$2,499,000

108 Santa Maria Avenue, Portola Valley, CA 94028

3 beds |
2 baths |
1,560 sqft

Single-Family Home
Built in 1929
0.53acre lot
2 car garage
$1,602/sqft
Listed 7 days ago

Property Description

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.

Listing Status:: Active
Date Added:: February 9, 2026
Data Last Updated:: February 16, 2026 at 3:18PM
Listing Office:: Coldwell Banker Realty : (650) 324-4456
Listing Agent:: Janeen Poutre : 408-209-6640
MLS ID:: ML82034150

Flooring: TileWood
A/C: Central Air
Heating: Central

Parking: Off StreetParking spaces: 3

Roofing: Metal
General: 2

Originating MLS: CRMLS_MLSL
School District: Other
County: San Mateo

Zoning: R10025076235060 & 076235050.

Utilities: Natural Gas Available

Source: CRMLS_MLSL

This listing courtesy of Janeen Poutre , Coldwell Banker Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Ormondale School

200 Shawnee Pass, Portola Valley, CA, 94028

Grades KG-3

1.12 miles away

Corte Madera School

4575 Alpine Rd, Portola Valley, CA, 94028

Grades 4-8

1.80 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.