Where can I find Probate Real Estate (Contracts) templates to get letters out to Lawyers and Executor, once I obtain a list?  

The flip side of doing this is that I think this starts getting into a possible grey area of criminal fraud but I'm not a lawyer and don't even play one on TV so what do I know.

You might be able to do the closing with a Real Estate lawyer, but I think the costs would be similar.Are you financing the property or paying cash?

As part of the prep work, I'll need to talk to an investor friendly lawyer.

Should I speak with a agent, the bank, or lawyer on issues regarding paperwork? 

I figured having a lawyers name on this paper (and written by one) would show the tenants that I am prepared and not one who they think they can try and take advantage of. 

However, you're going to want to have a title company or lawyer involved to ensure the title is transferred and recorded properly.  

A special call to the county by our lawyer got that straightened out, but once again it was a struggle. 

My great grandma (who was the spitting image of Grannie in the Beverly Hillbillies, other than it was her brothers who made moonshine not her) talked about "taking in a boarder" when times where tough.Before going down this road I strongly recommend finding a knowledgeable landlord/tenant lawyer and getting a briefing on all relevant laws.

We use a one-page contract and have never had any issues, just make sure you have a lawyer write it up.