Specifically, there's job growth (Intel, Honda, Amazon, Nationwide, etc) and the population is growing (unlike Cleveland or Cincy).

It is an older home and I know there will be some larger ticket repairs needed in the coming year(s) (roof specifically will likely need work soon).

It is the industry standard at least in NYC.I am only looking at it at as Accountant perspective.

Specifically houses and something within 1 hour of where I’m at, but no Detroit.

Ideally, I'd like to run a strictly mid-term rental operation, though I'm open to short-term if it make sense given the regulations here.

I’m a portuguese handyman with specific knowledge in house renovations with skills such as plumbing and electricity covered as well. 

I am currently up here working in the oil industry and want to make the most of my time while I'm out here.

What specific questions do you have? 

Most people I talk to says it is worth it (including me), but others are selling because it is not worth it to them.For our indoor pools it never fails to get a call every few weeks saying the indoor pool is too cold (84 to 86 degrees) and we have to explain this is the industry standard and prevents mold and mildew inside. 

Research the local regulations.