$8,498,000
16840 Cypress WY
Los Gatos, CA, 95030
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 1,200sf± pool house, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain, setting the stage for a truly luxurious living experience. Award winning Los Gatos Schools!
Property Details
Price:
$8,498,000
MLS #:
ML82036889
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Apr 20, 2026
Finished Sq Ft:
5,844
Lot Size:
88,426 sqft / 2.03 acres (approx)
Year Built:
1992
Schools
School District:
Other
Middle School:
Raymond J. Fisher
High School:
Los Gatos
Interior
Appliances
DW, GD, RF, GS, HOD, WOD
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
TILE, WOOD, CARP
Heating
CF
Exterior
Architectural Style
MED
Attached Garage YN
1
Common Walls
NCW
Garage Spaces
3
Parking Spots
20
Parking Total
20
Patio And Porch Features
DK
Roof
TLE
Spa Features
IG
View
CI, MT, VA
Window Features
SK
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Los Gatos as of May 25, 2026
132
Single Family Listed
80
Avg DOM
1,166
Avg $ / SqFt
$3,361,590
Avg List Price
Community
- Address16840 Cypress WY Los Gatos CA
- CityLos Gatos
- CountySanta Clara
- Zip Code95030
Similar Listings Nearby
Property Summary
- 16840 Cypress WY Los Gatos CA is a Single Family for sale in Los Gatos, CA, 95030. It is listed for $8,498,000 and features 5 beds, 6 baths, and has approximately 5,844 square feet of living space, and was originally constructed in 1992. The current price per square foot is $1,454. 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. To schedule a showing of MLS#ml82036889 at 16840 Cypress WY in Los Gatos, CA, contact your James Outland agent at 8057482262.
Courtesy of Compass. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 16840 Cypress WY
Los Gatos, CA







































































