Hi and welcome! 
This isn’t a new feature request and technically it will be feasible. We haven’t fully decided which way to go, yet. Context menu integration in Windows Explorer, Finder, etc might be elegant but we will probably prefer a platform-independent approach that might involve dragging a decrypted file into some part of the Cryptomator UI to reveal the corresponding encrypted counterpart.
The technical parts of this feature are discussed with other open source devs on GitHub: