CA
Santa Clara
Los Gatos
95030
14990 Winchester Boulevard
14990 Winchester Boulevard, Los Gatos, CA 95030
Share Listing
Listing Type
Single Family
Listing Status
Active
100
$4,487,000

Home Details for 14990 Winchester Boulevard

Price
$4,487,000
Type
Residential
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
2
Square feet
3201
Year built
1946
Lot size acres
0.8227
County
Santa Clara
Garage
3
Days on site
1
MLS Listing#
ML82038974
Listed By: Golden Gate Sotheby's International Realty - 408-358-2800
Listed By: Amy McCafferty
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. A 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. Two 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, and high-end appliances including Thermador double ovens, a GE Monogram refrigerator, and a Bosch dishwasher. A breakfast area overlooks the gardens, and the dining room opens to the backyard for indoor-outdoor living. Two main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony, and a bath with soaking tub, glass shower, dual vanity, and walk-in closet. A detached cottage includes a living area, kitchenette, bedroom, and updated bath. Outdoor spaces offer gardens and paths. Solar with Tesla battery storage and dual HVAC complete this offering near downtown Los Gatos.

View Virtual Tour
Property Features
  • House Interior
    • Vaulted Ceiling(s)
    • Pantry
    • Walk-In Closet(s)
    • Kitchen Island
  • Cooling Information
    • Ceiling Fan(s)
    • Wall/Window Unit(s)
    • Zoned
  • Fire Place
    • Family Room
    • Gas Starter
  • Heating Information
    • Zoned
  • Water Features
    • Public
  • Parking
    • Detached
School Information
School Information for 14990 Winchester Boulevard, Los Gatos, CA 95030
Elementary School
Daves Avenue Elementary
Middle School
Raymond J. Fisher Middle
High School
Los Gatos High
MLSListings logo The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than EXIT Realty are marked with the Internet Data Exchange adn detailed information about them includes the names of the listing brokers and listing agents.
Based on information from the MLSListings MLS. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Copyright 2026 MLSListings Inc. All rights reserved.

IDX display powered by Constellation Web Solutions
Last Updated: 2026-03-20 18:10:53
Transportation
Check the walk, transit, and bike score for
Neighborhood Market Statistics
See average values in the proximity of this property
Median Listing Price
Median Days on Site
Median Square Feet
Market statistics compiled from data from MLSListings.
EXIT REALTY CONSULTANTS
16175 Monterey #A, Morgan Hill, CA 95037
CA DRE# 01424183. Kris Klair Broker.
Margaret Vierra
Associate Broker
Office
209 668 2525
Agent
408 202 3243
Request more details
Code: