108 Santa Maria Avenue, Portola Valley, California 94028, Portola Valley, 94028 - 3 bed, 2 bath

108 Santa Maria Avenue
Portola Valley, California 94028
Property Price
SUMMARY
Analysis of 108 Santa Maria Avenue, Portola Valley, California 94028 is currently available with a list price of $2,499,000. The property maintains a Fair Condition Rating (50/100), suggesting the property is in acceptable condition with potential for value enhancement through selective updates and improvements. 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.
Condition Analysis
OVERALL CONDITION SCORE
Property is moderate renovation needed.
Built in 1929, this home is well-maintained and functional but shows significant age in its core features. The kitchen and bathrooms are dated, featuring older tile countertops, basic appliances, and vintage fixtures. While the hardwood floors and woodwork appear to be in good condition, the property lacks recent high-end renovations and requires modernization of systems and finishes to meet current market standards for the area.
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 = 23242, living area = 1560.
- Expansive Private Grounds
Situated on over half an acre, this lush corner lot features mature fruit trees and gardens, offering rare privacy and tranquility in the desirable Woodside Highlands neighborhood.
- Versatile Living Layout
The property includes a flexible lower level with a separate entrance and a bonus room above the garage, providing excellent options for a guest suite, home office, or multi-generational living.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =23242, other record lot size in square feet = 17343. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 3, other record bedroom count = 2.
- Vintage Infrastructure
Built in 1929, the home may require significant investment to modernize aging systems and structural elements to meet contemporary building standards.
- Limited Interior Square Footage
At 1,560 square feet for a nearly $2.5M asking price, the property presents a high price-per-square-foot, reflecting value primarily in the land and potential rather than existing living space.
About 108 Santa Maria Avenue
Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet corner lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently located near Town Center, Highway 280, scenic trails, and local favorites including the Alpine Inn. Served by top-rated Portola Valley schools, including Ormondale and Corte Madera.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1929
- Lot Size
- 23,242 Sq. Ft.
Interior
- Total Bedrooms
- 3
- Total Bathrooms
- 2 (2 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 4.0 | 35% |
| Baths | 2.0 | 3.0 | 23% |
| Square foot | 1,560 | 3,147.5 | 12% |
| Lot Size | 23,242 | 33,689 | 50% |
| Price | $2.50M | $4.19M | 15% |
| Price per sq ft | $1.6K | $1.4K | 65% |
| Built year | 1929 | 1968 | 4% |
| HOA | $0 | $0 | 50% |
| Days on market | 26 | 168 | 4% |
Pricing History
Listed for Sale
Feb 9, 2026
$2,499,000
Initial Listing
Sold
Jun 2, 2014
$1,500,000
Public Record













































