But, it may not offer the ROI as other locales, and it may not be "fun" like buying in a favorite vacation spot.2 - The highest ROI folks - Self explanatory, will go where ROI is high and/or regulation low.3 - The second home/retirement minded - These people are looking for minimal ROI but want the house in a specific location because they like to use the property and want it to pay for itself.

But after a flip, you will probably sit on the market for a while depending on the location approximate nearest city. 

I encourage you to interview property managers to determine what their approach looks like when managing properties for an investor who does not reside in the market where the property is located. 

I love New England and I’m from the Cary/raleigh area of NC so those are my top locations.

IE securing them paying tax's insurance etc etc. 

Give her 30 days notice now, keep her security deposit, and send her a additional bill for damages to the unit in lieu of taking her to court for the damages.  

It is located in an area that attracts college students/employees, working class families, and military families.

Our lease contains a clause stating the security deposit cannot be used for the last month's rent. 3.

Consider using an FHA loan to secure a 1–4 unit property with just 3.5% down and take advantage of tax benefits by living there for at least two years.

Chicago, with its vibrant neighborhoods and strong rental market, is a prime location for this strategy.