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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 2001
  • 3 Car Garage
  • 45 days on Market

  • Bedrooms
    5
  • Bathrooms
    4
  • Year Built
    2001
  • Stories
    2.0
  • Garage Spaces
    3.0
  • Parking Features
    Attached, Garage
  • Living Area
    3852.0
  • Interior Features
    Kitchen Island
  • Appliances
    Dishwasher, Microwave, Gas Range, Oven
  • Flooring
    Hardwood, Tile
  • Cooling
    Central Air
  • Heating
    Forced Air

  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 11583 Upland Way?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 11583 Upland Way.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 11583 Upland Way?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $5,488,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Cupertino, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 11583 Upland Way?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 11583 Upland Way at around $29,757. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 11583 Upland Way?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Santa Clara County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 11583 Upland Way?

In most cases, yes. Whether 11583 Upland Way is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Cupertino's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 11583 Upland Way?

We can handle that for you. Our preferred local agent specializes in residentials in Cupertino and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $5,488,000 with 3,852 sqft of space—that comes out to approximately $1,425 per square foot.

How long has this property been on the market?

11583 Upland Way was listed on September 23, 2026, which means it's been on the market for 45 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2001, making it approximately 25 years old.

Is 11583 Upland Way still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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