19000 Overlook Rd

$1,749,999
Price
2
Beds
997 Sq. Ft.
$1,755 / Sq. Ft.
997
Sq. Ft.
$1,755
per Sq. Ft.

Description

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...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.

Property Details for 19000 Overlook Road

MLS City Name
LOS GATOS
Building Type
Detached
Garage Spaces
2
Cross Street
Wissahickon Ave
LISTING UPDATED: 11/10/2025 12:24 PM

Property Details for 19000 Overlook Road

StatusActive
MLS #ML82025092
Days on Compass49
Taxes-
HOA Fees$394 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1915
Lot Size4.36 AC / 189,922 SF
CountySanta Clara County

Location

Listing Courtesy of Compass, Gina Marie Herrera, DRE #02077019
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Building Information for 19000 Overlook Road

Stories1Year Built1915Building Size-Lot Size4.36 AC / 189,922 SF

Payment Calculator

$10,178 per month

30 year fixed, 6.28% Interest

Principal and Interest

$8,647

Property Taxes

$1,498

HOA Dues

$33

The Payment Calculator is for illustrative purposes only.

Property Information for 19000 Overlook Road

Features
Room Information
  • Dining Room: Formal Dining Room
  • Family Room: Separate Family Room
  • Number of Full Bathrooms: 1
Features
  • Fireplace: No
  • Flooring: Hardwood, Tile
  • Living SqFt: 997
  • Pool: No
Utilities
  • Cooling: Central AC
  • Heating: Central Forced Air
  • Sewer Septic: Existing Septic, Septic Tank / Pump
  • Utilities: Public Utilities
  • Water: Public
Garage
  • Garage and Parking: Attached Garage
  • Garage Max: 2
  • Garage Min: 2
Property Details
Homeowners Association
  • Association Fees Include: Maintenance - Road
  • HOA Exists: 1
  • HOA Fee: $394
  • HOA Fee Frequency: Annually
  • HOA Name: Overlook Road Maintenance Association
Property Details
  • Area Text: Los Gatos/Monte Sereno
  • Roof: Composition
  • Stories: One Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 19000
  • Street Name: Overlook
  • Street Suffix: Road
  • Area ID: 16
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Structure SqFt: 997
  • Structure SqFt Source: Other
  • Age: 110
Development Information
  • Zoning Detail: HS-D1
Location Information
  • City Limits: No
  • Incorporated: Yes
  • Parcel Number: 510-37-003
  • County Name: Santa Clara
  • City Name: LOS GATOS
  • City Postal ID: 30
  • Postal Code: 95030
  • Elementary School District: 461
  • High School District Text: Los Gatos-Saratoga Joint Union High
Lot Information
  • Foundation: Concrete Perimeter
  • Horse Property: No
  • Lot Acres: 4.36
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor

Property History for 19000 Overlook Road

DateEvent & SourcePriceAppreciation
Oct 27, 2025

Listed (Active)

MLSListings #ML82025092

$1,749,999
Oct 27, 2025

Listed (Active)

EBRD #ML82025092

$1,749,999
May 12, 2017

Sold

MLSListings #ML81641321

$1,300,000
May 12, 2017

Sold

EBRD #ML81641321

$1,300,000
Apr 28, 2017

Sold (Public Record)

Public Record #596437216

$1,300,000
Apr 9, 2017

Pending

EBRD #ML81641321

Apr 9, 2017

Pending

MLSListings #ML81641321

Mar 7, 2017

Listed (Active)

EBRD #ML81641321

$1,300,000
Mar 7, 2017

Listed (Active)

MLSListings #ML81641321

$1,300,000
DateEvent & SourcePrice
10/27/2025

Listed (Active)

MLSListings #ML82025092

$1,749,999
10/27/2025

Listed (Active)

EBRD #ML82025092

$1,749,999
05/12/2017

Sold

MLSListings #ML81641321

$1,300,000
05/12/2017

Sold

EBRD #ML81641321

$1,300,000
04/28/2017

Sold (Public Record)

Public Record #596437216

$1,300,000
04/09/2017

Pending

EBRD #ML81641321

04/09/2017

Pending

MLSListings #ML81641321

03/07/2017

Listed (Active)

EBRD #ML81641321

$1,300,000
03/07/2017

Listed (Active)

MLSListings #ML81641321

$1,300,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 19000 Overlook Road

Taxable ValueLand$1,450,730Additions$58,026Total$1,508,756
Tax Record2025$17,976 ($1,498 / month)
Home Facts
Beds1Total Finished SqFt736 SqFtAbove Grade Finished SqFt736 SqFtStories1Lot Size190,026 SqFtStyleSingle Family ResidenceYear Built1915Year Renovated1935ZoningHS-D1CountySANTA CLARAAPN510-37-003

Schools near 19000 Overlook Road

This home is within Los Gatos Union Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - K to 5
Public - 6 to 8
Public - 6 to 8
Rating
School
Distance
Daves Avenue Elementary School
PublicK to 5

Loma Prieta Elementary School
PublicK to 5

Raymond J. Fisher Middle School
Public6 to 8

C. T. English Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

19000 Overlook Road is a single family home for sale in Los Gatos, CA 95030. This property was listed for sale on October 27, 2025 by Compass, it's currently listed at $1,749,999. It has been on the market for a total of 49 days and was last sold on May 12, 2017. This listing's school districts are Los Gatos-Saratoga Joint Union High School District, Los Gatos Union Elementary School District, Loma Prieta Joint Union Elementary School District. Nearby schools include Daves Avenue Elementary School, Loma Prieta Elementary School and Raymond J. Fisher Middle School. 19000 Overlook Road is a 2-bed, 1-bath, 997 sqft single family home built in 1915.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Gina Marie Herrera, DRE #02077019

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.