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

108 Santa Maria Avenue, Portola Valley, California 94028 home-pic-0

108 Santa Maria Avenue

Portola Valley, California 94028

ACTIVE
CONDITION: FAIR
3Beds
2Baths
1,560Sq Ft
23,242Lot Size

Property Price

LIST PRICE$2,499,000

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

Fair
TeardownExcellent

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

FeatureSubjectAverage HomeNeighborhood Ranking (50 Listings)
Beds3.04.0
35%
Baths2.03.0
23%
Square foot1,5603,147.5
12%
Lot Size23,24233,689
50%
Price$2.50M$4.19M
15%
Price per sq ft$1.6K$1.4K
65%
Built year19291968
4%
HOA$0$0
50%
Days on market26168
4%

Pricing History

Listed for Sale

Feb 9, 2026

$2,499,000

Initial Listing

Sold

Jun 2, 2014

$1,500,000

Public Record

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