I can reproduce this issue.
I reproduced it with a file that was named
1-01- Handle With Care-video
I renamed it to
Traveling Wilburys - Handle With Care-video
And After a refresh meta on the artist and a refresh meta on the album plex web still showed this it had both files shown and I could play the video selecting either one but there was only one file in the folder.
The way I fixed it is was by naming it the way you did and performed a modified version of the good old Plex Dance
I moved the file out of the folder.
I refreshed the metadata - This is not part of the plex dance.
I scanned the library
I emptied the trash
I put the file back in the folder and the double problem was fixed.
Give that a try and let us know.
