
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.
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 8.0 | 3.8 |
| Baths | 7.0 | 3.7 |
| Square foot | 6,485 | 3,592.5 |
| Lot Size | 134,164 | 58,898.667 |
| Price | $34.99M | $4.34M |
| Price per sq ft | $5.4K | $1.3K |
| Built year | 1977 | 1975 |
| HOA | $0 | $260 |
| Days on market | 139 | 57 |
Apr 23, 2026
$34,995,000
Initial Listing
Jun 28, 2018
$9,300,000
Public Record
Nov 29, 2010
$8,000,000
Public Record