Yes, they are a pain in the rear end.

It will be such a relief when this learning curve is finally in my rear view mirror, but I sincerely appreciate being able to ask questions, and receive answers, in this forum.Next step: find a CPA!

I have changed addresses on lots where the original house was a single and I built a duplex, this was done by the cities safety and permits department.This will also affect utilities around me, as a single address (regardless of the the use of A, B or rear in the address) can NOT get multiple meters without the city changing the property to multiple addresses.  

However I will admit window units are a pain in the rear but to me it's worth it to deal with window AC rather than the huge expense to install central AC.

With those, there's also plenty of smaller satellite towns around it you can check out.But then again, those who are used to these small towns are used to travel what is necessary to get thier income necessary.And if you are able to purchase properly (low enough) you can gain a reputation for providing "starter homes" for those youngsters as they move out.

Had a beautiful pool & rear enclosed privacy garden.

well the risk of SUB TOO rears its ugly head.

It can be a big ole pain in the rear-end.

How about moving old/existing siding from the rear/sides to the front or most visible areas and using the new stuff out back? 

The entrance to the downstairs unit is via concrete steps at the rear of the house.Are there any special considerations I should make when evaluating this property?