Please tell me you have more than one copy of your project files. You should have them backed up to an external drive or even better 2 or 3 different locations. It's a lot of work to loose for what takes a few minutes to back up safely.
Somehow I get the feeling you imaged your old drive and this is why you getting the messages.
Best practice.
Always back your projects up to an external or second data drive after any serious work has happened. I do this at the end of each day before shut down.
Every so often back those up to a third location and date the folder. I even have storage off site.
When ever I build a new computer I of course by a new main OS drive.
If I upgrade an old computer I buy a new OS drive. Drives are cheap.
The old drives are put on a shelf or added as data drives.
I have never had any issues with old Cakewalk files as they are all stored inside folders and all audio, midi CWP and everything else is kept in these folders. Simpley drag and drop those folders to and from drives and they will always be 100%.