Hello and welcome to the forum! 
At this point in time there is no way to reorder files that have been uploaded within a task or a project. I can see how that might be helpful though. Or at least a time stamp that the files were uploaded in the project. One work around is to use a link to files rather than uploading the file so it points to the location of the files on a drive where you access the most recent file. Within the tasks the files default to the order oldest to newest and there is a record in the comment section on when files are uploaded. You would need to go to the task that the files are in though, rather than the project files.
Feel free to vote on more features for the file folder File folder and view options
Katie