While the server will save the files with the save-all command they won't update their time stamp until the server is closed or a large change happens like creating another .mca file. This messes up things that use time-stamps to determine if something has changed like Google drive.
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It's still an issue with the game regardless if it doesn't happen on linux or mac. Again this doesn't happen with all files just the .mca region files.
Again: This is an OS issue.
The OS does update the timestamp only when the file is closed, not when some records are written.
Don't expect Minecraft to close and reopen each file after every write operation - that would massively reduce performance.
Blame Microsoft Windows for that behaviour.
OS issue.
Does not happen on Linux.