Winter Park, if you can afford it, is a really lovely place to be with many amenities; a good mix of college student focused shops and some fancy shmancy big name stores.

We looked at a few apartment deals in the Fayetteville area and weren't sold on the longevity simply because homes are so cheap over there so when you combine affordable housing with favorable va loans we didn't think there was much upside in occupancy rates.

And, they do not charge a conversion rate between the Canadian Dollar and US so we have Canadian guests who come back every 6 weeks or so; it makes it an affordable vacation. 

With high HOA fees, maybe you can afford it, many other owners cannot.

You have to prepare your financial paperwork to get a prequalification to know how much you can afford.

I agree with Caleb - take a look at the mid-west markets; you can make your CA dollars stretch a lot further due to property costs (and taxes) being much more affordable for most REI models.

If they can afford $2,000 in rent, they'll move to a town where their finances reflect that.

It has become very difficult to find affordable housing for lots of people!

You'll never get $3k/month rent as anyone who can afford that can easily afford a $300k house.

Secondly, figure out how much you can rent a room (or two) out for to calculate what you can truly afford.