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$8,498,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,844 Sq. Ft.
  • 3 Car Garage
  • Updated 14 hours ago
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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!

Full Property Details for 16840 Cypress Way

General

  • Price: $8,498,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82036889
  • Updated: 4/21/2026
  • Added to Site: 1 day(s) ago

Interior

  • Rooms/Areas: Den / Study / Office, Formal Entry, Laundry Room, Office Area
  • Interior Features: High Ceiling , Skylight, Video / Audio System, Walk-In Closet
  • Fireplace(s): Dual See Thru, Family Room, Living Room, Primary Bedroom
  • Flooring: Carpet, Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Bathroom Features: Double Sinks, Oversized Tub, Primary - Oversized Tub, Primary - Stall Shower(s), Shower and Tub, 1 Shower over Tub, Stall Shower, 2 Stall Showers or More, Tile

Bedrooms

  • Total Bedrooms: 5
  • Bedroom Features: Ground-Floor Bedroom, Primary Suite / Retreat, Walk-In Closet

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Gas Cooktop, Granite Countertop, Dishwasher, Garbage Disposal, Hood over Range, Island, Gas Oven/Range, Pantry, Refrigerator, Warming Drawer
  • Laundry: In Utility Room, Inside, Tub/Sink, Washer / Dryer

Additional Information

  • Pool Description: Spa - In Ground, Spa / Hot Tub
  • Extras: Not Applicable

Parking

  • Garage Spaces: 3
  • Parking Features: Attached Garage, Electric Gate, Uncovered Parking

Location

  • Area: Los Gatos/Monte Sereno
  • County: Santa Clara
  • Cross Streets: Phillips

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Central Air (Forced Air)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public Utilities

Structural Information

  • Architectural Style: Mediterranean
  • Construction: Detached, Wood Frame
  • Foundation: Concrete Perimeter
  • Roof: Tile
  • Square Feet: 5,844
  • Year Built: 1992

Lot Features

  • Property View: City Lights, Mountains, Valley
  • Lot Size (Acres): 2.03
  • Minimum Lot Size: 88426
  • Lot Size (Sq. Ft.): 88,426
  • Grounds/Landscape: Back Yard, Balcony / Patio, Deck , Fenced, Gazebo, Porch - Enclosed, Sprinklers - Auto
  • Zoning: R110
  • Lot Description: Mostly Level, Grade Slopes Down, Grade Slopes Up
  • Fencing (Description): Mixed Height / Type

Listed by Compass, Nevis and Ardizzone

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Listing agent

— 16840 Cypress Way —

  • Nevis and Ardizzone

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16840 Cypress Way

School Districts:Los Gatos Union Elementary School District, Los Gatos-Saratoga Joint Union School District
NameGradesDistance
Louise Van Meter Elementary School
16445 Los Gatos Boulevard, Los Gatos, CA 95032
K-51 mi
Raymond J. Fisher Middle School
19195 Fisher Avenue, Los Gatos, CA 95032
6-81.2 mi
Los Gatos High School
20 High School Court, Los Gatos, CA 95030
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16840 Cypress Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/21/2026
Listed
$8,498,000
353.23%
MLS
5/07/1999
Sold
$1,875,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16840 Cypress Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$35,474
4%
$2,971,906
2%
2024
$34,202
2%
$2,913,635
2%
2023
$33,628
1%
$2,856,506
2%
2022
$33,409
2%
$2,800,497
2%
2021
$32,891
2%
$2,745,587
1%
2020
$32,321
1%
$2,717,435
2%
2019
$31,894
1%
$2,664,153
2%
2018
$31,466
—
$2,611,915
2%
2017
$31,359
3%
$2,560,702
2%
2016
$30,575
1%
$2,510,493
2%
2015
$30,411
4%
$2,472,784
4%
2014
$29,288
1%
$2,367,460
1%
2013
$28,868
—
$2,350,435
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Compass, Nevis and Ardizzone

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16840 Cypress Way, Los Gatos, CA 95030 (MLS# ML82036889) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 16840 Cypress Way is currently listed for $8,498,000 and was received on April 21, 2026. Want to learn more about 16840 Cypress Way? Do you have questions about finding other Single Family real estate for sale in Los Gatos Mountains? You can browse all Los Gatos Mountains real estate or contact a Coldwell Banker agent to request more information.

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