$3,499,000
21 Valley Oak ST
Portola Valley, CA, 94028
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!
Property Details
Price:
$3,499,000
MLS #:
ML82031869
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Jan 20, 2026
Finished Sq Ft:
3,470
Lot Size:
25,966 sqft / 0.60 acres (approx)
Year Built:
1988
Schools
School District:
Other
Elementary School:
Other
Middle School:
Other
High School:
Woodside
Interior
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Heating
CF
Exterior
Parking Spots
2
Roof
CMP, TARGRV
Financial
HOA Fee
$590
HOA Frequency
MO
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Current real estate data for Single Family in Portola Valley as of Feb 14, 2026
22
Single Family Listed
164
Avg DOM
1,188
Avg $ / SqFt
$3,903,725
Avg List Price
Community
- Address21 Valley Oak ST Portola Valley CA
- CityPortola Valley
- CountySan Mateo
- Zip Code94028
Similar Listings Nearby
Property Summary
- 21 Valley Oak ST Portola Valley CA is a Single Family for sale in Portola Valley, CA, 94028. It is listed for $3,499,000 and features 4 beds, 4 baths, and has approximately 3,470 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,008. The average price per square foot for Single Family listings in Portola Valley is $1,188. The average listing price for Single Family in Portola Valley is $3,903,725. To schedule a showing of MLS#ml82031869 at 21 Valley Oak ST in Portola Valley, CA, contact your James Outland agent at 8057482262.
Courtesy of Intero Real Estate Services. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 21 Valley Oak ST
Portola Valley, CA










































































