I have two older homes and looking to invest in another house. 

Great points, @Dean Letfus - no matter how frequently the experienced investors discuss it, newer investors will always buy class D properties(which should hearten some older investors who wanna dump that junk!)

Reviving an older thread for a similar situation:A homeowner died and did not have heirs, so the state appointed an attorney to be the Executor.

Do you work taxes year-round, so if I had questions that were tax-related, would you be able to help out during the tax off-season?

The roof was brand new installed in January 2018 and had no issue during the hurricane season.

Interested in hearing about a personal experience related to delayed financing, where an investor teamed up with a bank to pull money out in a relatively short period of time in order to reinvest equity in another property without the 1-2 year seasoning.  

I was curious if most of you avoid older multi family complexes?

So some older buildings can be off level or have other issues. 

They used to do the hardwood floors (tends to be heart of pine for victorians and more newer older houses tend to have oak) right on top of the floor joists.

I would not view this investment as a "retire early" but rather a secure investment for your older years.