I have some people(who have skin in the game) who have offered to go through places with me, which is nice too.     

Just recently I got back into the game and started buying again.

Can anyone recommend a software to do loan servicing to track monthly principle and interest payment, preferably send a monthly and annual mortgage statement?

There are a ton of software to consider: Appfolio, Yardi, Propertyware, Buildium, RentManager, RentVine, and probably a few more that I am missing. 

You can have great schools lots of jobs lots of fine homes in the area with no crime but the downside to all that is very high prices and little to no real cashflow .if you like little to no income and play the appreciation game ,go for it .

At this point, the game plan is to use a TSP-based solution to wash the ceilings & walls as thoroughly as possible to remove the nicotine/tar buildup, two coats of oil-based Killz primer on the ceilings & walls and then paint. 

I am in need of an experienced CPA from CT who specializes in Real Estate, for  Tax and software recommendations, and yearly returns.

That said, there's no substitute for the personal, hands-on experience that you have, as a native.If you're game, connect with me here on BP and let's talk Savannah real estate!

This is a long term game for me, decide your strategy. 

Often distressed with some work needed but the end game is better this way in my opinion.