Interesting to see habits tracked using an org property drawer. I hadn't considered this before. Org itself has habit-tracking support https://orgmode.org/manual/Tracking-your-habits.html using :STYLE: habit.
I'm head-in org land. For habit-tracking, I found removing friction from the tracking process itself absolutely fundmental for longer term success (Atomic Habits, the book, corroborates). Like the author, I also needed mobile access for this. I built https://flathabits.com (powered by org) for this purpose (iOS only). In the end, I found I hardly used Emacs org mode to view or track my habits since the mobile app removed all the trakcing friction. Now I just get peace of mind knowing that I can access the plain text file if I want to.
ps. I also built another org mode app for iOS https://plainorg.com