$13,500,000
309 Olive Hill LN
Woodside, CA, 94062
Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study by Pacific Peninsula Architects for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.
Property Details
Price:
$13,500,000
MLS #:
ML82039836
Status:
Active
Beds:
2
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Mar 23, 2026
Finished Sq Ft:
3,200
Lot Size:
150,139 sqft / 3.45 acres (approx)
Year Built:
1979
Schools
School District:
Other
Interior
Appliances
RF
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
TILE, WOOD
Heating
CF
Laundry Features
DINC, WINC
Exterior
Architectural Style
FRN
Common Walls
NCW
Construction Materials
STC
Garage Spaces
2
Parking Spots
2
Parking Total
2
Roof
FLTR
Spa Features
IG
View
BA, HI
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Woodside as of Apr 06, 2026
33
Single Family Listed
41
Avg DOM
1,435
Avg $ / SqFt
$5,075,784
Avg List Price
Community
- Address309 Olive Hill LN Woodside CA
- CityWoodside
- CountySan Mateo
- Zip Code94062
Similar Listings Nearby
Property Summary
- 309 Olive Hill LN Woodside CA is a Single Family for sale in Woodside, CA, 94062. It is listed for $13,500,000 and features 2 beds, 4 baths, and has approximately 3,200 square feet of living space, and was originally constructed in 1979. The current price per square foot is $4,219. The average price per square foot for Single Family listings in Woodside is $1,435. The average listing price for Single Family in Woodside is $5,075,784. To schedule a showing of MLS#ml82039836 at 309 Olive Hill LN in Woodside, CA, contact your James Outland agent at 8057482262.
Courtesy of Compass. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 309 Olive Hill LN
Woodside, CA