For sale

$6,950,000

Est. $45,972/mo —

•

4,420

sq ft

16220 S Kennedy Rd, Los Gatos, CA 95030

About this home

Resort-style living meets Silicon Valley convenience at this exceptional custom built, single-level residence. Gated & privately positioned on a flat acre just minutes from vibrant downtown Los Gatos, this property seamlessly connects sophisticated interiors with extraordinary outdoor spaces, creating a private retreat equally suited for everyday living & entertaining. The residence centers around an open kitchen-family great room overlooking the spectacular grounds. The chef's kitchen features an island with seating, Wolf/Sub-Zero/Thermador appliances, slab counters & walk-in pantry. A spacious living/dining room provides an elegant setting for larger gatherings. A private bedroom wing features a gracious primary suite with fireplace, sliding French doors, dual-sided walk-in closet & spa-inspired bath. A separately positioned 4th bedroom with full bath is ideal for guests or a private executive office. The detached guest house is a destination unto itself with its great room, full kitchen, bedroom suite & laundry. Outside, the property transforms into a private oasis. Expansive lawns surround a sparkling pool & spa, bocce court & outdoor kitchen pavilion. Solar, 3-car garage, Los Gatos schools, moments to downtown LG & convenient access to leading Silicon Valley tech campuses.

Single-familyProperty Type

2006Year Built

1 acresLot Size

$1,572Price/Sq.Ft.

3 car garageParking

Listed by Billy McNair •DRE #01343603 • Coldwell Banker Realty

Listed by Andrea Schultz •DRE #01196243 • Coldwell Banker Realty

Contact: 650-862-3266

Listing updated: Sep 9, 2026 at 04:19pm

Redfin checked: a few seconds ago

•Source:MLSListings #ML82060328

Payment calculator

$45,972 per month

Principal and interest$37,459

Property taxes

$7,240

HOA dues

Home insurance

$1,274

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN WED, 9AM TO 12PM
$2,488,888
5 beds2.5 baths2,558 sq ft
6536 Fall River Dr, San Jose, CA 95120
OPEN WED, 9:30AM TO 12:30PM3D & VIDEO TOUR
$4,798,000
4 beds2.5 baths3,232 sq ft
12078 Beauchamps Ln, Saratoga, CA 95070
OPEN WED, 10AM TO 12:30PM
$1,998,000
3 beds2.5 baths1,650 sq ft
160 Maggi Ct, Los Gatos, CA 95032
OPEN THU, 9:30AM TO 12:30PM3D & VIDEO TOUR
$3,388,000
4 beds3 baths2,340 sq ft
10531 Madera Dr, Cupertino, CA 95014
OPEN SAT, 1PM TO 4PM
$839,000
2 beds2 baths1,150 sq ft
1124 Longbranch Ct, San Jose, CA 95126
OPEN SAT, 1PM TO 4PM
$598,888
2 beds1 bath919 sq ft
410 Colony Crest Dr, San Jose, CA 95123
OPEN SAT, 1PM TO 4PM
$1,775,000
3 beds2.5 baths2,459 sq ft
Undisclosed address, Campbell, CA 95008
OPEN SAT, 1:30PM TO 4:30PM
$3,888,888
4 beds2.5 baths2,311 sq ft
12498 Sumner Dr, Saratoga, CA 95070
REDFIN OPEN SAT, 2PM TO 4PM3D WALKTHROUGH
$998,000
2 beds1 bath1,090 sq ft
1289 Fremont St, Santa Clara, CA 95050
OPEN SAT, 2PM TO 4PM
$838,000
2 beds2.5 baths1,601 sq ft
5752 Vibrant Loop, San Jose, CA 95119

Around this home

Schools

K - 12
Preschool & daycare

Louise Van Meter Elementary School

Public K-5 • Assigned • 1.0mi

10/10

Raymond J. Fisher Middle School

Public 6-8 • Assigned • 1.2mi

9/10

Los Gatos High School

Public 9-12 • Assigned • 1.2mi

10/10

Provided by GreatSchools

About Vista del

Monte

Vista del Monte, located between Downtown Los Gatos and the Santa Cruz Mountains foothills, is a residential and hillside Los Gatos neighborhood with curving streets and wide valley views. The neighborhood’s character concentrates around the Los Gatos Boulevard and Lark Avenue corridor, where coffee counters, independent boutiques, and low-key eateries set a polished, everyday rhythm. Mid-century ranch homes and updated California contemporaries sit on leafy lots, with a calm, tucked-away feel behind the main roads. La Rinconada Country Club adds a classic greens-and-fairways backdrop. For culture and a night out, Los Gatos Theatre and New Museum Los Gatos (NUMU) anchor the nearby downtown scene. Oak Meadow Park and Vasona Lake County Park bring open lawns, trails, and water views close to home.

Provided by Walk Score and Local Logic

Offer insights

16220 S Kennedy Rd · $6,950,000

Strong offer

$7.2M and above

75% chance or better to win

Why $7.2M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 15 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
High ceilings
Formal entry
Great room
Storage

Bedrooms
Five bedrooms
Ground-floor bedroom
More than one bedroom on the ground floor
More than one primary bedroom
Primary bedroom on the ground floor
Two or more primary suites/retreats
Walk-in closet(s)

Bathrooms
Four full bathrooms
One half bathroom
Double sinks
Full bathroom on the ground floor
Half bathroom on the ground floor
Primary bathroom with stall shower(s)
Primary bathroom with tub and jets
Shower over tub
Two or more stall showers
Steam shower
Stone and tile finishes

Kitchen
Granite countertops
Dishwasher
Garbage disposal
Range hood
Island with sink
Microwave
Built-in gas oven/range
Pantry
Refrigerator(s)
Trash compactor
Wine refrigerator
Breakfast bar / breakfast nook / eat-in kitchen and dining area

Laundry & utility
Washer and dryer in utility room
Laundry located inside

Flooring
Carpet
Concrete
Hardwood
Slate
Tile

Heating & cooling
Central forced air cooling
Central forced air heating (gas)

Sale and tax history for 16220 S Kennedy Rd

Sale History
Tax History

Date

Event

Price

MLSListings #ML82060328

Sep 8, 2026

Listed

$6,950,000

$1,572/sq ft

Sep 8, 2026

Listed

$6,950,000

$1,572/sq ft

+53

Public Records

Jul 2, 2004

Sold

$1,911,000

$432/sq ft

MLSListings #ML80399797

Jul 6, 2004

Listing Removed

—

Jul 6, 2004

Sold

$1,911,000

$432/sq ft

Jun 4, 2004

Sold

$1,911,000

$432/sq ft

May 24, 2004

Listed

$1,895,000

$429/sq ft

May 24, 2004

Listed

$1,895,000

$429/sq ft

Public Records

Sep 12, 1996

Sold

$775,000

$175/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$43,305 (+3.7%)

$2,559,225 + $1,169,625

$3,728,850

2024

$41,743 (+1.7%)

$2,509,045 + $1,146,692

$3,655,737

2023

$41,058 (+0.7%)

$2,459,849 + $1,124,208

$3,584,057

2022

$40,787 (+1.5%)

$2,411,617 + $1,102,165

$3,513,782

2021

$40,169 (+1.8%)

$2,364,331 + $1,080,554

$3,444,885

2020

$39,478 (+1.3%)

$2,317,972 + $1,059,367

$3,377,339

2019

$38,959 (+1.3%)

$2,294,205 + $1,048,505

$3,342,710

2018

$38,441 (+0.3%)

$2,249,221 + $1,027,947

$3,277,168

2017

$38,329 (+2.5%)

$2,161,882 + $988,032

$3,149,914

2016

$37,377 (+0.5%)

$2,161,882 + $988,032

$3,149,914

2015

$37,185 (+1.5%)

$2,119,493 + $968,659

$3,088,152

2014

$36,652 (+23.6%)

$2,046,763 + $935,420

$2,982,183

2012

$29,648 (−12.2%)

$1,843,000 + $842,300

$2,685,300

2011

$33,781 (−2.8%)

$1,643,400 + $751,100

$2,394,500

2010

$34,742 (+2.7%)

$1,903,000 + $869,000

$2,772,000

2009

$33,840 (+32.9%)

$1,943,759 + $888,349

$2,832,108

2008

$25,459

$1,910,174 + $264,362

$2,174,536

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

2007

Finished Sq. Ft.

3,335

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,335

Year built

2006

Style

Single Family Residential

County

Santa Clara County

APN

53219009

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Mar 13, 2019 • Final

Residential - photovoltaic

Electrical

Solar

Aug 10, 2016 • Final

Residential - photovoltaic

Install a roof-mounted photovoltaic system on a residential building.

Electrical

Solar

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.

Local insights from Redfin agents

The average homes sell for about 18% above list price and go pending in around 9 days. Most homes get multiple offers, often with waived contingencies. Hot Home is a home for sale that is expected to be among the most competitive homes on the...
1 month ago • Los Gatos
Cindy Posnanski
Redfin agent
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The Los Gatos housing market remains highly competitive, with strong demand for homes in this desirable community. Over the past three months, the median home price was $2.8M, up 16.5% year over year, reflecting continued buyer interest and limited...
1 month ago • Los Gatos
Fifi Li
Redfin Premier agent
124 deals
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Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

3/10 Heat Factor

8 days above 90° 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

64/ 100

Moderate sunlight

Sunscore

There appears to be some shading by surrounding buildings, terrain, and vegetation.

8.4 hrs

2.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 16220 S Kennedy Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $4,100,000 and $6,800,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $4.1M to $6.8M.

SOLD AUG 28, 2026
$4,700,000 Last sold price
5 beds4 baths3,016 sq ft
16970 Cypress Way, Los Gatos, CA 95030
$14/sq ft
smaller lot
20 years newer
SOLD MAR 24, 2026
$4,100,000 Last sold price
4 beds3 baths2,450 sq ft
49 Fillmer Ave, Los Gatos, CA 95030
$101/sq ft
smaller lot
55 years older
SOLD FEB 9, 2026
$4,700,000 Last sold price
5 beds4 baths3,831 sq ft
108 Teresita Way, Los Gatos, CA 95032
$345/sq ft
smaller lot
39 years older
BOUGHT WITH REDFIN MAY 13, 2026
$4,100,000 Last sold price
4 beds2.5 baths2,577 sq ft
285 Marchmont Dr, Los Gatos, CA 95032
$19/sq ft
smaller lot
41 years older
SOLD JUN 1, 2026
$5,700,000 Last sold price
4 beds4 baths4,179 sq ft
16255 Short Rd, Los Gatos, CA 95032
$208/sq ft
smaller lot
14 years older
SOLD APR 14, 2026
$6,800,000 Last sold price
5 beds6.5 baths5,050 sq ft
90 Reservoir Rd, Los Gatos, CA 95030
$225/sq ft
smaller lot
3 years newer

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Early Access listings

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VIDEO TOUR

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16220 S Kennedy Rd, Los Gatos, CA 95030

Details provided by MLSListings and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 16220 S Kennedy Rd

Public record

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 16220 S Kennedy Rd

Early Access listings

Nearby similar homes

New listings for sale in 95030

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