Even in the “gentrified” neighborhoods of Federal Hill, Fells Point, Canton, Harbor East, desirability can be very block by block so you have to be careful that you understand these neighborhoods (and blocks within) somewhat intimately.

In my case, the quotes were about $2500 to $4000 for the filing (federal and 2 states) and $5000 to over $6000 for tax advisory/planning.

This is what is governed by FMR.

**Community Investment Program (CIP)**: Some local banks or financial institutions partner with government programs to provide low-interest loans or better lending terms for landlords who participate in affordable housing programs like Section 8.

Here (and I'm assuming in most places), the condo association governs STR restrictions, not the local/county governments.

The challenge when renting directly to the government is that they expect below market rents.From what I've read in the past, most institutional investors look at these leases like US Treasury Bonds (extremely low risk) and expect a similar rate of return as bonds.Keep this in mind while you try to negotiate a rent increase.

Just another fraud like a certain federal inmate that made a lot of news fleecing investors... 

When you do any agency loan (conventional or government) as a Primary Residence, you are signing a new 1 year "occupancy clause".

Do you know if there's a government agency I should contact about regulations for group homes? 

However, federal securities laws and SEC regulation require providing investors with accurate information regarding investment risks, details, and fees to prevent fraud.