 - Image 3
21 Valley Oak Street, Portola Valley, CA 94028 - Image 4
21 Valley Oak Street, Portola Valley, CA 94028 - Image 5
21 Valley Oak Street, Portola Valley, CA 94028 - Image 6
21 Valley Oak Street, Portola Valley, CA 94028 - Image 7
21 Valley Oak Street, Portola Valley, CA 94028 - Image 8
21 Valley Oak Street, Portola Valley, CA 94028 - Image 9
21 Valley Oak Street, Portola Valley, CA 94028 - Image 10
21 Valley Oak Street, Portola Valley, CA 94028 - Image 11
21 Valley Oak Street, Portola Valley, CA 94028 - Image 12
21 Valley Oak Street, Portola Valley, CA 94028 - Image 13
21 Valley Oak Street, Portola Valley, CA 94028 - Image 14
21 Valley Oak Street, Portola Valley, CA 94028 - Image 15
21 Valley Oak Street, Portola Valley, CA 94028 - Image 16
21 Valley Oak Street, Portola Valley, CA 94028 - Image 17
21 Valley Oak Street, Portola Valley, CA 94028 - Image 18
21 Valley Oak Street, Portola Valley, CA 94028 - Image 19
21 Valley Oak Street, Portola Valley, CA 94028 - Image 20
21 Valley Oak Street, Portola Valley, CA 94028 - Image 21
21 Valley Oak Street, Portola Valley, CA 94028 - Image 22
21 Valley Oak Street, Portola Valley, CA 94028 - Image 23
21 Valley Oak Street, Portola Valley, CA 94028 - Image 24
21 Valley Oak Street, Portola Valley, CA 94028 - Image 25
21 Valley Oak Street, Portola Valley, CA 94028 - Image 26
21 Valley Oak Street, Portola Valley, CA 94028 - Image 27
21 Valley Oak Street, Portola Valley, CA 94028 - Image 28
21 Valley Oak Street, Portola Valley, CA 94028 - Image 29
21 Valley Oak Street, Portola Valley, CA 94028 - Image 30
21 Valley Oak Street, Portola Valley, CA 94028 - Image 31
21 Valley Oak Street, Portola Valley, CA 94028 - Image 32
21 Valley Oak Street, Portola Valley, CA 94028 - Image 33
21 Valley Oak Street, Portola Valley, CA 94028 - Image 34
21 Valley Oak Street, Portola Valley, CA 94028 - Image 35
21 Valley Oak Street, Portola Valley, CA 94028 - Image 36
21 Valley Oak Street, Portola Valley, CA 94028 - Image 37
21 Valley Oak Street, Portola Valley, CA 94028 - Image 38
21 Valley Oak Street, Portola Valley, CA 94028 - Image 39
21 Valley Oak Street, Portola Valley, CA 94028 - Image 40
21 Valley Oak Street, Portola Valley, CA 94028 - Image 41
21 Valley Oak Street, Portola Valley, CA 94028 - Image 42
21 Valley Oak Street, Portola Valley, CA 94028 - Image 43
21 Valley Oak Street, Portola Valley, CA 94028 - Image 44
21 Valley Oak Street, Portola Valley, CA 94028 - Image 45
21 Valley Oak Street, Portola Valley, CA 94028 - Image 46
21 Valley Oak Street, Portola Valley, CA 94028 - Image 47
21 Valley Oak Street, Portola Valley, CA 94028 - Image 48
21 Valley Oak Street, Portola Valley, CA 94028 - Image 49
21 Valley Oak Street, Portola Valley, CA 94028 - Image 50
21 Valley Oak Street, Portola Valley, CA 94028 - Image 51
21 Valley Oak Street, Portola Valley, CA 94028 - Image 52
21 Valley Oak Street, Portola Valley, CA 94028 - Image 53
21 Valley Oak Street, Portola Valley, CA 94028 - Image 54
21 Valley Oak Street, Portola Valley, CA 94028 - Image 55
21 Valley Oak Street, Portola Valley, CA 94028 - Image 56
21 Valley Oak Street, Portola Valley, CA 94028 - Image 57
21 Valley Oak Street, Portola Valley, CA 94028 - Image 58
21 Valley Oak Street, Portola Valley, CA 94028 - Image 59
21 Valley Oak Street, Portola Valley, CA 94028 - Image 60
View a Virtual Tour

Single Family Home for sale in Portola Valley, CA

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!

See more

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

Single Family Active

Price

$ 3,499,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

0.596097

Year Built

1988

Town/City

Portola Valley

County/Region

San Mateo

MLS | Web ID

ML82031869

Features
General
Living 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
See more
Interior
Interior 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
See more
Exterior
Parking Features Guest
Water Source Public
Lot Size Area 25966
Building Area Total 3470
Lot Size Acres 0.5961
See more
Internal Only
Street Number 1 21
See more
* Excluded Features
List By
Nathan Nahouraii

Listing Agent

Intero Real Estate Services

Broker

nathan@nahouraii.com

Email

Affordability Calculator

$21,544
Per Month
100%
0%
0%
Monthly Principal & Interest
$21,544
Monthly Property Taxes
--
Monthly Home Insurance
--
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3924365 Elementary School
3924367 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
1/21/2026$3,499,000 Listed Price

Map


See all

21 Valley Oak Street, Portola Valley, CA, 94028 is a Single Family Home for sale at $3,499,000 with 3,470 sqft and a lot size of 0.596097. 21 Valley Oak Street has 4 bedrooms, 3.1 baths, and was built in 1988. The property's zip code is 94028 which is in Portola Valley, CA