@Laura Ozols @David Tran @Mario FurmanczykHey All- I work for a company that provides PACE (property assessed clean energy ) loans similar to HERO. 

How do you know your ownership is clean?

If you're thinking of turning the shed into its own unit, it would require some serious upgrades—like adding a separate electrical panel, sewer, and water connections.

I can do all the basic things like lawn maintenance, snow removal, painting etc, and some electrical and plumbing.

But you may be right that it's a little too sloppy and could be cleaned up a little for ease of reading. 

Will this new wall be required to have electrical service added per code?  

These are 1930 buildings with old plumbing and electrical systems.

If after adding the additional monthly recurring costs (electricity, gas, water, internet, insurance, lawn care, snow plowing, etc.) to the standard long-term costs (Mortgage, taxes, regular insurance, etc.) the property won't net at least $100 if I can get the average rent I see on FF for that area, then the property isn't worth more investigation.

Be aware of the costs as you'd need plumbing (water and sewer), electric and possibly a separate meter to the new unit.

Lots of electrical wires still on the poles waiting to service houses that could be built there.