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: 3 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

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Earn from this home

Sell

$1,697,604

Est. take-home

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Est. cash available

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Rent

$9,478/mo

Redfin rental estimate

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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

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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

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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.	$2,832,784

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.

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GreatSchools Ratings provided by GreatSchools.org.

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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