Hi,
Recently, I've seen one of the changelogs for the App Studio 4.4 which can be install a new Windows app without un-install as like below link shown.
What's new in AppStudio—ArcGIS AppStudio | Documentation
Anyway, my build couldn't do that, and I can confirm that I am currently using 4.4.77 to cloud make.

Is there any option to set it?
Thanks,
Sean.