
Woodside, California 94062
Analysis of 307 Olive Hill Lane, Woodside, California 94062 is currently available with a list price of $34,995,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. 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 both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
While the main residence was built in 1977, the property has undergone extensive high-end renovations and includes a brand-new guest house. The kitchen features professional-grade stainless steel appliances and modern stone surfaces, and the home is equipped with state-of-the-art smart technology and climate-controlled systems, placing it in mint, move-in-ready condition.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 134164, living area = 6485.
The estate features a 310-vine Cabernet vineyard, a state-of-the-art theatre, and a temperature-controlled wine cellar, offering an unparalleled luxury lifestyle for entertaining.
A newly completed 1,505 sqft guest house showcases authentic European craftsmanship and smart home technology, providing a modern contrast to the main residence.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 6485, other record living area = 3330. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 6, other record bedroom count = 5.
With a list price of nearly $35 million, the property is positioned at the extreme high end of the market, which may limit the pool of qualified buyers.
The main residence was built in 1977, which may present a stylistic or functional contrast to the brand-new guest house and modern outdoor amenities.
One of Woodside's premier estates, encompassing nearly 10,000 square feet across all structures, this property offers exceptional scale, quality, and lifestyle, highlighted by a classically styled main residence and a brand-new guest house crafted with authentic European detail. The main home is luxuriously appointed across two levels, with nearly every room opening to the outdoors. A state-of-the-art theatre and a temperature-controlled wine cellar are just two of many standout features. The newly completed guest house pairs handmade roof tiles and Genoise eaves inspired by the South of France with state-of-the-art smart home technology. Designed for entertaining, the guest house opens to a new saltwater pool and spa and expansive limestone terrace with a full outdoor kitchen and easy catering access. A 310-vine Cabernet vineyard anchors the south-facing gardens, while heritage olive trees and oaks, a fragrant parterre rose garden, bountiful orchard, and raised vegetable beds enhance the estates agrarian beauty. The result is a property where timeless elegance and refined European living are masterfully expressed in an extraordinary private setting of more than 3 acres with western hill views. Main Residence 6,485 | Guest House 1,505 | Garage One 560 | Garage Two 520 | Gym 560
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 6.0 | 4.0 | 96% |
| Baths | 5.0 | 3.0 | 83% |
| Square foot | 6,485 | 2,535 | 98% |
| Lot Size | 134,164 | 10,230.5 | 93% |
| Price | $34.99M | $3.15M | 98% |
| Price per sq ft | $5.4K | $1.3K | 98% |
| Built year | 1977 | 1953 | 70% |
| HOA | $0 | $0 | 50% |
| Days on market | 44 | 96 | 15% |
Apr 23, 2026
$34,995,000
Initial Listing
Jun 28, 2018
$9,300,000
Public Record
Nov 29, 2010
$8,000,000
Public Record