Also there was old concrete sidewalk grading issues underneath the ramp, which was pitched to shed water TOWARDS the foundation, (not good). 

I have poked around Bay View, Riverwest, East Side, Walkers Point, Washington Heights, and West Allis. 

Check to see if you have to install any manholes, fire hydrants, curb, gutter, sidewalks, street signs, street lighting any specific street design or access requirements, Check DOT requirements for access, stop lights and permits, traffic studies, DWQ requirements for permits, permit fees and time frames.Once you have an idea of what you can build and what is required in terms of permitting and infrastructure you want to talk to some civil engineers, architects and commercial general contractors that do the type of projects and build the type of buildings you want to build so you can get an idea of costs, time frame and requirements.

You needn’t worry about shoveling or clearing sidewalks ,that is for the tenant to figure out .

Check to see if you have to install any manholes, fire hydrants, curb, gutter, sidewalks, street signs, street lighting any specific street design or access requirements, Check DOT requirements for access, stop lights and permits, traffic studies, DWQ requirements for permits, permit fees and time frames.Once you have an idea of what you can build and what is required in terms of permitting and infrastructure you want to talk to some civil engineers, architects and commercial general contractors that do the type of projects and build the type of buildings you want to build so you can get an idea of costs, time frame and requirements.

None of the utility meters on the side of the property or on the sidewalk read A or B. 

I receive 2 water bills so I assume there's a second sidewalk water main for the 2 single family houses but I don't know that for sure.

These days, I see people jogging by, kids playing on the sidewalk and neighbors waving. 

Do I need to shovel the "sidewalks" from the parking lot to the individual unit or could I incorporate that into the lease as responsible by the tenants?

Children playing randomly in the street trash on the sidewalks and street .Bars on the doorways random weirdos walking around virtually everyone is on disability mostly all rentals and most of them look bad and needing maintenance .