Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat with a huge price adjustment offered at $3,199,000. 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!
Single-familyProperty Type
1988Year Built
0.6 acresLot Size
$940Price/Sq.Ft.
$590/moHOA Dues
Listed by Nathan Nahouraii•DRE #01394651• Intero Real Estate Services
Contact: 408-209-9556
Bought with Lisa Keith•DRE #00882247• Golden Gate Sotheby's International Realty
Est. $4,740 per month, based on comparable rentals
Sale and tax history for 21 Valley Oak St
Sale History
Tax History
Date
Event
Price
MLSListings #ML82031869
May 21, 2026
Sold
$3,262,000
$940/sq ft
May 21, 2026
Sold
$3,262,000
$940/sq ft
May 19, 2026
Pending
—
Apr 24, 2026
Pending
—
Apr 24, 2026
Contingent
—
Apr 21, 2026
Price Changed
$3,199,000
$922/sq ft
Apr 21, 2026
Price Changed
$3,199,000
$922/sq ft
Jan 21, 2026
Listed
$3,499,000
$1,008/sq ft
Jan 20, 2026
Listed
$3,499,000
$1,008/sq ft
Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat with a huge price adjustment offered at $3,199,000. 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!
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82014073
Nov 24, 2025
Listing Removed
—
Oct 10, 2025
Price Changed
*
Oct 1, 2025
Relisted
—
Oct 1, 2025
Listing Removed
—
Jul 10, 2025
Listed
*
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81234339