21 Valley Oak Street, Portola Valley, California 94028, Portola Valley, - bed, bath

home-pic
ACTIVE$3,499,000
21 Valley Oak Street, Portola Valley, California 94028
4Beds
4Baths
3,470Sqft
25,966Lot
Year Built
1988
Close
-
List price
$3.5M
Original List price
$3.6M
Price/Sqft
-
HOA
$540
Days on market
-
Sold On
-
MLS number
ML82014073
Home ConditionGood
Features
Good View:
Deck
View-

About this home

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,599,000. 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!

Nearby schools

/10
Ormondale Elementary School
Public,K-31.3mi
8/10
Lucille M. Nixon Elementary School
Public,K-54.1mi
8/10
Corte Madera School
Public,4-80.6mi
7/10
Terman Middle School
Public,6-84.9mi
9/10
Henry M. Gunn High School
Public,9-124.5mi
6/10
Woodside High School
Public,9-125.4mi

Price History

Date
Event
Price
10/11/25
Price Change
$3,499,000-2.8%
07/10/25
Listing
$3,599,000
Neighborhood Comparison

 SubjectAverage HomeNeighbourhood Ranking (18 Listings)
Beds44
50%
Baths43
63%
Square foot3,4702,980
68%
Lot Size25,96643,629
47%
Price$3.5M$4.41M
21%
Price per square foot$1,008$1,627
11%
Built year19881967
74%
HOA$540$600
47%
Days on market118142
42%
Condition Rating
Good

Built in 1988, this property has undergone significant updates, as evidenced by the 'new paint and lighting throughout,' 'gourmet kitchen featuring stainless steel appliances,' and 'luxurious, spa-inspired primary suite' mentioned in the description. The images confirm a very clean, well-maintained interior with hardwood floors, modern light fixtures, and updated bathrooms. While the kitchen cabinets and backsplash have a more traditional style and the bathroom tiles are not ultra-modern, they are in excellent condition and contribute to a move-in ready home. The property aligns with the 'Good' criteria of being extensively renovated within the last 5-15 years, offering a well-maintained and functional living space with minimal wear and tear.
Pros & Cons

Pros

Prime Location & Privacy: Nestled in Portola Valley, the property offers exceptional privacy and a secluded retreat ambiance, while remaining conveniently close to Silicon Valley's tech hubs, scenic trails, and local amenities like Roberts Market.
Updated & Elegant Interior: The residence boasts a light-filled, open-concept interior with soaring ceilings, large windows, new paint, and lighting, complemented by a gourmet kitchen with stainless steel appliances and a luxurious, spa-inspired primary suite.
Spacious & Landscaped Lot: A generous 25,966 sqft lot, beautifully landscaped and enveloped by iconic Portola Valley oaks, provides a private oasis ideal for relaxation and outdoor entertaining.
Access to Top-Rated Local Schools: The property benefits from access to highly-rated local schools, including Corte Madera Middle School (0.57 miles) and Ormondale Elementary School (1.32 miles), a significant draw for families.
Ample Living Space: With 3,470 square feet, 4 bedrooms, and 3.5 bathrooms, the home offers substantial living space suitable for comfortable family living and grand entertaining.

Cons

Property Age: Built in 1988, the property is over 35 years old. While updated, potential buyers may scrutinize the age of major systems (HVAC, plumbing, electrical) not explicitly mentioned as replaced.
Recent Price Reduction: The property has seen a recent price reduction from $3,599,000 to $3,499,000, which could suggest initial overpricing or a need for market adjustment, potentially impacting buyer perception or negotiation leverage.
Limited Specific High-End Amenities: While updated, the description does not highlight advanced smart home technology, significant energy efficiency upgrades (e.g., solar), or luxury recreational features (e.g., pool, dedicated home theater) often expected in this price bracket.

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