How much will you spend in repairs on a 1920's house with renters ? 

If you’re not satisfied with your current attorney’s approach, it may be worth seeking a second opinion to explore other strategies or angles you might not have considered.Next, focus on compliance with housing codes and tenant protection agencies like DCF.

I bought a single family because I thought I could house hack in the same way as a duplex and in ways it certainly could have and did work but I didn't expect the relational aspects of having people living in a property I purchased.

There is a single family home that was divided and one half has been rented and an ad on small "house" that has also been rented mostly long term.

In my area a house call for locksmith is going to cost $75-100 just to walk in the door, so $135 all in is not that big a deal.Not a hill I want to die on....... use it as a learning moment for the tenant- ALL repairs need to be approved by you BEFORE they are done.

If you are newer I'd suggest a house hack unless you can rinse/repeat this process again. 

I recently came across a property through an agent with attractive numbers for a house flip.

But you should be able to target that upper demographic segment and still move a house in a few months if you are in the correct markets.

Anyone can live anywhere they want if they have the money, and sometimes houses are bought and then rented out without much background checking on the people moving in.

Small multi-family is hot right now due to house-hacking (low barrier of entry), and future cash-flow.