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

19960 Skyline Boulevard, Los Gatos, California 95033 home-pic-0
ACTIVE$3,449,000
19960 Skyline Boulevard, Los Gatos, California 95033
4Beds
4Baths
3,717Sqft
165,528Lot
Year Built
1983
Close
-
List price
$3.45M
Original List price
$3.6M
Price/Sqft
$928
HOA
-
Days on market
-
Sold On
-
MLS number
ML82019896
Home ConditionExcellent
Features
Excellent View: City Lights, Mountain(s)
Deck
Spa
ViewCity Lights,Mountain(s)

About this home

We found 3 Cons,6 Pros. Rank: price - $3.45M(95th), sqft - 3717(93th), beds - 4(70th), baths - 4(93th).

Absolutely stunning Skyline Blvd home with sweeping valley views! Perfectly positioned only 10 minutes to the Bear Creek overpass, combining serene mountain living with easy valley access. The moment you enter, you're greeted by an open floor plan, soaring vaulted ceilings, & walls of windows that capture breathtaking vistas. The interior showcases the finest craftsmanship & finishes, including a gourmet kitchen with a professional Thermador range, dual dishwashers, a wine refrigerator, custom cabinetry, & a cleverly concealed TV. The dramatic living room features a stone fireplace, open-beam ceilings, & expansive views. The unrivaled primary suite offers a luxurious spa-like bath, private patio, & views. The main level is completed with two spacious bedrooms, a full bath, & powder room. Upstairs, you'll find another large bedroom with views, a full bath, a family room, & a media room, ideal for relaxation or entertaining. All of the bedrooms feature spacious, walk-in closets. Adding incredible versatility, the property includes a separate 3-bedroom, 1.5-bathroom guest house of approx. 1,260 sq. ft., complete with its own garage & private driveway, perfect for family, guests, or rental income. Additional features include Frontier Fiber internet & award-winning Los Gatos schools.

Price History

Date
Event
Price
11/30/25
Price Change
$3,449,000-4.2%
09/29/25
Listing
$3,599,000
Condition Rating
Excellent

Despite being built in 1983, this property has undergone an extensive and high-quality renovation, bringing it to current luxury standards. The gourmet kitchen features professional Thermador appliances, custom cabinetry, granite countertops, and modern mosaic backsplash, appearing virtually new. Bathrooms are equally impressive with updated vanities, modern fixtures, stylish tiling, and a unique copper sink in the primary bath. Throughout the home, high-quality hardwood flooring, plush carpets, updated light fixtures, and sophisticated finishes are evident, indicating a recent and comprehensive overhaul. The overall condition, particularly in key areas like the kitchen and bathrooms, meets the criteria for 'excellent' due to the recent, top-tier renovations.
Pros & Cons

Pros

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.
Exceptional Panoramic Views: The property offers sweeping valley views and breathtaking vistas from multiple rooms, providing a serene and picturesque living experience.
Luxury Gourmet Kitchen: Features a high-end gourmet kitchen equipped with professional Thermador appliances, dual dishwashers, a wine refrigerator, and custom cabinetry.
Versatile Guest House: Includes a substantial, separate 3-bedroom, 1.5-bathroom guest house with its own garage and driveway, ideal for extended family, guests, or potential rental income.
Sophisticated Interior Design: Showcases an open floor plan, soaring vaulted and open-beam ceilings, a dramatic stone fireplace, and high-quality finishes throughout.
Top-Tier Schools & Connectivity: Located within the award-winning Los Gatos school district and benefits from modern Frontier Fiber internet, enhancing its appeal for families and remote work.

Cons

Mountain Road Access: Situated on Skyline Blvd, the property's access involves mountain roads, which may present a longer or more challenging commute for some, particularly during inclement weather.
Potential for System Upgrades: Built in 1983, while aesthetically updated, major infrastructure systems (e.g., HVAC, plumbing, electrical) may be original or require future investment, as no comprehensive system upgrades are detailed.
High Maintenance Lot: The expansive 3.8-acre lot in a mountain environment implies significant ongoing landscaping and property maintenance efforts and costs.

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