I am looking to do this on land where old vacant houses were demolished. 

But, could I minimize risk of renter defaulting on payments for the 2nd property by turning this property into a section 8 housing unit with guaranteed income from the gov't?

House is on the historic register, once a bed and breakfast, a massive 4 bed, 3 story Queen Anne Victorian, very well maintained with multiple rentals.

HUD, Fair housing, State Government, Local city councils, it's overwhelming. 

etc.)and... judging from your profile picture you may not want to house hack - but that is a great way to get started. 

When the lender takes a hit you WIN.You can also go to the court house to find which houses are in foreclosures - this gives you early information even before the auction company gets the go ahead to sell at public auction. 

My goal is to house hack the next place that I stay in and would like to get an idea of the area.

Tenants who want to argue with you also need housing so if you can drag it out they will realize their time is better spent looking for a place that will accept them. 

I’m looking to purchase a property and the house seems in pretty decent condition.

If I have a house under contract that I won't close on for 45 days can I list it with a realtor or do I have to wait until I close on it first?