
Woodside, California 94062
Analysis of 1 Reids Roost Road, Woodside, California 94062 is currently available with a list price of $3,088,000. 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.
Although built in 2005, the property is explicitly described as a non-livable development opportunity that is only 70% complete with expired permits. It requires significant construction and rehab to reach habitability, fitting the criteria for safety/structural needs regardless of age.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 219210, living area = 11885.
Spanning nearly 12,000 square feet, this estate offers unmatched architectural grandeur with features like a two-story lobby, imperial staircase, and expansive floor plan designed for elite luxury living.
Situated on over 5 acres in one of California’s most exclusive enclaves, the property provides exceptional privacy and ample flat grounds for a future pool and ADU in a world-class neighborhood.
The structure is only approximately 70% complete and currently uninhabitable, requiring a sophisticated buyer prepared for extensive construction costs and management.
With expired permits and the need to re-verify construction status with San Mateo County, the project carries significant bureaucratic hurdles and potential delays in resuming work.
SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to dream big with unmatched grandeur & privacy. This is a bank-owned, non-livable development opportunity, approximately 70% complete, with expired permits. Buyer to verify with County of San Mateo the existence and status of any past permits and the ability to resume construction towards completion. Grand scale luxury features such as: 2-Story Lobby with Imperial Staircase | 4 levels of destinations inspire your finishing details | Library off the lobby | Two Enormous Primary Suites (one main level, one upstairs) | Multiple Offices | Immense walk-in closets | Unfinished lower levels of Rec Room, Wine Vault, Grand Loggia, & dreamy Mezzanine facing majestic Sequoia Forest | Flat rear grounds inspire a future pool & ADU | Off-street parking for the most grand events, plus 2 separate attached garages: a daily 3-car at the motor court, plus a lower level 2-car attached garage | Long the bastion for Silicon Valley founders and CEO's, Woodside blurs the line between timeless province and epicenter of wealth and innovation. SKY VILLA, prepare to take flight in one of California's most prestigious communities.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 3.8 |
| Baths | 8.0 | 3.7 |
| Square foot | 11,885 | 3,592.5 |
| Lot Size | 219,210 | 58,898.667 |
| Price | $3.09M | $4.34M |
| Price per sq ft | $260 | $1.3K |
| Built year | 2005 | 1975 |
| HOA | $0 | $260 |
| Days on market | 378 | 57 |
Aug 7, 2026
$3,088,000
$2,999,000
+3% Price Increase
Initial Listing
Jun 24, 2026
$2,999,000
$3,688,000
-19% Price Drop
Initial Listing
Aug 27, 2025
$3,688,000
Initial Listing