Well, that's a good question. Unfortunately the entire city of New York fits the scenario you described.
1 bedroom units sell for $800k. You can only rent them out for a max of $3,500. After you add in the maintenance of $1000 plus and taxes of $800 plus you have a $5,500 monthly note to pay. You are upside down an average of $2000 of any condo you buy inside the city for at least 5 years.
Why do it? Because you know for a fact that it will catch up within 10 years and almost double it's worth.
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