2025 Compare Cities Cost of Living:
Cupertino, CA vs Winchester, CA

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Highlights
Is it cheaper to live in Winchester or is it cheaper to live in Cupertino?
- Winchester is 43.2% less expensive than Cupertino.

Which city has more affordable housing, Winchester or Cupertino?
- Winchester housing costs are 77.4% less expensive than Cupertino housing costs.

Is Health Care more affordable in Cupertino or is Health Care more affordable in Winchester.
- Health related expenses are 18.6% less in Winchester.
 Cupertino, CAWinchester, CAUnited States
 Overall  Unlock131.2100
 Food & Groceries121.5  Unlock100
 Health  Unlock87.7100
 Housing876.2  Unlock100
 Median Home Cost  Unlock$649,000$338,100
 Utilities86  Unlock100
 Transportation  Unlock149.4100
 Miscellaneous156.2  Unlock100
100 = National Average (Below 100 means cheaper than the US average. Above 100 means more expensive.)
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Reviews for Cupertino    7 Reviews

I love this city. Cupertino has everything to offer. We have the best schools, weather, health care, and everything is close by. Absolutely everything is here.   More

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Over 3 years ago

I’ve lived here for 24 years. Cupertino is totally convenient. Literally library, parks, grocery stores, all shopping, bakery’s, restaurants, all within walking  More

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I look at the pros and cons listed here about Cupertino and I just laugh. I’ve lived here for 21 years. Here’s what I can tell you.The pros:-The weather is good year  More

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Reviews for Winchester    7 Reviews

Over 4 years ago

It’s growing really fast, for a reason, it’s location is a bit over an hour away from most of the major cities like San Diego, Riverside and Los Angeles, then you have  More

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Have it all in Winchester CA. You have top rated Temecula school district attached to some home developments, (4 miles) start of World renounced Temecula Wineries ,  More

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Prices have plummeted in recent years. We bought a 2004 2900 sq ft in a middle class neighborhood for $430k in 2005. It's now valued at about $225- 250k. Great time  More

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