21 Valley Oak Street, Portola Valley, California 94028, Portola Valley, 94028 - 4 bed, 4 bath
21 Valley Oak Street
Portola Valley, California 94028
Property Price
SUMMARY
Analysis of 21 Valley Oak Street, Portola Valley, California 94028 reveals a Fairly Priced Property with a current list price of $3,499,000 aligned with the estimated $3,598,395 Fair Market Value. This represents a stable investment opportunity at market rate. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Portola Valley Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Estimated Market Value
Comparable Sales Map
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 21 Valley Oak Street Subject | $3,499,000* List Price | 4 | 4 | 3,470 | $1,037 | - |
A 11 Hawk View Sold | $4,025,000 | 4 | 4 | 4,106 | $980 | 0.2 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
OVERALL CONDITION SCORE
Property is move-in ready.
The property is in move-in ready condition with significant recent cosmetic updates, including new paint and lighting throughout. The gourmet kitchen features modern stainless steel appliances, and the primary suite offers a spa-inspired ensuite. Although built in 1988, the home has been well-maintained and modernized to meet current market expectations, falling into the 'good' category as it lacks the 'newly built' or 'total renovation' status required for an excellent rating.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 25966, living area = 3470.
- Great Schools
High School: Henry M. Gunn High School (9/10).
- Exceptional Privacy and Lot Size
Situated on a generous 25,966 SF lot enveloped by iconic oaks, this property offers a secluded retreat that provides unmatched privacy while remaining conveniently close to Silicon Valley tech hubs.
CONSRISKS & DEFICIENCIES
- 1980s Era Construction
Built in 1988, the residence may require more frequent maintenance or updates to major systems compared to newer luxury constructions in the Portola Valley area.
- Recurring Association Fees
The $540 monthly association fee represents a significant recurring carrying cost that buyers must factor into their monthly budget alongside the multi-million dollar mortgage.
About 21 Valley Oak Street
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
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1988
- Lot Size
- 25,966 Sq. Ft.
Interior
- Total Bedrooms
- 4
- Total Bathrooms
- 4 (4 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $540.0 / Month
Neighborhood Insights
Portola Valley Unified Schools
Ormondale Elementary School
Grades K-3 • 1.3 mi
Lucille M. Nixon Elementary School
Grades K-5 • 4.1 mi
Corte Madera School
Grades 4-8 • 0.6 mi
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 4.0 | 50% |
| Baths | 4.0 | 3.5 | 50% |
| Square foot | 3,470 | 3,200 | 54% |
| Lot Size | 25,966 | 35,051 | 50% |
| Price | $3.50M | $4.19M | 31% |
| Price per sq ft | $1.0K | $1.3K | 23% |
| Built year | 1988 | 1970 | 69% |
| HOA | $540.0 | $0 | 88% |
| Days on market | 46 | 168 | 4% |
Pricing History
Listed for Sale
Jan 20, 2026
$3,499,000
Initial Listing
Sold
Nov 8, 2012
$2,300,000
Public Record
Sold
Nov 5, 2004
$1,850,000
Public Record
Sold
Sep 12, 1995
$819,000
Public Record