Should I invest more into this property if I’m only going to have it for two more years? 

This sounds like a SFR and if so it is typical that the tenant is responsible for these kind of items.

If you're in an area with mainly young families or maybe an older generation who just want to live by themselves and not be bothered with people living in the same structure as them, then the home is probably less valuable.One thing I do with some of my investments is to convert it in a way that is easy to be removed.

We plan to keep our personal residence and investment properties here in Colorado Springs and enjoy both the beach and the mountains!

Quote from @Brock Batson: I know several veterans that invest in Birmingham, Alabama is a savvy investment for short-term rentals.

I’ve been looking for turnkey properties to invest in (first timer) in Anywhere, USA for around $200-300k for the STR market.

Second, the HELOC has a balloon payment, typically every 5 or 10 years. 

Hello, I am a new investor, however I owe a construction company and have an idea of what my project will entail. I found a $60k property requiring $80k rehab to get to $250k ARV My problem is that I cannot find finan...

We plan to invest in real estate and use rental income as our business’s income stream. 

It's advisable to consult with experienced real estate professionals and conduct detailed market research before making any investment decisions.