$5,488,000 11583 Upland WAY, Cupertino 5 bd · 5 ba · 3,852 sqft
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$5,488,000 Active
5 Beds·5 Baths·3,852 sqft·10,000 sqft lot·Built 2001
11583 Upland WAY, Cupertino, CA 95014
Listed 11 days ago · September 23, 2026  |  MLS# ML82062273
$1,424/sqft +8% vs Cupertino avg
What this means: Priced above the Cupertino per-sqft average. Compare to recent sales below for context.
Est. $34,455/moP&I $28,476 · Tax $5,717 · Insurance $262 · HOA $0Assumes 20% down ($1,097,600) at 6.75% · Contact Timothy for a lender referralAegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
Single Family Price Position in Cupertino
Average $3.4M
Above typical range
$2.4M$4.4M
57Active in Cupertino
52Active in 95014
14Avg DOM
$1,321Avg $/SqFt
104.0%Sale-to-List
3.4 moInventory
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Why This Home Stands Out

📍
Cupertino Location
Active listing in Cupertino, Santa Clara County. Convenient access to schools, parks, and Bay Area employment centers.
🏠
5 Bed / 5 Bath / 3,852 sqft on 10,000 sqft Lot
Spec sheet at a glance. See full details below for interior, exterior, and lot features.
🌱
OPEN SUN, 1:30PM TO 4:30PM
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💰
Listed at $5.5M vs City Average $3.0M
$1,424/sqft compared to Cupertino avg $1,321/sqft (+7.9%).
Best fit forActive BuyersCupertino SearchersMove-Up / Move-In

About This Home

Freshly painted, this elegant neoclassical residence is located in Cupertinos desirable Monta Vista neighborhood. Built in 2001, it offers approx. 3,852 sq. ft. with 5 bedrooms and 4.5 bathrooms. Set on an approximately 10,000 sq. ft. lot, the property offers a rare combination of indoor space, outdoor privacy, flexible living, and long-term value in an established Cupertino neighborhood. High ceilings and natural light create an impressive welcome. The thoughtful floor plan features formal living and dining rooms, a spacious family room, and a main-level bedroom with a full bath ideal for guests or a home office. The kitchen offers granite countertops, abundant cabinetry, a center island, gas cooktop, built-in appliances, warming drawer, and wine refrigerator. Upstairs, the expansive primary suite is joined by three bedrooms and a convenient laundry room. Dual sliding doors open to a landscaped backyard with foothill views, a koi pond, waterfall, and inviting entertaining areas. Highlights include hardwood and stone flooring, two fireplaces, central A/C, prewired audio/video, a security system, and an attached 3-car garage. Near parks, shopping, dining, commute routes, Blue Hills Elementary, John F. Kennedy Middle, and Monta Vista High.
MLSListings IDX
MLS ID #ML82062273, Cindy Wang. Listing provided by BQ Realty · MLSListings Inc.
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Property Details

Property Type
Single Family Residence
Year Built
2001
Bedrooms
5
Bathrooms
4 Full, 1 Half
Living Area
3,852 sqft
Lot Size
10,000 sqft
Garage
3 Spaces
Price/sqft
$1,424
County
SantaClara
MLS Number
ML82062273
Status
Active
Stories
N/A
HOA
None

Interior Features

CentralForcedAir_Gas

Exterior & Lot

Concrete, Tile Roof3-Car Garage0.23 Acres

Location

This HomeActive ListingNew (3 days or less)Price ReducedOpen HouseSold
11583 Upland WAY, Cupertino, CA 95014 · SantaClara County

Market Context

Price Positioning
$ Price context: Listed at $1,424/sqft vs Cupertino avg $1,321/sqft (+7.9% above).
$ Sale-to-list: Cupertino homes selling at 104.0% of asking.
⏲ Velocity: City avg 14 days. This home: 11 days.
🏠 Inventory: 13 5-bedroom homes currently available in Cupertino.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
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Timothy
Timothy Alston
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Market Snapshot

$3,131,306Avg Sale Price+23.8% vs Last Year
14Avg DOM+7.7 days vs Last Year
57Active Listings+96.6% vs Last Year
104.0%Sale-to-List-1.0% vs Last Year
Full Market Snapshot →
Timothy Alston
Timothy Alston
Broker · DRE# 01328224
Aegis Luxury Real Estate
(408) 207-4593[email protected]
For Homeowners

What would your Cupertino home sell for today?

Homes in Cupertino are selling at 104.0% of asking in 14 days.

104.0%Sale-to-List
14Avg Days
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Schools in Cupertino

Aegis School Excellence Index

10

Abraham Lincoln Elementary

Cupertino Union SD · K-5

10

Joaquin Miller Middle

Cupertino Union SD · 6-8

10

Cupertino High School

Fremont Union High SD · 9-12

School information is for general reference only. Contact districts directly for enrollment and boundary info.

More in Cupertino

22540 Stevens Creek BLVD$3,194,8884bd/4ba/2,501sf
11501 Sunrise Spring CT$4,098,8884bd/3ba/2,334sf
20720 Celeste CIR$768,0001bd/1ba/871sf
View All Listings →

Buyers and sellers researching Cupertino will find 11583 Upland WAY to be a strong reference point. Listed at $5,488,000, this 5-bed, 5-bath home sits in a market where comparable properties average $1,321 per square foot. Homes in Cupertino (95014) are currently averaging 14 days on market.

5-Bedroom Homes for Sale in Cupertino 95014

Browse 5-bedroom single-family home listings in Cupertino. Properties in 95014 are currently averaging $1,321 per square foot with 14 days on market.

What to Expect When Buying in Cupertino

The Cupertino market features a mix of single-family home properties ranging from starter homes to luxury estates. Current inventory levels suggest highly competitive conditions for buyers in this area.

Recently Sold in Cupertino

Closed within 6 months · 5 bed / similar sqft · Cupertino 95014

21570 Edward WAY
Sold $3,869,000
5 bd · 3 ba · 2,412 sqft
$1,604/sqft · 2.8% below list
Closed Sep 28, 2026 · 31 days on market
MLSListings IDXMLS ID #ML82054945, JV Silva. Listing provided by Intero Real Estate Services · MLSListings Inc.
19618 Richwood DR
Sold $2,630,000
5 bd · 3 ba · 2,040 sqft
$1,289/sqft · 12.3% below list
Closed Sep 18, 2026 · 17 days on market
MLSListings IDXMLS ID #ML82056446, Cathy Rohrs. Listing provided by Christie's International Real Estate Sereno · MLSListings Inc.
10396 S Stelling RD
Sold $4,350,000
5 bd · 4 ba · 3,458 sqft
$1,257/sqft · +4.9% above list
Closed Sep 16, 2026 · 7 days on market
MLSListings IDXMLS ID #ML82059057, David Lillo. Listing provided by DPL Real Estate · MLSListings Inc.
Source: MLSListings Inc. Closed sales data.
For Homeowners

Your neighbors are selling. Should you?

In September 2026, 17 homes sold in Cupertino at an average of $3,131,306. The average sale closed at 104.0% of asking price.

17Sold (September 2026)
$3,131,306Average Sale Price
104.0%Sale-to-List
Timothy
What happens when the right home lists and nobody knows you are looking for it?
In Cupertino, 6 new listings hit the MLS this week. By the time most search sites update, the window has already narrowed.
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Nearby Cupertino Homes for Sale View All 52 →

Similar 5-Bedroom Homes in Cupertino View All 5 →

5 bed · $4.1M-$6.9M · Active in Cupertino

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Cupertino Market Overview Full Stats →

$3,131,306Avg Sale Price+23.8% vs Last Year
14Avg DOM+7.7% vs Last Year
57Active Listings
104.0%Sale-to-List
$1,321Price/sqft
3.4Months Inventory
17Closed (Last Mo)
4New Listings/Mo
Source: MLSListings Inc. · October 2026

Latest Cupertino Insights More →

Frequently Asked Questions

Listed at $5,488,000 ($1,424/sqft). Cupertino avg is $1,321/sqft, placing this +7.9% above. Comparable recent sales help frame the value.
Listed 11 days (as of September 23, 2026). Cupertino average is 14 days.
Est. $34,455/mo with 20% down ($1,097,600) at 6.75%. Includes principal & interest ($28,476), property tax ($5,717), and insurance ($262). HOA: None. Aegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
There are 57 active listings in Cupertino (13 are 5-bedroom). At $5,488,000 this is positioned against the city average of $3,015,494. Similar homes have sold at 104.0% of asking.
5-bedroom homes in Cupertino (95014) are currently averaging $1,321 per square foot. Market activity shows homes spending an average of 14 days on market in this area.
11583 Upland WAY in Cupertino is currently listed at $5,488,000. This 5-bedroom, 5-bathroom single-family home is located in the Cupertino area.

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MLSListings IDX

Property Information © 2026 MLSListings Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, MLSListings Inc.

The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Aegis Luxury Real Estate are marked with the Internet Data Exchange icon (a stylized house) and detailed information about them includes the names of the listing brokers and listing agents.

Based on information from the MLSListings MLS as of Oct 4, 2026 3:30 AM PT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.

Data updated every 15 minutes. Visit www.MLSListings.com for more information.

Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.

Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino CA 95014. (408) 207-4593.

Last updated: Oct 4, 2026 3:30 AM PT | Source: MLSListings Inc.

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