Lol, that stresses me out. Personally, the only things I want in my maps folder are subfolders, more subfolders, and a debug room.
My world is broken up into islands, which helps. But for each island's folder, I've got 4-10 overworld maps, and each area has a unique name. Then any towns have folders for building interior maps, and there's a folder for any small caves in the overworld. Anything mini-dungeon to main dungeon has its own folder inside its region's folder. Every island has the same file structure. I also wish I was a bit better organized, haha, but I think everyone always will.
I do my dialogues similarly. Every island has a folder for NPCs, observations the protagonist makes to herself (or reading books and posters), and signs. Inside each of those folders, there's sub folders dividing the category geographically, so like, signs in the forest region of Goatshead Island. There's maybe only one or two in some subfolders when you divide down this much, but it's consistent and I know where to look for stuff.
I think a fairly typical structure is like:
oakhaven_island/npc/oakhaven_port/portside_shop/shopkeeper/3
For major characters, sometimes they'll have several subfolders for each time you encounter them or different phases of a quest they're involved in, or else sometimes there will be different folders for the same character in different regions. This inconsistency bothers me but it's too late at this point!
It seems to me like you need some paths like maps/forest/tree, or maps/beach/water_dungeon/3. I don't know if your overworld makes sense to divide into regions with areas in each region, but if it even makes sense for a few areas, you should do that before you get even more disorganized, if it's stressing you out. Good workflow and workspaces lead to better work!
