Google street view image for 18555 Overlook Rd, Monte Sereno, CA 95030

Off market

$4,597,302

•

5,900

sq ft

18555 Overlook Rd, Monte Sereno, CA 95030

About this home

18555 Overlook Rd is a 5,900 square foot house on a 3.56 acre lot with 5 bedrooms and 5.5 bathrooms. Based on Redfin's Monte Sereno data, we estimate the home's value is $4,597,302.

Single-familyProperty Type

1980Year Built

3.56 acresLot Size

$779Est. Price/Sq.Ft.

8 spacesParking

Source:Public Records

Redfin Estimate

$4,597,302

$712K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.2% higher than the average sale price ($3.83M) of 5 comparable homes.

SOLD MAY 28, 2026
$6,250,000
A
4 beds3 baths3,585 sq ft
227 Alexander Ave, Los Gatos, 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 SEP 9, 2026
$1,875,000
C
4 beds3 baths2,582 sq ft
104 Edelen Ave, Los Gatos, CA 95030
SOLD SEP 30, 2026
$4,000,000
D
5 beds3 baths3,015 sq ft
124 Massol Ave, Los Gatos, CA 95030
SOLD AUG 13, 2026
$2,000,000
E
4 beds3 baths2,066 sq ft
17250 Pine Ave, Los Gatos, CA 95032

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Earn from this home

Sell

$4,354,944

Est. take-home

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Rent

$9,523/mo

Redfin rental estimate

List your home for rent

Market trends in 95030, CA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.0%

+0.9% MoM

Median sale price

$3.5M

$327K MoM

Avg. days on market

24d

6 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN SAT, 2PM TO 4PM
$4,650,000
4 beds4.5 baths4,342 sq ft
118 Alpine Ave, Los Gatos, CA 95030
3D WALKTHROUGH
$9,000,000
6 beds5.5 baths9,883 sq ft
130 Wood Rd, Los Gatos, CA 95030
OPEN SAT, 1PM TO 4PM
$4,750,000
3 beds3.5 baths3,504 sq ft
17575 Mireval Rd, Los Gatos, CA 95030
EARLY ACCESS
$3,450,000
3 beds3 baths1,920 sq ft
15334 Elm Park, Monte Sereno, CA 95030
OPEN SAT, 2PM TO 4PM
$3,388,000
4 beds2.5 baths2,221 sq ft
337 Johnson Ave, Los Gatos, CA 95030
OPEN SAT, 2PM TO 4PM
$3,799,800
5 beds2.5 baths2,879 sq ft
122 Los Gatos Blvd, Los Gatos, CA 95030
See all

Provided by Redfin

Sale history for 18555 Overlook Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2025

$7,065 (+5.2%)

$73,738 + $411,224

$484,962

2024

$6,715 (+2.5%)

$72,293 + $403,161

$475,454

2023

$6,549 (−1.6%)

$70,876 + $395,256

$466,132

2022

$6,655 (+2.4%)

$69,487 + $387,506

$456,993

2021

$6,500 (+2.0%)

$68,125 + $379,908

$448,033

2020

$6,375 (+1.5%)

$66,790 + $372,459

$439,249

2019

$6,281 (+1.6%)

$66,106 + $368,640

$434,746

2018

$6,183 (+1.4%)

$64,810 + $361,412

$426,222

2017

$6,097 (+3.0%)

$62,295 + $347,379

$409,674

2016

$5,922 (+1.1%)

$62,295 + $347,379

$409,674

2015

$5,859 (+1.8%)

$61,074 + $340,568

$401,642

2014

$5,756 (+2.9%)

$58,979 + $328,882

$387,861

2012

$5,593 (+3.0%)

$58,713 + $327,396

$386,109

2011

$5,431 (+1.1%)

$57,562 + $320,977

$378,539

2010

$5,371 (+2.5%)

$56,434 + $314,684

$371,118

2009

$5,240 (+3.8%)

$56,013 + $312,333

$368,346

2008

$5,049

$55,047 + $306,937

$361,984

Tax history for 18555 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,065 (+5.2%)

$73,738 + $411,224

$484,962

2024

$6,715 (+2.5%)

$72,293 + $403,161

$475,454

2023

$6,549 (−1.6%)

$70,876 + $395,256

$466,132

2022

$6,655 (+2.4%)

$69,487 + $387,506

$456,993

2021

$6,500 (+2.0%)

$68,125 + $379,908

$448,033

2020

$6,375 (+1.5%)

$66,790 + $372,459

$439,249

2019

$6,281 (+1.6%)

$66,106 + $368,640

$434,746

2018

$6,183 (+1.4%)

$64,810 + $361,412

$426,222

2017

$6,097 (+3.0%)

$62,295 + $347,379

$409,674

2016

$5,922 (+1.1%)

$62,295 + $347,379

$409,674

2015

$5,859 (+1.8%)

$61,074 + $340,568

$401,642

2014

$5,756 (+2.9%)

$58,979 + $328,882

$387,861

2012

$5,593 (+3.0%)

$58,713 + $327,396

$386,109

2011

$5,431 (+1.1%)

$57,562 + $320,977

$378,539

2010

$5,371 (+2.5%)

$56,434 + $314,684

$371,118

2009

$5,240 (+3.8%)

$56,013 + $312,333

$368,346

2008

$5,049

$55,047 + $306,937

$361,984

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

Property details

Interior

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: H-Shape
Construction Type: Wood
Building Construction Quality: Good
Roof Framing Type: Wood

Pool Information
Pool Type: Pool/Spa
Has Pool

Property Information
Subdivision Name: SAN JOSE WATER WORKS LAND MAP
Living Sq. Ft: 3,415
Ground Floor Sq. Ft: 1,827
Building Sq. Ft: 3,415
# of Stories: 2
Legal Description: LOT A

Parking & Garage Information
Garage/Parking Sq. Ft: 940

Lot Information
# of Buildings: 1
Land Sq. Ft: 155,052
Legal Lot Number: A
Municipality Name: MONTE SERENO CITY
Acres: 3.5595
Zoning Code: REBD
County Use Description: RESID SINGLE FAMILY

Financial

Assessor Information
Assessment Year: 2026
Tax Area: MONTE SERENO CITY

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 5,900
Stories: 2.0
Parking Spaces: 8
Basement: Yes
Accessible: No
Lot Size: 3.56 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: 1900
County: Santa Clara County
APN: 51054022
HOA Dues: —
Garage: Yes
Features: Green, Waterfront, Pool

Home facts updated by owner on Aug 11, 2023

Around this home

Schools

K - 12
Preschool & daycare

Daves Avenue Elementary School

Public K-5 • Assigned • 1.3mi

10/10

Raymond J. Fisher Middle School

Public 6-8 • Assigned • 1.7mi

9/10

Los Gatos High School

Public 9-12 • Assigned • 1.2mi

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

3/10 Heat Factor

9 days above 93° expected this year, 18 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

Monte Sereno, CA • 95030

Average low and high temperatures (°F)

60°

43°

61°

45°

68°

48°

67°

47°

74°

51°

79°

54°

81°

57°

84°

58°

79°

60°

70°

51°

62°

46°

58°

45°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 11.2 hours in June and 4.9 hours in December, placing it above the U.S. average for solar exposure.

11.2 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$6.57M – $7.96M

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Home values near 18555 Overlook Rd

Data from public records.

Address	Redfin Estimate
18565 Overlook Road, Monte Sereno, CA 5 Beds \| 3.5 Baths \| 4188 Sq. Ft.	$4,236,071
18501 Overlook Road, Los Gatos, CA 4 Beds \| 4 Baths \| 2200 Sq. Ft.	$3,000,174
18550 Overlook Road, Los Gatos, CA 5 Beds \| 5 Baths \| 5566 Sq. Ft.	$6,389,384
18650 Overlook Road, Los Gatos, CA 3 Beds \| 3 Baths \| 2050 Sq. Ft.	$3,496,604
16641 Madrone Avenue, Los Gatos, CA 3 Beds \| 2 Baths \| 2391 Sq. Ft.	$3,329,773
16705 La Mirada Road, Los Gatos, CA 2 Beds \| 2 Baths \| 1706 Sq. Ft.	$1,890,729
16591 Madrone Avenue, Los Gatos, CA 1 Beds \| 1 Baths \| 600 Sq. Ft.	$2,638,698

Address	Redfin Estimate
18507 Overlook Road, Los Gatos, CA 4 Beds \| 2.5 Baths \| 3474 Sq. Ft.	$3,771,680
18505 Overlook Road, Los Gatos, CA 4 Beds \| 4 Baths \| 2648 Sq. Ft.	$3,979,391
18580 Overlook Road, Los Gatos, CA 5 Beds \| 4 Baths \| 2462 Sq. Ft.	$3,922,014
18660 Overlook Road, Los Gatos, CA 2 Beds \| 2.5 Baths \| 1711 Sq. Ft.	$2,487,596
16661 Madrone Avenue, Los Gatos, CA 4 Beds \| 3.5 Baths \| 2674 Sq. Ft.	$4,338,645
16679 Madrone Avenue, Los Gatos, CA 5 Beds \| 4 Baths \| 4449 Sq. Ft.	$5,931,793
234 Hernandez Avenue, Los Gatos, CA 5 Beds \| 4 Baths \| 3860 Sq. Ft.	$4,930,077

Address	Redfin Estimate
18640 Overlook Road, Los Gatos, CA 5 Beds \| 4.5 Baths \| 5096 Sq. Ft.	$5,052,100
18510 Overlook Road, Los Gatos, CA 3 Beds \| 3 Baths \| 2359 Sq. Ft.	$3,868,959
18481 Overlook Road, Los Gatos, CA 2 Beds \| 2 Baths \| 2040 Sq. Ft.	$2,543,543
16631 Madrone Avenue, Los Gatos, CA 4 Beds \| 3 Baths \| 3400 Sq. Ft.	$4,162,749
16611 Madrone Avenue, Los Gatos, CA 6 Beds \| 4 Baths \| 4863 Sq. Ft.	$5,571,508
18420 Hernandez Avenue, Monte Sereno, CA 5 Beds \| 6.5 Baths \| 6400 Sq. Ft.	$9,464,914
16675 Madrone Avenue, Los Gatos, CA 5 Beds \| 4 Baths \| 3523 Sq. Ft.	$4,803,703

This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 95030, CA

Sale history for 18555 Overlook Rd

Tax history for 18555 Overlook Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 95030

Home values near 18555 Overlook Rd

More real estate resources