16840 Cypress Way, Los Gatos, California 95030, Los Gatos, 95030 - 5 bed, 6 bath
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Los Gatos, California 95030
This Mediterranean Foothill Estate is a Strong Value Opportunity, listed at $8,498,000—positioned well below the $9,102,310 Fair Market Value by 6%. This valuation gap offers $604,310 in Instant Equity for buyers. While maintaining a Good Condition Rating, the 5,844 sqft residence features panoramic valley views, a 1,200 sqft pool house, and access to award-winning Los Gatos Schools. The 2.03-acre gated grounds provide a private sanctuary with significant potential for cosmetic modernization to further drive appreciation. This is an exceptional acquisition for Luxury Homeowners or Value-Add Investors.
Property is moderate renovation needed.
Built in 1992 (32 years old), the property is well-maintained and functional but stylistically dated. The kitchen and bathrooms feature 90s-era Mediterranean finishes, fitting the criteria for properties >20 years old that require cosmetic updates.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 88426, living area = 5844.
Situated in the prestigious Los Gatos foothills, this gated estate offers a rare combination of extreme privacy, breathtaking valley views, and convenient proximity to the vibrant downtown area.
The 2.03-acre grounds feature a massive 1,200 sqft pool house, jacuzzi pavilion, and expansive covered terraces, creating a resort-like environment perfect for high-end entertaining.
Built in 1992, the Mediterranean aesthetic and original finishes may require contemporary updates to align with the expectations of modern luxury buyers at this price point.
The expansive 2-acre lot, featuring intricate water elements, lush gardens, and multiple secondary structures, necessitates significant ongoing upkeep and management costs.
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 1,200sf± pool house, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain, setting the stage for a truly luxurious living experience. Award winning Los Gatos Schools!
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 4.0 | 67% |
| Baths | 6.0 | 3.0 | 83% |
| Square foot | 5,844 | 2,697.5 | 89% |
| Lot Size | 88,426 | 15,915 | 94% |
| Price | $8.50M | $3.94M | 92% |
| Price per sq ft | $1.5K | $1.5K | 50% |
| Built year | 1992 | 1968 | 67% |
| HOA | $0 | $0 | 50% |
| Days on market | 47 | 96 | 11% |
Apr 20, 2026
$8,498,000
Initial Listing