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.
Sold for $4,000,000
$4,000,000
14990 Winchester Blvd, Los Gatos, CA 95030
4beds
3,201sqft
Single Family Residence, Residential
Built in 1946
0.82 Acres Lot
$3,986,100 Zestimate®
$1,250/sqft
$7,384 Estimated rent
Home value
$3,986,100
$3.71M - $4.30M
$7,384/mo
Zestimate® history
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List your homeWhat's special
Motor courtAmple cabinetryStriking black entry doorInviting outdoor areasWood floorsDual sinksVaulted ceilings
Zillow last checked:
Listing updated:
Listed by:
Amy McCafferty 00967324 408-387-3227,
Golden Gate Sotheby's International Realty 408-358-2800
Bought with:
Eric McCafferty, 02177809
Golden Gate Sotheby's International Realty
Source: MLSListings Inc,MLS#: ML82038974
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Laundry
Bedroom
- Features: GroundFloorBedroom, PrimarySuiteRetreat, WalkinCloset, BedroomonGroundFloor2plus
Bathroom
- Features: PrimaryStallShowers, StallShower2plus, Tile, Tub, UpdatedBaths, FullonGroundFloor, HalfonGroundFloor
Dining room
- Features: BreakfastNook, FormalDiningRoom
Family room
- Features: SeparateFamilyRoom
Kitchen
- Features: Countertop_Granite, ExhaustFan, Island, Pantry
Heating
- 2 plus Zones
Cooling
- Ceiling Fan(s), Zoned, Wall/Window Unit(s)
Appliances
- Included: Gas Cooktop, Dishwasher, Exhaust Fan, Disposal, Built In Oven, Double Oven, Refrigerator
- Laundry: In Utility Room
Features
- Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Hardwood, Tile
- Number of fireplaces: 1
- Fireplace features: Family Room, Gas Starter
Interior area
- Total structure area: 3,201
- Total interior livable area: 3,201 sqft
Property
Parking
- Total spaces: 3
- Parking features: Detached
- Garage spaces: 3
Features
- Stories: 2
- Patio & porch: Balcony/Patio, Deck
- Exterior features: Back Yard, Fenced
- Fencing: Chain Link,Wood
Lot
- Size: 0.82 Acres
Details
- Additional structures: Zoned2ndUnit
- Parcel number: 42430124
- Zoning: R120
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Concrete Perimeter and Slab
- Roof: Composition
Condition
- New construction: No
- Year built: 1946
Utilities & green energy
- Gas: PublicUtilities
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public Utilities, Water Public, Solar
Community & HOA
Location
- Region: Los Gatos
Financial & listing details
- Price per square foot: $1,250/sqft
- Tax assessed value: $3,290,775
- Date on market: 3/19/2026
- Listing agreement: ExclusiveRightToSell
Price history
| Date | Event | Price |
|---|---|---|
| 5/19/2026 | Sold | $4,000,000-10.9%$1,250/sqft |
Source:  MLSListings Inc #ML82038974 Report a problem | ||
| 4/13/2026 | Pending sale | $4,487,000$1,402/sqft |
Source: MLSListings Inc #ML82038974 Report a problem | ||
| 3/19/2026 | Listed for sale | $4,487,000+52.1%$1,402/sqft |
Source: MLSListings Inc #ML82038974 Report a problem | ||
| 5/8/2020 | Sold | $2,950,000-1.6%$922/sqft |
Source:  MLSListings Inc #ML81782657 Report a problem | ||
| 3/9/2020 | Pending sale | $2,998,000$937/sqft |
Source: Compass #ML81782657 Report a problem | ||
| 2/14/2020 | Listed for sale | $2,998,000$937/sqft |
Source: Compass #ML81782657 Report a problem | ||
| 11/26/2019 | Listing removed | $2,998,000$937/sqft |
Source: Robert Smith, Broker #ML81754954 Report a problem | ||
| 7/25/2019 | Price change | $2,998,000-10.5%$937/sqft |
Source: Robert Smith, Broker #ML81754954 Report a problem | ||
| 7/18/2019 | Price change | $3,348,000-4.3%$1,046/sqft |
Source: Robert Smith, Broker #ML81754954 Report a problem | ||
| 6/4/2019 | Listed for sale | $3,498,000+483%$1,093/sqft |
Source: Robert Smith, Broker #ML81754954 Report a problem | ||
| 3/22/2018 | Listing removed | $6,995$2/sqft |
Source: Real Estate Connections Report a problem | ||
| 3/14/2018 | Listed for rent | $6,995$2/sqft |
Source: Real Estate Connections Report a problem | ||
| 4/5/1994 | Sold | $600,000$187/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | -- | $3,290,775 +2% |
| 2025 | $38,204 +3.7% | $3,226,251 +2% |
| 2024 | $36,825 +1.7% | $3,162,992 +2% |
| 2023 | $36,209 +0.7% | $3,100,974 +2% |
| 2022 | $35,961 +1.6% | $3,040,172 +2% |
| 2021 | $35,406 +170.6% | $2,980,562 +184.5% |
| 2020 | $13,086 | $1,047,752 +2% |
| 2019 | $13,086 +5.7% | $1,027,209 +2% |
| 2018 | $12,377 | $1,007,069 +2% |
| 2017 | $12,377 -0.1% | $987,324 +2% |
| 2016 | $12,384 +1.1% | $967,966 +1.5% |
| 2015 | $12,247 +1.6% | $953,427 +2% |
| 2014 | $12,051 | $934,752 +0.5% |
| 2013 | -- | $930,529 +10.4% |
| 2012 | -- | $842,546 +2% |
| 2011 | -- | $826,026 +0.8% |
| 2010 | -- | $819,853 -0.2% |
| 2009 | -- | $821,802 +2% |
| 2008 | -- | $805,689 +2% |
| 2007 | -- | $789,892 +2% |
| 2006 | -- | $774,405 +2% |
| 2005 | -- | $759,222 +2% |
| 2004 | -- | $744,336 +1.9% |
| 2003 | -- | $730,695 +7.1% |
| 2002 | -- | $682,268 +2% |
| 2001 | -- | $668,891 |
Find assessor info on the county website
Neighborhood: 95030
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Nearby schools
GreatSchools rating
- 10/10Daves Avenue Elementary SchoolGrades: K-5Distance: 1 mi
- 9/10Raymond J. Fisher Middle SchoolGrades: 6-8Distance: 1.2 mi
- 10/10Los Gatos High SchoolGrades: 9-12Distance: 1.9 mi
Schools provided by the listing agent
- Elementary: DavesAvenueElementary
- Middle: RaymondJFisherMiddle
- High: LosGatosHigh
- District: LosGatosUnionElementary
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,986,100
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Estimated market value
$3,986,100
- California
- Santa Clara County
- Los Gatos
- 95030
- 14990 Winchester Blvd
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