14990 Winchester Boulevard, Los Gatos, CA 95030

• 4 beds |
• 5 baths |
• 3,201 sqft

Property Description

Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

Listing Status:

Pending

Date Added:

March 19, 2026

Data Last Updated:

May 20, 2026 at 1:06PM

Listing Office:

Golden Gate Sotheby's International Realty : 408-358-2800

Listing Agent:

Amy McCafferty : 408-387-3227

MLS ID:

ML82038974

Interior

• General: Family RoomFormal Dining RoomBreakfast NookPantry
• Appliances: DishwasherDouble OvenGas RangeOven
• Flooring: HardwoodTile
• A/C: Ceiling Fan(s)
• Heating: Zoned
• Fireplace: Family RoomGas StarterFireplaceFireplaces: 1
• Eco/Green Feature: Solar

Exterior

• General: Back Yard

Construction

• Roofing: Shingle
• General: 2

Location

• School District: Los Gatos-Saratoga Joint Union High
• County: Santa Clara

Lot

• Zoning: R12042430124
• Fencing: Fenced