Connect

Find us on...

Dashboard

Login using...

Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
Questions?

21 Valley Oak Street, Portola Valley – $3,499,000

  • 4 Beds
  • 4 Baths
  • 3,470 Sqft
  • .6 Acres
  • 4 Beds
  • 4 Baths
  • 3,470 Sqft
  • .6 Acres

21 Valley Oak Street

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!

Essential Information

  • MLS® #ML82014073
  • Price$3,499,000
  • Bedrooms4
  • Bathrooms4.00
  • Full Baths3
  • Half Baths1
  • Square Footage3,470
  • Acres0.60
  • Year Built1988
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address21 Valley Oak Street
  • Area699 - Not Defined
  • CityPortola Valley
  • CountySan Mateo
  • Zip Code94028

Amenities

  • AmenitiesSpa/Hot Tub
  • Parking Spaces2
  • ParkingCarport, Guest
  • GaragesCarport, Guest

Interior

  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesGas Starter
  • # of Stories2

Exterior

  • RoofComposition, Tar/Gravel
  • FoundationConcrete Perimeter

School Information

  • DistrictOther
  • ElementaryOther
  • MiddleOther
  • HighWoodside

Additional Information

  • Date ListedJuly 10th, 2025
  • Days on Market98
  • ZoningPC2ASD
  • HOA Fees540
  • HOA Fees Freq.Monthly

Listing Details

  • AgentNathan Nahouraii
  • OfficeIntero Real Estate Services
Please provide a valid email address.

Price Change History for 21 Valley Oak Street, Portola Valley, (MLS® #ML82014073)

Date Details Change
Price Reduced from $3,599,000 to $3,499,000 $100,000 (2.78%)

Nathan Nahouraii, Intero Real Estate Services.

Based on information from California Regional Multiple Listing Service, Inc. as of October 16th, 2025 at 11:16am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.