Hey John,I own 12 units in Detroit but currently live in California.

Talk to a CPA to see how each scenario plays out.A 401K continues to grow in value, but what do you live on? 

Since we live in Orlando area, we are looking at a STR in Disney area. 

If you aren't going to be living in Texas then it would be tough to do a house hack there.

(I currently live in south MS, so the Gulf Coast is where I am looking)3.

Apartment buildings, assisted living facilities, self storage, restaurants... 

Those that own it can be harder to sell as the cash flow from the business will cover the debt service for the business, but not for the real estate.Example: I had a very high-end assisted living facility on the market. 

Quote from @Ryan Moyer: Quote from @Nick Velez: Hey Anthony,I have a few STR's in Gainesville and have lived here for about 7 years now and know several people with STR's as well.

Just the other day I was able to close for a seller who is living in Taiwan and I'm located in Utah.

We have a development coming up for approval with the county adding over 100 units bordering our small town and you can bet everyone that lives in our town is upset about it. in the end though, the planning commissions in our area tend to follow the letter of the law so to speak, so if there is nothing in ordinance barring it, they will approve, generally.