The tenants enjoy using the interface, it is simple to communicate with them as a whole or individually, collect rent payments and see when they are in transit, offer CC payment options at tenants expense, track maintenance request, share documents, and lease the property.Short comings are their financial portion.

If it is cluttered buyers will have a harder time visioning themselves living there. 

Built in 1905, this property features a total of 2,832 square feet of living space, divided into two units.

Right now I'm living in Baltimore, still working 9-5 W-2.

I went owner occupied either conventional or FHA.  3-5% down at the time you only had to live there 1 year and then you can move out or move on. 

Without know more specifics, I'd suggest selling what you have now and investing in properties closer to where you live (and pursue 1031 exchanges).

First: Can you commit to living there for at least two years?

Usually living in it for a few years may be enough for it to cash flow positive when you move out.  

There are no crazy tiles, the countertops don't have aggressive veining, and there are no crazy accent walls in the living room.

We are currently living just south of Boston and are looking to purchase a 2-4 unit property in which we would live in one of the units.