
Woodside, California 94062
Analysis of 309 Olive Hill Lane, Woodside, California 94062 is currently available with a list price of $12,800,000. The property maintains a Poor Condition Rating (30/100), indicating the property requires renovation and updates to maximize its market potential. This presents opportunities for value-add investors. Located in a high-demand neighborhood within the Woodside Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for Experienced Investors and Fix-and-Flip Specialists.
Property is extensive renovation needed.
Built in 1979 (45 years old) with no mention of updates to major systems, kitchen, or baths. The listing description emphasizes the land value and the opportunity to 'reimagine' or 'create a dream home,' which is industry shorthand for a property requiring a full-scale rehab or significant modernization.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 150139, living area = 3200.
Situated on one of Central Woodside's most desirable streets at the end of a private lane, this gated 3.4-acre estate offers unparalleled seclusion while remaining minutes from Sand Hill Road, Stanford University, and Silicon Valley hubs.
The property includes an existing planning study, providing a significant head start for a buyer looking to build a world-class custom estate or extensively remodel the existing Neoclassical residence on a massive, rare lot.
The existing 1979 structure and 'original' tennis court likely require substantial capital expenditure for modernization or demolition to meet the standards of a contemporary luxury buyer.
With over 110 days on the market and a recent $700,000 price reduction, the property may face challenges in buyer perception regarding its initial valuation and current condition.
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 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.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 2.0 | 4.0 |
| Baths | 4.0 | 4.0 |
| Square foot | 3,200 | 4,671 |
| Lot Size | 150,139 | 47,042 |
| Price | $12.80M | $4.65M |
| Price per sq ft | $4.0K | $1.4K |
| Built year | 1979 | 1981 |
| HOA | $0 | $260 |
| Days on market | 121 | 42 |
May 15, 2026
$12,800,000
$13,500,000
-5% Price Drop
Initial Listing
Mar 23, 2026
$13,500,000
Initial Listing