Welcome to an exquisite Mediterranean estate in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy & 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, offering privacy and dramatic views, all within easy reach of vibrant downtown Los Gatos. 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 auto pavilion, accented by a central fountain, setting the stage for a truly luxurious living experience. Award winning Los Gatos Schools!
Listed by Nevis and Ardizzone
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License #70010073
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Compass
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408-891-8149
Last updated August 26, 2025
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Source: MLSListings #ML82010050
Listing Facts
TypeSingle-family
NeighborhoodVista del Monte
Bedrooms5
Days on Prevu83
Size5,844 sqft
Price per sqft$1,531
Amenities
Private Outdoor Space
Pets Allowed
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
08/26/2025
Price Decreased
$8,950,000
06/17/2025
Listed by Compass
$9,950,000
Property Details for 16840 Cypress Way
Exterior
Construction
Roof: Tile
Stories: 2
Year Built: 1992
Year Built Details: 2
Architectural Style: Mediterranean
Features
Fencing: Mixed Height / Type
Other Structures: Pool House
Patio And Porch Features: Back Yard, Balcony/Patio, Deck, Fenced, Gazebo, Porch(s) - Enclosed
Pool Features: Spa/Hot Tub
View: City Lights, Mountains, Valley
Measurements
Building Area Total: 5,844
Lot Features: Grade - Mostly Level, Grade - Sloped Down, Grade - Sloped Up
Lot Size Acres: 2.03
Lot Size Area: 88,426
Lot Size Source: Assessor
Lot Size Square Feet: 88,426
Lot Size Units: Square Feet
Financial
Taxes
Parcel Number: 532-23-098
Interior
Features
Appliances: Cooktop - Gas, Dishwasher, Garbage Disposal, Hood Over Range, Oven Range - Gas, Refrigerator, Washer/Dryer, Warming Drawer
Fireplace Features: Family Room, Living Room, Primary Bedroom, Two-Way
Fireplaces Total: 3
Flooring: Carpet, Hardwood, Tile
Interior Features: High Ceiling, Skylight(s), Video/Audio System, Walk-in Closet
Spa Features: Other
Measurements
Living Area: 5,844
Rooms
Bathrooms Full: 5
Bathrooms Half: 1
Bedrooms Total: 5
Parking
Parking
Attached Garage: Yes
Garage Spaces: 3
Garage: Yes
Parking Features: Attached Garage, Electric Gate
Parking Total: 20
Schools
Elementary School
Elementary School District: Los Gatos Union Elementary
High School
High School: Los Gatos High
High School District: Los Gatos-Saratoga Joint Union High
Middle or Junior School
Middle Or Junior School: Raymond J. Fisher Middle
Utilities
Equipment
Cooling: Central Forced Air
Heating: Central Forced Air
Laundry Features: Tub / Sink, Inside, In Utility Room
Sewer: Public Sewer
Utilities: Public Utilities, Water - Public
Water Source: Public
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