Not sure where you get your information, but in the last twenty five years, I have never paid a dime for updates on my Windows machines. All I know is that Apple products are priced well above most Windows products.
I had iPads and Apple phones, but always had a home based Windows PC and had to switch due to the lack of compatibility. I can simply plug my android phone into my PC and add or download images, documents by simple drag and drop. Same with my Samsung tablets. Simplify is my goal, and I will always have a home PC for storage and security, so no more Apple products for me.
Oh, almost forgot that Apple quit providing updates for my iPad a couple years ago and rendered it useless!
Upgrades yea they are free. Update to a newer OS and get ready to pull out your cc. Depending on the grade, you can spend anywhere from $100 on up to a whole heck of a lot. My Macs upgraded the OS many times and didn't cost me a cent.