19975 Skyline Boulevard, Los Gatos, California 95033, Los Gatos, 95033 - 5 bed, 5 bath
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Los Gatos, California 95033
Analysis of 19975 Skyline Boulevard, Los Gatos, California 95033 is currently available with a list price of $3,499,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Los Gatos 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 move-in ready.
Built in 2001, the property is slightly over the 20-year mark but is meticulously maintained and move-in ready. The kitchen and baths feature high-end finishes (granite, Sub-Zero/stainless appliances) and hardwood floors that remain fully functional and reflect enduring quality, fitting the 'well-maintained' criteria better than 'fair'.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 3746160, living area = 4740.
Set on approximately 86 acres, this estate offers unparalleled privacy and a vast natural landscape featuring private trails and meadows, a rare luxury within minutes of downtown Los Gatos.
The home’s architectural design and expansive walls of glass perfectly frame sweeping, unobstructed views of Monterey Bay and the Santa Cruz Mountains.
The property's location on Skyline Boulevard involves navigating winding mountain roads, which may be a deterrent for those seeking a traditional suburban commute or easy walkability.
Managing 86 acres of mountain terrain requires significant ongoing effort and expense for fire brush clearance, trail upkeep, and landscape preservation.
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by 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 | 3.0 | 79% |
| Baths | 5.0 | 3.0 | 85% |
| Square foot | 4,740 | 2,210 | 94% |
| Lot Size | 3,746,160 | 118,919 | 97% |
| Price | $3.50M | $1.40M | 91% |
| Price per sq ft | $738 | $633 | 82% |
| Built year | 2001 | 1979 | 94% |
| HOA | $0 | $0 | 50% |
| Days on market | 39 | 203 | 6% |
Mar 14, 2026
$3,499,000
Initial Listing
Sep 2, 2020
$2,325,000
Public Record
Jun 4, 2002
$1,625,000
Public Record
Jan 11, 2001
$275,000
Public Record
Jun 5, 1997
$233,500
Public Record