109 photos · MLS data verified October 8, 2026 · Updated every 15 min
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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 15 days ago · | MLS# ML82062273
$1,424/sqft -13.8% vs Cupertino single family home median ($1,653/sqft, 2026)
11583 Upland Way is a 5-bedroom, 5-bath single family home in Cupertino 95014 with 3,852 square feet of living space, built in 2001. It is listed at $5,488,000, or $1,424 per square foot. The 2026 median sale price for a Cupertino single family home is $3.35M, and the three most recent 5-bedroom sales in 95014 closed between $2,630,000 and $4,020,000 ($1,289 to $1,604 per square foot).
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 a 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
$2.4M$4.3M
63Active in Cupertino
36Active Single Family Homes
8Median DOM, Sep
$1,569Median $/SqFt, 2026
105.8%Sale-to-List, Sep
3.7 moInventory
For HomeownersOwn a home in Cupertino? Cupertino homes sold at 105.8% of list price in a median of 8 days in September 2026.See What Yours Would Sell For →
Why This Home Stands Out
🏠
5 Bed / 5 Bath, 3,852 sqft
Built in 2001, attached 3-car garage.
🌱
OPEN SAT, 1:30PM TO 4:30PM
Tour the property in person. No appointment needed.
💰
$5,488,000, Above the 2026 Cupertino Single Family Median of $3.35M
$1,424/sqft against a 2026 Cupertino single family home median of $1,653/sqft (13.8% below).
Best fit forActive BuyersCupertino SearchersMove-Up / Move-In
About 11583 Upland Way
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.
MLS ID #ML82062273, Cindy Wang. Listing provided by BQ Realty · MLSListings Inc.
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Property Details for 11583 Upland Way
Overview
- Property Type
- Single Family Residence
- Year Built
- 2001
- Stories
- 2
- Bedrooms
- 5
- Bathrooms
- 4 Full, 1 Half
- Living Area
- 3,852 sqft
- Lot Size
- 10,000 sqft (0.23 acres)
- Price/sqft
- $1,424
- Status
- Active
Interior
- Primary Bedroom
- Ground floor bedroom, Primary suite retreat, Walkin closet, Ground floor, Primary bedroom2plus
- Kitchen
- Countertop, marble, Island, Skylights
- Appliances
- Cooktop gas, Dishwasher, Microwave, Oven built in, Refrigerator, Wine refrigerator, Washer dryer
- Fireplace
- Family room, Gas starter, Living room
- Heating
- Central forced air, gas
- Cooling
- Central AC
- Flooring
- Carpet, Hardwood, Tile
- Family Room
- Separate family room
- Interior Features
- High ceiling, One or more skylights, Wet bar, Walkin closet
Exterior and Parking
- Garage
- Attached, 3 spaces
- Roof
- Concrete, Tile
- Foundation
- Concrete perimeter
- Fencing
- Fenced back, Fenced front, Wood
- Zoning
- A1-1 a
Community and HOA
- Utilities
- Public, Water public
- County
- Santa Clara
- City
- Cupertino
- ZIP Code
- 95014
Schools
- School District
- Cupertino Union
- Cupertino Schools
- View Cupertino schools
Listing
- MLS Number
- ML82062273
- Listed
- September 23, 2026
- Days on Market
- 15
- Listing Agent
- Cindy Wang
- Listing Brokerage
- BQ Realty
- Data Verified
- October 8, 2026
Source: MLSListings Inc. School attendance boundaries are set by the district and can change; verify directly with the district.
Free from Aegis · Updated for October 2026
Three Cupertino Reports the Listing Does Not Give You
📄Cupertino Market ReportFree 9-page PDF with bedroom breakdowns, comp data and pricing trends, updated monthly.Email Me the Report →📋Cupertino Buyer BriefA personalized brief with comp data, offer strategy and neighborhood context.Email Me the Report →🎯Cupertino Offer StrategyComp analysis and bid recommendations before you write an offer on this home.Email Me the Report →
Location
11583 Upland Way, Cupertino, CA 95014 · Santa Clara County
Market Context
Price Positioning
$ Price context: Listed at $1,424/sqft vs a 2026 Cupertino single family home median of $1,653/sqft (13.8% below).
$ Sale-to-list: Cupertino sales closed at 105.8% of list price in September 2026.
⏲ Velocity: City median 8 days (September 2026). This home: 15 days.
🏠 Inventory: 14 5-bedroom homes and 36 single family homes currently active in Cupertino.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
Want to know what this home will actually sell for? Get a data-backed offer range based on recent comparable sales.
Get My Offer Range →Frequently Asked Questions
Listed at $5,488,000 ($1,424/sqft). The 2026 median for a Cupertino single family home is $1,653/sqft, which puts this home 13.8% below it. The three most recent 5-bedroom sales in 95014 closed at $1,289 to $1,604 per sqft.
Listed September 23, 2026. That is 15 days on market as of October 8, 2026. The Cupertino median was 8 days on market in September 2026.
Est. $34,455/mo with 20% down ($1,097,600) at 6.75%. That is principal and interest $28,476, property tax $5,717 and insurance $262. The assumptions and lender disclosure are with the payment estimate at the top of this page.
There are 63 active listings in Cupertino: 14 are 5-bedroom and 36 are single family homes. At $5,488,000 this home is above the 2026 Cupertino single family home median sale price of $3.35M. Cupertino sales closed at 105.8% of list price in September 2026.
The three most recent 5-bedroom sales in Cupertino 95014 closed at $2,630,000, $3,869,000 and $4,020,000, or $1,289 to $1,604 per sqft. Across all property types, the 2026 Cupertino median is $1,569 per sqft, and the September median was 8 days on market.
Yes. As of October 8, 2026, 11583 Upland Way is an active listing at $5,488,000. It is a 5-bedroom, 5-bath single family home.
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Broker · DRE# 01328224 · Over 23 Years Experience
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$3.12MMedian Sale Price, Sep+19.3% vs Last Year
8Median DOM, Sep0 days vs Last Year
63Active Listings+10.5% vs Last Year
105.8%Sale-to-List, Sep+0.3% vs Last Year
For Homeowners
Get My Home's Value
What would your Cupertino home sell for today?
Cupertino homes sold at 105.8% of list price in a median of 8 days in September 2026.
105.8%Sale-to-List, Sep
8Median Days, Sep
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Schools in Cupertino
Aegis School Excellence Index
10
Cupertino Union SD · K-5
10
Cupertino Union SD · 6-8
10
Fremont Union High SD · 9-12
School information is for general reference only. Contact districts directly for enrollment and boundary info.
More in Cupertino
View All Listings →Explore Cupertino real estate
Recently Sold in Cupertino
Closed within 6 months · 5 bed / similar sqft · Cupertino 95014
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MLS ID #ML82058356, Anson Ip. Listing provided by Compass · MLSListings Inc.21570 Edward Way
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MLS ID #ML82056446, Cathy Rohrs. Listing provided by Christie's International Real Estate Sereno · 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 a median sale price of $3.12M, and sales closed at 105.8% of list price.
17Sold (September 2026)
$3.12MMedian Sale Price
105.8%Sale-to-List (September 2026)
What happens when the right home lists and nobody knows you are looking for it?
In Cupertino, 11 new listings hit the MLS this week. By the time most search sites update, the window has already narrowed.
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Latest Cupertino Insights
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Buyers
See 11583 Upland Way before the weekend
Listed 15 days ago. Half of Cupertino's September sales sold within 8 days on market, so early showings see the most competition.
Sellers
What would your Cupertino home sell for?
17 homes sold in Cupertino in September 2026 at a median sale price of $3.12M and 105.8% of list price.
Get My Home's Value →Questions
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Timothy Alston, Broker, DRE# 01328224. Over 23 years in Silicon Valley real estate.
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