And, in your price range, for >$1M, you can get massive bang for your buck compared to SoFL. 

For me, I felt that I could get more bang for my buck.

You don't want to want to get shot, stabbed or conked on the head for a few bucks. 

I'm not looking to get a place for $0.50 on the buck, but a jump on a place to maybe fix up and rent a few years from now would be great.

@Macayla FrycOne size doesn't fit all, Less cash flow for higher cash on cash returns is a strategy often for more aggressive and or investors growing their portfolio where higher cash flow and lower cash on cash returns might be found in the portfolio of a more mature and/or conservative portfolio.

Although, I am looking at long distance real estate for a bigger, "bang for buck".

Tell them you'll give them three hundred bucks to move.

As well as all the reserves ("expenses") maturing in an account, allowing me at some point to dial them figures down a bit.Has anyone had any luck buying distressed off market deals in Eastern MA?

We went back and forth and he said he would take it to court (he was a lawyer) and I finally decided it was not the hassle (probably cost me more money and time to go to court) and coughed up a few hundred bucks to replace the carpet in the bedroom myself.How can i avoid this next time? 

You can get a lot more bang for the buck in Fort Myers and Cape Coral when compared to Naples.