Trees regrow naturally as long as there are a few left on your land (and enough space). Even one tree would be enough to regrow a forest but this would take ages.
I think it should also work to load a wagon with all the wood thatīs left and wait for a while. Then load it again, etc.. Some resources seem replenish automatically if you are out of stock. Once you have 10 units again this will stop though. So just keep loading it into a wagon. This should work but I havenīt tested it.
By the way, I was wrong about the houses. Seems your villagers will build better houses once you reach a certain population. Houses, Farms and Inns will hold 2 people and look better.
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