19000 Overlook Road

Nestled in the highly coveted Los Gatos neighborhood, this rare property offers a serene retreat just 5 minutes from downtown. Situated on 4.36 acres and capturing breathtaking 180-degree views of San Jose, it presents a versatile canvas for your vision. Whether you choose to expand the existing structure or build a custom estate, the possibilities are endless. The property is being sold AS IS, giving buyers the opportunity to purchase in its current state and complete the remodel to suit personal preferences. Much of the groundwork has already been completed, permits for a full remodel, the addition of a JADU with a second bedroom and bathroom, and a brand-new septic system have recently been issued. Originally purchased as a two-bedroom home, the second bedroom was not permitted at that time; this has now been addressed in the new permit. Enjoy the best of both worlds: a peaceful hillside lifestyle with quick access to top-rated restaurants, major freeways, shopping, public transportation, and highly regarded Los Gatos schools. Opportunities like this in Los Gatos are exceedingly rare. Dont miss the chance to create your dream estate in one of the Bay Areas most desirable communities.

Days on Market

0 days

Current Status

Active

Original Price

$1,749,999

List Price

$1,749,999

On Market Date

Oct 27, 2025

Property Type

Single Family Home

Area

16 - Los Gatos/Monte Sereno

Zip Code

95030

MLS ID

ML82025092

APN

510-37-003

Year Built

1915

Stories in Building

1

Possession

COE

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

2

Bath

1

Parking

2

Attached Garage

SQ FT

997

SQ FT Source

Unavailable

Lot SQ FT

189,922.0

Lot Acres

4.360009 Acres

Cooling

Central AC

Dining Room

Formal Dining Room

Disclosures

Natural Hazard Disclosure

Family Room

Separate Family Room

Flooring

Hardwood, Tile

Foundation

Concrete Perimeter

Heating

Central Forced Air

Possession

COE

* Fee

$150

Name

Overlook Road Maintenance Association

*Fee includes

Maintenance - Road

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.