14990 Winchester BL
Los Gatos, CA, 95030
$4,487,000
4 Beds
5 Baths
3,201 SqFt
0.82 Acres
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MLS #ML82038974 image #0
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.

Property Details

Price:
$4,487,000
MLS #:
ML82038974
Status:
Pending
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Mar 19, 2026
Finished Sq Ft:
3,201
Lot Size:
35,837 sqft / 0.82 acres (approx)
Year Built:
1946
699 – Not Defined699notdefinedOtherDaves AvenueRaymond J. FisherLos Gatos

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Schools

School District:
Other
Elementary School:
Daves Avenue
Middle School:
Raymond J. Fisher
High School:
Los Gatos

Interior

Appliances
DW, GD, RF, GS, DO, VEF
Bathrooms
3 Full Bathrooms, 2 Half Bathrooms
Cooling
WW
Flooring
TILE, WOOD, CARP

Exterior

Common Walls
NCW
Construction Materials
STC
Direction Faces
E
Fencing
CH, WD
Garage Spaces
3
Parking Spots
3
Parking Total
3
Patio And Porch Features
DK
Roof
CMP

Financial

Map

Community

Subdivisions in Los Gatos

Market Summary

Current real estate data for Single Family in Los Gatos as of May 22, 2026
132
Single Family Listed
77
Avg DOM
1,166
Avg $ / SqFt
$3,361,590
Avg List Price

Property Summary

    14990 Winchester BL Los Gatos CA is a Single Family for sale in Los Gatos, CA, 95030. It is listed for $4,487,000 and features 4 beds, 5 baths, and has approximately 3,201 square feet of living space, and was originally constructed in 1946. The current price per square foot is $1,402. The average price per square foot for Single Family listings in Los Gatos is $1,166. The average listing price for Single Family in Los Gatos is $3,361,590.

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14990 Winchester BL
Los Gatos, CA