16840 Cypress Way, Los Gatos, California 95030, Los Gatos, - bed, bath

home-pic
ACTIVE$8,950,000
16840 Cypress Way, Los Gatos, California 95030
5Beds
6Baths
5,844Sqft
88,426Lot
Year Built
1992
Close
-
List price
$8.95M
Original List price
$9.95M
Price/Sqft
-
HOA
-
Days on market
-
Sold On
-
MLS number
ML82010050
Home ConditionFair
Features
Excellent View: City Lights, Mountain(s), Valley
Pool
Spa
Patio
ViewCity Lights,Mountain(s),Valley

About this home

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!

Price History

Date
Event
Price
08/27/25
Price Change
$8,950,000-10.1%
06/17/25
Listing
$9,950,000
Neighborhood Comparison

 SubjectAverage HomeNeighbourhood Ranking (41 Listings)
Beds54
67%
Baths63
93%
Square foot5,8442,661
90%
Lot Size88,42610,857
95%
Price$8.95M$3.55M
98%
Price per square foot$1,531$1,395.5
64%
Built year19929765979
76%
HOA
Days on market141155
43%
Condition Rating
Fair

Built in 1992, this luxurious estate is exceptionally well-maintained with no visible signs of disrepair. However, the interior design, particularly in the kitchen and bathrooms, reflects its original build era or a renovation from 15-20+ years ago. The dark wood cabinetry, speckled granite countertops, and prevalent gold-toned fixtures in the bathrooms (e.g., green marble shower with gold trim) are functional but stylistically outdated by current standards. While move-in ready, it would require significant cosmetic updates to align with contemporary tastes, fitting the 'Fair' criteria of being aged but maintained, with major components showing signs of being outdated.
Pros & Cons

Pros

Panoramic Views & Estate Setting: The property boasts breathtaking valley, city lights, and mountain views from a private, gated 2.03-acre Mediterranean estate in the desirable Los Gatos foothills.
Luxurious & Expansive Living Space: Offering 5,844 sqft of refined living, the residence features 5 spacious bedrooms, each with a private ensuite bath, including a convenient main-level suite ideal for multi-generational living.
Exceptional Outdoor & Entertainment Amenities: Designed for entertainment, it includes a 1,200 sqft pool house, jacuzzi pavilion, sunning terrace, voluminous covered patio, verdant gardens, and enchanting water features.
Prime Los Gatos Location & Schools: Strategically located with easy access to vibrant downtown Los Gatos and within the highly sought-after award-winning Los Gatos school district.
Privacy & Gated Entry: A custom gated entry and expansive 2.03-acre lot provide unparalleled privacy and an exclusive, sanctuary-like living experience.

Cons

Significant Price Reduction: The property has undergone a notable price reduction from its original list price, which may prompt buyer inquiries regarding its initial valuation or market appeal.
Age of Construction & Potential for Updates: Built in 1992, while described as exquisite, the home's systems or aesthetic might not fully align with the latest luxury trends, potentially requiring future updates for some buyers.
Niche Market Appeal: Given its high price point, substantial size, and specific Mediterranean architectural style, the property appeals to a very limited buyer pool, which could result in a longer marketing period.

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