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A RARE CUSTOM-BUILT HILLSIDE ESTATE. This house was built with the original owners vision in mind. Every aspect was designed around generous living spaces, quality construction, expansive terraces and architectural character for the owners own residence. It commands a rare, sweeping panorama stretching from the Palo Alto area south to the Almaden Valley. Photographs can't capture the true scale and beauty of this extraordinary setting. The breathtaking view is something that must be experienced in person. County record is 3,782 SF. The house has 4,609 SF of total conditioned space, including 2,489 SF on the main level and 2,120 SF on the upper level. The main level offers 1,662 SF of primary living space, complemented by an additional 827 SF (basement area with permit, but not counted against allowable floor area) currently configured for storage, private office, and home theater/media room. The upper level is thoughtfully designed with all 5 bedrooms and 4 full bathrooms, while 2 additional half bathrooms are conveniently located on the main level. The upper level is designed around exceptional outdoor living, with terrace access from every upper-level bedroom. The property offers a 3-car garage and an extra parking area with room for additional 5-6 additional vehicles.

Highlights

  • Residential
  • Single Family Residence
  • Built in 2005
  • 3 Car Garage
  • 98 days on Market

  • Bedrooms
    5
  • Bathrooms
    4
  • Year Built
    2005
  • Stories
    2.0
  • Garage Spaces
    3.0
  • Parking Features
    Attached, Garage, Parking Lot
  • Living Area
    4609.0
  • Cooling
    Central Air
  • Heating
    Forced Air
  • Basement
    Crawl Space

  • Water
    Public

  • County
    Santa Clara
  • City
    Cupertino
  • Zip Code
    95014

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Frequently Asked Questions

How do I schedule a tour of 11837 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 11837 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 11837 Upland Way?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $7,250,000. 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 11837 Upland Way?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 11837 Upland Way at around $41,258. 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 11837 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 11837 Upland Way?

In most cases, yes. Whether 11837 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 11837 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 $7,250,000 with 4,609 sqft of space—that comes out to approximately $1,573 per square foot.

How long has this property been on the market?

11837 Upland Way was listed on August 07, 2026, which means it's been on the market for 98 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 2005, making it approximately 21 years old.

Is 11837 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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