If you were to buy, let's say a three bedroom or four bedroom home and rent out the other rooms to other single people.If you were to get a short term rental, you would probably want to have somebody else manage it and right now your average short term rental isn't doing really well.

Long term/ short term rentals would work, ideally in the $400k range or lower. 

I had one short term rental that was granted a permit earlier this year and I have been operating it for months now as an STR.

I first like to short list based on numbers and then deep dive.

Once you have a short list, get an account with each one and run them through the wringer to see how they really function.

It’s a short dead end road so I have this notion to own the whole street and control the look and quality of the neighborhood . 

He has already mentioned that he is willing to act as the bank, interest-free, which is a great opportunity.

Quote from @Austin McDonald: I'm using Capital One at 4.23% Ally: 4.25% APYMarcus: 4.30% APYM1 Finance: 5.00% APY (must be an M1 Plus member, but I believe they’re still offering free trial.  

You're on the right track, just get a quote from someone else.Also - opening my HELOC was free.

In a great and popular location with rising rents and upside on price with renovations but also that will cost in the short term to improve the property.