It depends on the choices you make.
See, I'm still going, so I don't know how to win, but I believe you need to keep your villagers happy and complete the town. One way to do this is not selling off your goods when broke. I made that mistake of accidentally making people sad by trying to have at least 1 coin. If the happiness is below 300, your city shrinks.
Seeing this picture, I know your city is growing. You'll probably finish by day 500 with the right choices.