The US justice department has filed a sexual harassment lawsuit against the owner/landlord, alleging that at least 2 female tenants in past were subjected to "egregious sexual harassment and retaliation".

The only issue is that the areas that will cash flow are less desirable then the one I currently live in. 

I am also 24, so I feel like I have good insight to the desire of being a young person and wanting to grow your portfolio.

As long as you work hard at getting good leads for buyers and sellers and create smooth transactions for them based on their desires you will be just fine.  

Older property in a part of town that is less desirable.

Like I mentioned, the ones I've used in the pay no longer seem to have desire lending to OOS investors.Thanks for reaching out

If you want to rehab and re-sell, or wholesale/flip, then you start with desired profit and work backwards to your value that you are willing to pay for a particular property. 

The 3 towns are highly desirable locations to live and inventory is low.

Since you are going to live in one side you may be getting emotionally involved and wanting to satisfy your own desires. 

In desirable areas especially, if the surround is in great shape, why spend the money to replace it?