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14990 Winchester
ACTV
$4,487,000
List Price
4
Bedrooms
—
Bathrooms
3,201
Sq Ft
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.
| LIST_PRICE | 4487000 |
|---|---|
| DCID | 4D3CE3ECF2D6F086E0631501030A8A3C |
| BEDROOMS_TOTAL | 4 |
| LONGITUDE | -121.968792 |
| STREET_NUMBER | 14990 |
| MLS_STATUS | ACTV |
| COUNTY_OR_PARISH | Santa Clara |
| SQFT | 3201 |
| LISTING_ID | ML82038974 |
| DISPLAY_PRICE | 4487000 |
| REPORT_DISPLAY_PRICE | 4487000 |
| SOURCE_MLS | MLSLISTINGS |
| STATE_OR_PROVINCE | CA |
| CITY_STATE_ZIP | Los Gatos, CA 95030 |
| PARCEL_NUMBER | 424-30-124 |
| POSTAL_CODE | 95030 |
| DAYS_ON_MARKET | 0 |
| STREET_DIR_PREFIX | — |
| YEAR_BUILT | 1946 |
| STREET_NAME | Winchester |
| SRCHPRICE | 4487000 |
| PROPERTY_TYPE | RE |
| HOA_DISPLAY | — |
| PHOTO_VIRTUAL_TOUR | — |
| GAR_DISPLAY | / |
| LOT_SQFT | 35837 |
| BATHS_DISPLAY | — |
| ACRES | 0.8227 |
| ALLLIST.DCID | 4D3CE3ECF2D7F086E0631501030A8A3C |
| RAW_STATUS | ACTV |
| CITY | LOS GATOS |
| STREET_ADDRESS | 14990 Winchester |
| LATITUDE | 37.250528 |
| BUILDING_TYPE | DE |
| ALLLIST | {'DCID': '4D3CE3ECF2D7F086E0631501030A8A3C'} |
Details fetched: March 19 2026 11:16PM
First seen: 2026-03-17 19:18 UTC
|
Last updated: 2026-03-19 23:03 UTC
Change History (3)
| Date | Field | Old | New |
|---|---|---|---|
| 03/19 23:03 | MLS_STATUS | CS | ACTV |
| 03/19 23:03 | SQFT | 3133 | 3201 |
| 03/19 23:03 | RAW_STATUS | CS | ACTV |