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16840 Cypress WayLos Gatos, CA 95030

For Sale

$8,950,000

Smart Buyer Rebate $89,500

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

Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.