19960 Skyline Boulevard, Los Gatos, California 95033, Los Gatos, 95033 - 4 bed, 4 bath
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Los Gatos, California 95033
Analysis of 19960 Skyline Boulevard, Los Gatos, California 95033 is currently available with a list price of $3,149,000. 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 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 new construction or fully renovated.
While built in 1983, the property has undergone a high-end renovation featuring a chef's kitchen with professional Thermador appliances, custom cabinetry, and premium stone surfaces. The home is in mint condition with modern systems including solar panels, vaulted open-beam architecture, and a spa-inspired primary suite, meeting the criteria for a recent top-tier renovation.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 165528, living area = 3717.
The property features a substantial 1,260 sq. ft. secondary guest house with its own private driveway and garage, offering rare flexibility for multi-generational living or significant rental income potential.
The main residence showcases soaring vaulted ceilings and expansive walls of glass that perfectly frame breathtaking panoramic valley and city light views, creating a high-end, dramatic aesthetic.
A recent price reduction of $450,000 from the original list price suggests the property may have faced initial challenges with market absorption or aggressive pricing for the mountain segment.
Built in 1983 and situated on nearly 4 acres of mountain terrain, the property likely requires significant ongoing maintenance and potential updates to aging infrastructure typical of rural estates.
Absolutely stunning Skyline Blvd. estate featuring two residences & sweeping valley views. Perfectly positioned just 10 minutes to the Bear Creek overpass, this exceptional property offers the rare combination of serene mountain living with effortless valley access. The main house showcases soaring vaulted ceilings, open-beam architecture, & walls of glass that frame breathtaking vistas. Designed with uncompromising quality, the interior features a dramatic stone fireplace, refined finishes, & a chefs kitchen appointed with a professional Thermador range, dual dishwashers, wine refrigeration, custom cabinetry, & a discreetly integrated television. The primary suite is a private sanctuary with valley views, a spa-inspired bath, & its own patio. The main level is completed by two generously sized bedrooms, a full bath, & powder room. Upstairs, an additional bedroom with views, full bath, family room, & media room create flexible living & entertaining spaces. Every bedroom includes a spacious walk-in closet. Enhancing the versatility is a separate 3-bedroom, 1.5-bath guest house of approx. 1,260 square feet, complete with its own garage & private driveway, ideal for extended family, guests, or income potential. Award-winning Los Gatos schools further elevate this rare offering.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 3.0 | 62% |
| Baths | 4.0 | 3.0 | 76% |
| Square foot | 3,717 | 2,213 | 79% |
| Lot Size | 165,528 | 116,283.5 | 62% |
| Price | $3.15M | $1.42M | 91% |
| Price per sq ft | $847 | $655 | 88% |
| Built year | 1983 | 1979 | 62% |
| HOA | $0 | $0 | 50% |
| Days on market | 58 | 203 | 12% |
Feb 24, 2026
$3,149,000
Initial Listing
Feb 23, 2026
$3,599,000
Initial Listing
Apr 29, 1998
$754,500
Public Record