OFF MARKET

Off Market Apr 2021 for $1.8M

$3,217,524

Est. refi paymentEst. refi $10,448/mo

•

3,098

sq ft

19040 Overlook Rd, Los Gatos, CA 95030

About this home

Welcome to Sleepy Time Ranch! Built in the 30s by the Ghirardelli-Baker family, this charming home served as an escape from the hustle and bustle of San Francisco and even counts President Rosevelt's personal secretaries among its honored guests over the years. The upstairs living area is flooded with natural light and views from the wall of windows. It is anchored by the large fireplace and features hardwood floors and soaring ceilings. There are also 3 separate bedrooms and 3 bathrooms. Downstairs, originally the servants quarters, features a large living area, 2 bedrooms, 1 bath and the original kitchen which served the whole house. Now it can be used as an extension of the upstairs or as an entirely separate living unit with its own access from the outside as well as inside. All of this on an acre lot just 1.7 miles from downtown Los Gatos shops and restaurants.

Single-familyProperty Type

1932Year Built

1.14 acresLot Size

$1,039Est. Price/Sq.Ft.

2 spacesParking

Listed by Jennifer & Kris •DRE #70000318 • Coldwell Banker Realty

Contact: 408-489-9994

Bought with Yating Zhou •DRE #02080855 • Grand Realty Group

Redfin checked: 2 minutes ago

•Source:MLSListings #ML81833407

Redfin Estimate

$3,217,524

$1.3M since sold in April 2021$24K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 34.2% lower than the average sale price ($4.89M) of 6 comparable homes.

SOLD MAY 14, 2026
$4,550,000
A
5 beds3 baths2,975 sq ft
18570 Oak Dr, Monte Sereno, CA 95030
SOLD MAY 11, 2026
$5,000,000
B
5 beds3 baths3,802 sq ft
16202 Serena Vista Ct, Monte Sereno, CA 95030
SOLD MAY 26, 2026
$4,850,000
C
5 beds2.5 baths3,245 sq ft
19650 Sky Oaks Way, Los Gatos, CA 95030
SOLD AUG 28, 2026
$4,000,000
D
6 beds3 baths2,930 sq ft
16342 Alexander Ave, Monte Sereno, CA 95030
SOLD JUN 22, 2026
$4,710,000
E
5 beds3 baths3,182 sq ft
15208 Stratford Ct, Monte Sereno, CA 95030
SOLD JUL 27, 2026
$6,250,000
F
5 beds5.5 baths3,050 sq ft
16070 Matilija Dr, Los Gatos, CA 95030

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,697,604

Est. take-home

List your home with Redfin and save $16,088

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$9,478/mo

Redfin rental estimate

List your home for rent

Market trends in 95030, CA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.8%

1.0% MoM

Median sale price

$3.7M

$77K MoM

Avg. days on market

34d

6 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN SAT, 2PM TO 4PM
$2,588,888
3 beds2.5 baths2,393 sq ft
101 Ravinia Way, Los Gatos, CA 95032
OPEN SAT, 2PM TO 4PM
$1,798,000
2 beds2 baths866 sq ft
27 Cross Way, Los Gatos, CA 95030
OPEN SAT, 2PM TO 4PM
$3,498,000
3 beds2 baths2,130 sq ft
17445 Pleasant View Ave, Monte Sereno, CA 95030
OPEN SAT, 2PM TO 4PM
$1,649,000
2 beds1 bath750 sq ft
311 Tait Ave, Los Gatos, CA 95030
OPEN SAT, 1:30PM TO 4PM
$2,398,000
4 beds2 baths1,488 sq ft
200 Jackson St, Los Gatos, CA 95030
EARLY ACCESS
$7,100,000
4 beds5 baths4,450 sq ft
16421 Matilija Dr, Los Gatos, CA 95030
OPEN SAT, 1PM TO 4PM
$6,300,000
5 beds5 baths3,860 sq ft
17808 Tourney Rd, Los Gatos, CA 95030
OPEN SUN, 2PM TO 4PM
$1,230,000
2 beds2 baths1,466 sq ft
600 Pennsylvania Ave #10, Los Gatos, CA 95030
OPEN SAT, 1PM TO 4PM
$1,695,000
2 beds1.5 baths1,145 sq ft
175 Villa Ave, Los Gatos, CA 95030
VIDEO TOUR
$6,950,000
5 beds4.5 baths4,420 sq ft
16220 S Kennedy Rd, Los Gatos, CA 95030
See all

Provided by Redfin

Sale history for 19040 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,066 (+3.8%)

$1,860,374 + $220,814

$2,081,188

2024

$23,188 (+1.9%)

$1,823,897 + $216,485

$2,040,382

2023

$22,765 (+0.7%)

$1,788,135 + $212,241

$2,000,376

2022

$22,616 (+1,093.5%)

$1,753,074 + $208,080

$1,961,154

2021

$1,895 (+4.2%)

$1,718,700 + $204,000

$1,922,700

2020

$1,818 (+5.5%)

$63,360 + $58,028

$121,388

2019

$1,723 (+22.0%)

$62,711 + $57,433

$120,144

2018

$1,412 (+0.3%)

$61,482 + $56,307

$117,789

2017

$1,407 (+3.4%)

$59,096 + $54,121

$113,217

2016

$1,361 (−0.6%)

$59,096 + $54,121

$113,217

2015

$1,369 (+2.5%)

$57,938 + $53,060

$110,998

2014

$1,336 (−1.8%)

$55,951 + $51,240

$107,191

2012

$1,361 (+3.0%)

$55,699 + $51,009

$106,708

2011

$1,321 (+3.9%)

$54,607 + $50,009

$104,616

2010

$1,271 (+2.5%)

$53,537 + $49,029

$102,566

2009

$1,241 (+4.4%)

$53,137 + $48,663

$101,800

2008

$1,189

$52,220 + $47,823

$100,043

Tax history for 19040 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,066 (+3.8%)

$1,860,374 + $220,814

$2,081,188

2024

$23,188 (+1.9%)

$1,823,897 + $216,485

$2,040,382

2023

$22,765 (+0.7%)

$1,788,135 + $212,241

$2,000,376

2022

$22,616 (+1,093.5%)

$1,753,074 + $208,080

$1,961,154

2021

$1,895 (+4.2%)

$1,718,700 + $204,000

$1,922,700

2020

$1,818 (+5.5%)

$63,360 + $58,028

$121,388

2019

$1,723 (+22.0%)

$62,711 + $57,433

$120,144

2018

$1,412 (+0.3%)

$61,482 + $56,307

$117,789

2017

$1,407 (+3.4%)

$59,096 + $54,121

$113,217

2016

$1,361 (−0.6%)

$59,096 + $54,121

$113,217

2015

$1,369 (+2.5%)

$57,938 + $53,060

$110,998

2014

$1,336 (−1.8%)

$55,951 + $51,240

$107,191

2012

$1,361 (+3.0%)

$55,699 + $51,009

$106,708

2011

$1,321 (+3.9%)

$54,607 + $50,009

$104,616

2010

$1,271 (+2.5%)

$53,537 + $49,029

$102,566

2009

$1,241 (+4.4%)

$53,137 + $48,663

$101,800

2008

$1,189

$52,220 + $47,823

$100,043

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.14 Acres

Year renovated

1932

Sq. Ft.

3,098

Year built

1932

Style

Single Family Residential

County

Santa Clara County

APN

51034031

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Feb 17, 2026 • Final

Development permit request (building, grading, and drainage permit)

Grading

Jul 7, 2024 • Final

Construction

Perform an interior remodel of four bathrooms, the kitchen, and the master suite, including the construction of a new walk-in closet. Add a wash room and a wet bar within the existing space. No exterior changes are included.

Bathroom

Kitchen

Remodel

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Parking Description: No Garage, Off-Street Parking, Parking Area, Uncovered Parking
Parking Spaces: 2

Interior

Virtual Tour

Bedroom Information
# of Bedrooms (Minimum): 5
# of Bedrooms (Maximum): 5
Bedrooms: Reverse Floor Plan

Bathroom Information
# of Baths (Full): 3
Bathroom Description: Primary (Stall Shower(s)), 2+ Stall Shower, 2+ Tubs

Room Information
Family Room Description: Separate Family Room
Dining Room Description: Breakfast Nook, Dining Area in Living Room
Kitchen Description: Microwave, Oven Range, Refrigerator(s), Skylight(s)

Interior Features
Laundry: Inside
Flooring: Hardwood, Vinyl/Linoleum, Wood, Other (See Remarks)

Fireplace Information
Has Fireplace
Fireplace Description: In Family Room, Insert, Outside, Wood-Burning
Fireplaces (Minimum): 2

Heating & Cooling Information
Cooling: Central Forced Air
Heating: Forced Air

Exterior

Exterior Features
View: Mountains, Valley
Roof: Composition, Other (See Remarks)
Yard/Grounds: Balcony/Patio

Building Information
Subclass: Single Family Home
Building Type: Detached
Construction Type: Wood Frame
Raised

Property Features
Amenities: High Ceiling, Inverted Floor Plan, Open Beam Ceiling
Living Sq. Ft.: 3,098

Property Information
Property Primary ID: 644711

Lot Information
Lot Acres: 1.1424
Lot Description: Grade (Sloped Up)
Lot Size Area Minimum Units: Sq. Ft.
Lot Size Area Maximum Units: Sq. Ft.
Lot Size Source: Assessor
Zoning: HS-D1

Financial

Tax/Assessment Information
City Transfer Tax: No

Utilities

Utility Information
Sewer Septic: Existing Septic
Utilities: Individual Electric Meters, Individual Gas Meters, Public Utilities

Water Information
Water: Public

Location

Multi-Unit Information
# of Stories: 1

School Information
Elementary School: Daves Avenue Elementary
Elementary School District: Los Gatos Union Elementary
Middle School: Raymond J. Fisher Middle
High School: Los Gatos High
High School District: Los Gatos-Saratoga Joint Union High

Location Information
Use Wissahickon or Chestnut to Overlook, not Withey/Farvue route as the street is blocked. The property next door is under construction but they will try to keep open parking along the driveway to the side of the house along the construction fence.

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,098
Stories: 1.0
Lot Size: 1.14 acres
Style: Single Family Residential
Year Built: 1932
Year Renovated: 1932
County: Santa Clara County
APN: 51034031

Home facts updated by county records on Aug 21, 2026

Around this home

Schools

Lexington Elementary School

Public K-5 • Assigned • 3.3mi

8/10

Raymond J. Fisher Middle School

Public 6-8 • Assigned • 2.1mi

9/10

Los Gatos High School

Public 9-12 • Assigned • 1.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

8 days above 93° expected this year, 17 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

8/10 Air Factor

16 unhealthy days expected this year, 16 days in 30 years

Provided by First Street

Historical weather

Los Gatos, CA • 95030

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.8 hours in June and 4.9 hours in December, placing it above the U.S. average for solar exposure.

10.8 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.06M – $3.70M

Reach more buyers when you sell with Redfin. Save up to $32,175 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN SAT, 2PM TO 4PM

$1,798,000

2 beds2 baths866 sq ft

27 Cross Way, Los Gatos, CA 95030

$2,600,000

3 beds2 baths1,649 sq ft

110 Johnson Ave, Los Gatos, CA 95030

$1,100,000

Land— sq ft

18445 Black Rd, Los Gatos, CA 95033

OPEN SUN, 1PM TO 4PMVIDEO TOUR

$2,350,000

2 beds1 bath1,409 sq ft

19375 Montevina Rd, Los Gatos, CA 95033

OPEN SAT, 1:30PM TO 4PM

$2,398,000

4 beds2 baths1,488 sq ft

200 Jackson St, Los Gatos, CA 95030

OPEN SUN, 2PM TO 4PM

$3,298,888

5 beds4 baths4,654 sq ft

20100 Black Rd, Los Gatos, CA 95033

New listings for sale in 95032

OPEN SAT, 2PM TO 4PM

$2,588,888

3 beds2.5 baths2,393 sq ft

101 Ravinia Way, Los Gatos, CA 95032

OPEN SAT, 2PM TO 4PM

$1,798,000

2 beds2 baths866 sq ft

27 Cross Way, Los Gatos, CA 95030

OPEN SAT, 2PM TO 4PM

$3,498,000

3 beds2 baths2,130 sq ft

17445 Pleasant View Ave, Monte Sereno, CA 95030

OPEN SAT, 2PM TO 4PM

$1,649,000

2 beds1 bath750 sq ft

311 Tait Ave, Los Gatos, CA 95030

OPEN SAT, 1:30PM TO 4PM

$2,398,000

4 beds2 baths1,488 sq ft

200 Jackson St, Los Gatos, CA 95030

EARLY ACCESS

$7,100,000

4 beds5 baths4,450 sq ft

16421 Matilija Dr, Los Gatos, CA 95030

OPEN SAT, 1PM TO 4PM

$6,300,000

5 beds5 baths3,860 sq ft

17808 Tourney Rd, Los Gatos, CA 95030

OPEN SUN, 2PM TO 4PM

$1,230,000

2 beds2 baths1,466 sq ft

600 Pennsylvania Ave #10, Los Gatos, CA 95030

OPEN SAT, 1PM TO 4PM

$1,695,000

2 beds1.5 baths1,145 sq ft

175 Villa Ave, Los Gatos, CA 95030

Home values near 19040 Overlook Rd

Data from public records.

Address	Redfin Estimate
19046 Overlook Rd, Los Gatos, CA 2 Beds \| 2.5 Baths \| 1581 Sq. Ft.	$2,405,135
19050 Overlook Rd, Los Gatos, CA 3 Beds \| 2 Baths \| 2321 Sq. Ft.	$3,111,347

Address	Redfin Estimate
19190 Overlook Rd, Los Gatos, CA 3 Beds \| 2 Baths \| 2208 Sq. Ft.	$3,268,980
19039 Overlook Rd, Los Gatos, CA 3 Beds \| 3 Baths \| 3020 Sq. Ft.	$3,769,419

Address	Redfin Estimate
19150 Overlook Rd, Los Gatos, CA 5 Beds \| 3 Baths \| 3530 Sq. Ft.	$4,303,719
18851 Overlook Rd, Los Gatos, CA 2 Beds \| 2 Baths \| 2068 Sq. Ft.	$3,148,858

Property information provided by MLSListings when last listed in 2021. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Cambrian homes for sale
Rinconada homes for sale
Los Gatos / Monte Sereno homes for sale
Blossom Hill homes for sale
Rancho Carrillo homes for sale

95032 homes for sale
95124 homes for sale
95118 homes for sale
95008 homes for sale
95030 homes for sale

Houses for rent in Los Gatos	Agents near me	Irvine, CA homes for sale	Los Gatos Housing Market
Houses for sale near me	San Diego, CA homes for sale	Fremont, CA homes for sale
Land for sale near me	San Francisco, CA homes for sale	Sacramento, CA homes for sale
Open Houses near me	Los Angeles, CA homes for sale	Los Gatos Property Records
Condos for sale near me	San Jose, CA homes for sale	CA New Listings

Sunnyvale homes for sale
San Jose homes for sale
Fremont homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 95030, CA

Sale history for 19040 Overlook Rd

Tax history for 19040 Overlook Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 95032

Home values near 19040 Overlook Rd

More real estate resources