Those of you who are getting bored should look at the achievements and shoot for them. I was at around 60 pop and was thinking, what now? Then I looked at the achievements and it gave me all kinds of goals to shoot for. Right now I'm shooting for the 300 pop achievement. I've already got a few easy ones, like having the entire town with max happiness/health, and having every type of food.
Centralized housing is definitely NOT the way to go. Place your housing near where people will work. Your citizens do a pretty good job moving into the nearest unoccupied house near their work, if you build it, they will come, even if they already have a home, they'll move. The only homes which could be considered centralized are the homes for your vendors and other people who might have a job near the market, like a teacher, priest, or doctor.
I'm currently sitting at ~140/20/20 on my 2nd town on hard, year 45. Taking it slow and steady. I have stupid amounts of food, around 25k, hovering around 300-500 firewood year round with about 1k logs, and I don't usually have much of a stone/iron stockpile due to using it constantly. Currently trying to upgrade all the wooden houses to stone (anyone know if that reduces risk of fires?). So far I've had a couple close calls, 2 fires, one of which took out a storage barn filled with food and firewood, 5 - 6 houses, forrester, and hunters lodge, and a wood cutter. Missed my market, which would have really hurt. Wasn't all bad though, because I wanted to redo that section of town anyways. Had a few disease outbreaks, no deaths, though. Make sure you have a hospital before you take nomads in.
Right now my issue is birthrate. The 20'ish kids/students I've been hovering around isn't cutting it anymore. I was at 150 pop after taking in 20 nomads, I'm already down to 140 just a year or two later. Deaths were all from old age or mining accidents. Seems pretty tough to keep a rising population once you get into the 50-60 range, you pretty much have to take in nomads.
To the people saying once you hit 50-60 pop, you're done, couldn't be more wrong. The game changes at around that point, it goes from being just trying to survive the winter to trying to grow and make your people happy and healthy, while maintaining a positive birthrate, and not over expanding yourself to death. You have to start thinking further ahead in your planning and setting goals for your town.
I was going to post screen shots, but I can't find where they are saved. Input options says Print screen takes one, but can't find anything about where they go. Using non-steam version.