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For Sale

14990 Winchester Boulevard, Los Gatos, CA 95030

14990 Winchester Boulevard

$4,487,000
Listed by Golden Gate Sotheby's International Realty, Amy McCafferty, Listing Contact: 4083873227
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. Inside, 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 second space with a gas-log fireplace and built-in shelving. The kitchen features a green Marinace 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. A breakfast area overlooks the gardens, and the 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. The permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

3/28/2026 2:00PM - 4:00PM PDT

4
beds

4
baths

3,201 Sq.Ft. LIVING AREA

0.82 Acres lot

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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.
Thank you for your interest in 14990 Winchester Boulevard, Los Gatos, CA 95030. We are reviewing your request and will be in touch shortly!
Amy McCafferty

Amy McCafferty

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms3
  • half bathrooms2
  • Laundry room Laundry Room
  • Flooring Carpet, Hardwood, Tile
  • Fireplace Family Room, Gas Starter
  • APPLIANCES Disposal, Dishwasher, Exhaust Fan, Refrigerator, Gas Cooktop, Double Oven
  • other interior Features Vaulted Ceiling(s), Pantry, Walk-In Closet(s), Kitchen Island

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    3/28/2026 2:00PM - 4:00PM PDT

  • Living Area3,201 Sq.Ft.
  • Total Area3,201 Sq.Ft.
  • Lot Area0.82 Acres
  • MLS® IDML82038974
  • TypeResidential
  • YEAR BUILT1946
  • NeighborhoodLos Gatos
  • Elementary SchoolDaves Avenue Elementary
  • Middle SchoolRaymond J. Fisher Middle
  • High SchoolLos Gatos High
  • School DistrictLos Gatos-Saratoga Joint Union High

Exterior

  • STORIES2
  • Garage Space3.0
  • water SourcePublic
  • PoolNone
  • roofComposition
  • lot featuresBack Yard
  • parkingDetached
  • HEAT TYPEZoned
  • AIR CONDITIONINGCeiling Fan(s), Wall/Window Unit(s), Zoned
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesBalcony

Financial

  • Sales Price$4,487,000
  • Zoning R120
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