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
Price:
$2,499,000
MLS #:
ML82034150
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Feb 9, 2026
Finished Sq Ft:
1,560
Lot Size:
23,242 sqft / 0.53 acres (approx)
Year Built:
1929
See this Listing
Schools
School District:
Other
Interior
Bathrooms
2 Full Bathrooms
Cooling
CA
Flooring
TILE, WOOD
Heating
CF
Exterior
Parking Spots
3
Roof
MTL
Financial
Map
Community
- Address108 Santa Maria AV Portola Valley CA
- CityPortola Valley
- CountySan Mateo
- Zip Code94028
Market Summary
Current real estate data for Single Family in Portola Valley as of Feb 13, 2026
22
Single Family Listed
163
Avg DOM
1,188
Avg $ / SqFt
$3,903,725
Avg List Price
Property Summary
- 108 Santa Maria AV Portola Valley CA is a Single Family for sale in Portola Valley, CA, 94028. It is listed for $2,499,000 and features 3 beds, 2 baths, and has approximately 1,560 square feet of living space, and was originally constructed in 1929. The current price per square foot is $1,602. The average price per square foot for Single Family listings in Portola Valley is $1,188. The average listing price for Single Family in Portola Valley is $3,903,725.
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