19960 Skyline Boulevard, Los Gatos, California 95033, Los Gatos, 95033 - 4 bed, 4 bath

19960 Skyline Boulevard, Los Gatos, California 95033 home-pic-0

19960 Skyline Boulevard

Los Gatos, California 95033

ACTIVE
CONDITION: EXCELLENT
4Beds
4Baths
3,717Sq Ft
165,528Lot Size

Property Price

LIST PRICE$3,149,000

SUMMARY

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.

Condition Analysis

OVERALL CONDITION SCORE

Excellent
TeardownExcellent

Property is new construction or fully renovated.

Although originally built in 1983, the property has undergone extensive high-end renovations that meet modern luxury standards. The chef's kitchen is equipped with professional Thermador appliances, dual dishwashers, and custom cabinetry, while the primary suite features a recently updated spa-inspired bathroom. The inclusion of vaulted ceilings, refined finishes, and a well-maintained secondary guest house indicates the property is in top-tier condition with no deferred maintenance.

PROSSTRENGTHS & OPPORTUNITIES

  • High Available Lot Utilization

    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.

  • Dual-Residence Versatility

    The estate includes a substantial 1,260 sqft, 3-bedroom guest house with its own garage and private driveway, providing excellent potential for multi-generational living or rental income.

  • Architectural Design and Views

    The main residence features soaring vaulted ceilings and walls of glass that frame breathtaking valley and city light views, complemented by a high-end chef's kitchen with Thermador appliances.

CONSRISKS & DEFICIENCIES

  • Market Pricing Volatility

    A significant price reduction of $450,000 shortly after the initial listing suggests the property may have faced challenges with its original valuation in the current market.

  • Mountain Maintenance Requirements

    Built in 1983 and situated on nearly 4 acres of mountain terrain, the property likely requires more intensive ongoing maintenance and land management than a typical suburban lot.

About 19960 Skyline Boulevard

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.

Property Details

Public Facts

Property Type
Single Family Residence
Year Built
1983
Lot Size
165,528 Sq. Ft.

Interior

Total Bedrooms
4
Total Bathrooms
4 (4 Full, 0 Half)

Exterior & Parking

No exterior & parking available.

Utilities & Misc

HOA Fee
$0 / Month

Neighborhood Insights

Sensitive Facilities

No sensitive facilities data found.

Neighborhood Comparison

FeatureSubjectAverage HomeNeighborhood Ranking (50 Listings)
Beds4.03.0
69%
Baths4.03.0
90%
Square foot3,7172,037
83%
Lot Size165,52893,654
69%
Price$3.15M$1.25M
86%
Price per sq ft$847$633
86%
Built year19831978
76%
HOA$0$0
50%
Days on market12198
3%

Pricing History

Listed for Sale

Feb 24, 2026

$3,149,000

Initial Listing

Price Change

Feb 23, 2026

$3,599,000

Initial Listing

Sold

Apr 29, 1998

$754,500

Public Record

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