OPEN SAT, 2PM TO 4PM

For sale

$3,750,000

Est. $24,177/mo —

•

2,867

sq ft

17599 Montebello Rd, Cupertino, CA 95014

About this home

Experience the rare combination of privacy, expansive views & proximity to Silicon Valley at this exceptional hilltop retreat. Set on 10± acres along exclusive Montebello Rd. this home offers serenity close to top Cupertino schools, renowned wineries including Ridge Vineyards, thousands of acres of hiking & cycling trails, and major tech companies. Soak in breathtaking panoramic views of the San Francisco Bay & Santa Clara Valley with vibrant green hills by day, glittering city lights by night, and a magical above-the-clouds vantage when valley fog settles below. This 4bd/3ba home boasts a light-filled floor plan, main-level bed/bath, and an upstairs primary suite with a walk-in closet and ensuite bath. The chef's kitchen shines with stainless appliances, abundant cabinetry, and generous countertop space, while the dining area opens naturally to the outdoors for effortless entertaining. A private office nook and cheerful sunroom provide flexible spaces for working, reading, or simply enjoying the stunning landscape. An oversized 3-car garage with ample storage and leased solar complete this home. Surrounded by nature yet just a scenic 20 mins drive to Silicon Valley, this exceptional home offers the perfect blend of refined living & privacy, where every day feels like a retreat.

Single-familyProperty Type

2004Year Built

9.97 acresLot Size

$1,308Price/Sq.Ft.

3 garage spacesParking

Listed by Donna Tam •DRE #02119119 • Christie's International Real Estate Sereno

Listed by Suzanne Merrick •DRE #02198568 • Christie's International Real Estate Sereno

Contact: 408-398-4024

Listing updated: Sep 9, 2026 at 04:22pm

Redfin checked: 2 minutes ago

•Source:MLSListings #ML82060620

Payment calculator

$24,177 per month

Principal and interest$19,708

Property taxes

$3,906

HOA dues

Home insurance

$563

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

See this home in person

This home is unavailable to tour on this day.

Next available date: Thursday, September 10

Open houses

Saturday, Sep 12

2:00pm - 4:00pm

Sunday, Sep 13

11:00am - 1:00pm

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Around this home

Schools

K - 12
Preschool & daycare

Blue Hills Elementary School

Public K-5 • Assigned • 5.4mi

9/10

John F. Kennedy Middle School

Public 6-8 • Assigned • 3.8mi

9/10

Monta Vista High School

Public 9-12 • Assigned • 3.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

17599 Montebello Rd · $3,750,000

DAYS ON MARKET

The average home goes pending in 19 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $1,905,485. (49% lower than this home)

PRICE DROP

16% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Interior features
Atrium
Formal entry
Storage
Utility room
Skylights
Audio/Video prewired
Cable TV
DSL
Fire alarm
Video/Audio system
Walk-in closet

Bedrooms
Ground floor bedroom
Primary suite/retreat with walk-in closet

Bathrooms
Three full bathrooms
Primary bath with oversized tub and stall shower
Double sinks
Full bath on ground floor

Kitchen
Electric cooktop
Electric oven
Hood over range
Dishwasher
Refrigerator(s)
Quartz countertops
Kitchen island with sink

Laundry & utility
Washer and dryer

Flooring
Hardwood

Heating & cooling
Central forced air heating
Central forced air cooling

Sale and tax history for 17599 Montebello Rd

Sale History
Tax History

Date

Event

Price

MLSListings #ML82060620

Sep 9, 2026

Listed

$3,750,000

$1,308/sq ft

Sep 9, 2026

Listed

$3,750,000

$1,308/sq ft

+73

Experience the rare combination of privacy, expansive views & proximity to Silicon Valley at this exceptional hilltop retreat. Set on 10 acres along exclusive Montebello Rd. this home offers serenity close to top Cupertino schools, renowned wineries including Ridge Vineyards, thousands of acres of hiking & cycling trails, and major tech companies. Soak in breathtaking panoramic views of the San Francisco Bay & Santa Clara Valley with vibrant green hills by day, glittering city lights by night, and a magical above-the-clouds vantage when valley fog settles below. This 4bd/3ba home boasts a light-filled floor plan, main-level bed/bath, and an upstairs primary suite with a walk-in closet and ensuite bath. The chef's kitchen shines with stainless appliances, abundant cabinetry, and generous countertop space, while the dining area opens naturally to the outdoors for effortless entertaining. A private office nook and cheerful sunroom provide flexible spaces for working, reading, or simply enjoying the stunning landscape. An oversized 3-car garage with ample storage and leased solar complete this home. Surrounded by nature yet just a scenic 20 mins drive to Silicon Valley, this exceptional home offers the perfect blend of refined living & privacy, where every day feels like a retreat.

bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82040160

Aug 5, 2026

Listing Removed

—

Jun 12, 2026

Price Changed

Mar 25, 2026

Listed

bridgeMLS, Bay East AOR, or Contra Costa AOR #ML89829962

Mar 25, 2026

Listing Removed

—

Public Records

Apr 6, 1999

Sold

$427,500

$149/sq ft

MLSListings #ML89845673

Apr 6, 1999

Listing Removed

—

Apr 6, 1999

Sold

$427,500

$149/sq ft

Feb 25, 1999

Sold

$427,500

$149/sq ft

Sep 29, 1998

Listed

$445,000

$155/sq ft

Sep 29, 1998

Listed

$445,000

$155/sq ft

Public Records

Aug 31, 1988

Sold

$205,000

$72/sq ft

Public Records

Jul 1, 1988

Sold

$160,000

$56/sq ft

Public Records

Feb 22, 1988

Sold

$240,000

$84/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$21,093 (+2.8%)

$683,595 + $1,137,430

$1,821,025

2024

$20,527 (+0.7%)

$670,192 + $1,115,128

$1,785,320

2023

$20,375 (+0.9%)

$657,051 + $1,093,263

$1,750,314

2022

$20,190 (+0.9%)

$644,168 + $1,071,827

$1,715,995

2021

$20,001 (+1.1%)

$631,538 + $1,050,811

$1,682,349

2020

$19,776 (+2.3%)

$619,155 + $1,030,207

$1,649,362

2019

$19,338 (+2.2%)

$612,807 + $1,019,644

$1,632,451

2018

$18,913 (+0.5%)

$600,792 + $999,651

$1,600,443

2017

$18,825 (+3.2%)

$577,463 + $960,834

$1,538,297

2016

$18,246 (+0.6%)

$577,463 + $960,834

$1,538,297

2015

$18,146 (+2.5%)

$566,141 + $941,995

$1,508,136

2014

$17,702 (+2.1%)

$546,715 + $909,671

$1,456,386

2012

$17,330 (+4.4%)

$544,245 + $905,560

$1,449,805

2011

$16,604 (+1.1%)

$533,574 + $887,804

$1,421,378

2010

$16,428 (+3.6%)

$523,112 + $870,397

$1,393,509

2009

$15,864 (+4.7%)

$519,203 + $863,892

$1,383,095

2008

$15,149

$510,233 + $848,966

$1,359,199

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

9.97 Acres

Year renovated

2004

Finished Sq. Ft.

2,867

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,867

Year built

2004

Style

Single Family Residential

County

Santa Clara County

APN

35140004

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 22, 2026.

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

1/10 Heat Factor

7 days above 90° expected this year, 15 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, 17 days in 30 years

Provided by First Street

Historical weather

Cupertino, CA • 95014

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

83/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.1 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 17599 Montebello Rd

$3,719,761

$30K under list price of $3.75M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $3.2M to $4.0M.

SOLD AUG 31, 2026
$3,600,000 Last sold price
4 beds2.5 baths3,253 sq ft
10675 Clubhouse Ln, Cupertino, CA 95014
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smaller lot
23 years older
SOLD APR 16, 2026
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11664 Winding Way, Los Altos, CA 94024
$17/sq ft
smaller lot
21 years newer
SOLD MAY 18, 2026
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$181/sq ft
smaller lot
37 years older
SOLD MAY 2, 2026
$4,008,888 Last sold price
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11614 Dawson Dr, Los Altos Hills, CA 94024
$46/sq ft
smaller lot
24 years older
SOLD JUL 6, 2026
$3,655,000 Last sold price
4 beds2.5 baths2,126 sq ft
10198 Cass Pl, Cupertino, CA 95014
$411/sq ft
smaller lot
29 years older
SOLD FEB 17, 2026
$3,230,800 Last sold price
4 beds3.5 baths3,010 sq ft
22346 Mcclellan Rd, Cupertino, CA 95014
$235/sq ft
smaller lot
14 years older

Rental earnings

Est. $7,594 per month, based on comparable rentals

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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

Mortgage resources

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 17599 Montebello Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 17599 Montebello Rd

Early Access listings

Nearby similar homes

New listings for sale in 95014

More real estate resources