@CobeSlice
I think you would find it helpful to think about towns you know and the proportion of open space to built up space. The amount of empty space you have in your map is well over anything that would strike most people as realistic for what I think you want to make a busy town. You are also asking the player to walk long distances seeing nothing and doing nothing. So you might want to think about shrinking the whole map a bit.
Then look at e.g. the church like building on the left. It is set in a large piece of green space, but has its doors right at the edge of the path. An imposing building would almost certainly have a bit of a forecourt leading up to the doors, so you could set your building back a tile or two on that space. It would also make it feel a bit less empty. That sort of logic could easily apply to other buildings on the map.
Then think about how people 'colonise' space and make it private. Nearly all that land around the buildings is public space. Maybe by making it look more closely linked to individual houses, you will make your town feel more lived in.
As an example of what I mean about private space, here is a map that I'm working on now, so it is far from finished. But you will see how private space has been indicated by things like different ground tiles, the placement of washing lines, things like that. It's big, so in a spoiler.