Is there some simple math that would make our decision easier?

But the more assets you have the easier it is to get one.  

I think I would target a duplex or quad plex that needs a little fixing up. 

It could be anywhere depending on your budget, what is your cash flow target, type of property you are interested, type of the renter you want to deal with etc....Almost anywhere in Baltimore can cash flow

@Michael Starks  Also, I would try and determine your target market.

The longer you do it the easier it gets.

Would this property be a worth while investment on a first go or would you suggest going with a easier property?

If they leave it will be much easier to find a replacement tenant.4.

I've been analyzing SFRs for a little while and it seems easier to find potential flips, than buy-&-hold rentals.

Most often if you can target both 3 bds and 2 bds that have over 1000 sq ft and find room to add a 3rd bedroom.