>>42509623
I tried to count the number of buildings in that picture, and I got 133. That's probably too generous. It wasn't always clear whether I was looking at two adjacent buildings or one with complicated architecture, but I tended to err on the side of overcounting. If all the buildings are occupied by families with two adults and two kids (again, probably an overcount), then you end up with 532 ponies.
On the other hand, pic rel shows a lot more buildings. I didn't count, but maybe three times as many? So about 2,000 ponies max? I don't know how trustworthy the pic is, though. I saved it once, but I no longer have any idea what it's from.