I have gotten complete newbies 90% before because they had great credit and the project was nice and cookie cutter with a good spread in a B neighborhood. 

I anticipated that this might put off investors and sound odd, but if you saw the exact location, you'd understand my reasons. 

Sounds good to me.  

The investor that would be in a bind if a tenant quit paying rent and it took 2 months to complete an eviction where they had to cover an extra mortgage payment on a limited income.  

But it sounds catchy though. 

I know this sounds like a stupid and confusing post, but Im trying to make sense of it all and I am on the fence about selling my house or a HELOC.

Sounds like a headache. 

In general Land purchases very much depend on the end goal and end use you have in mind, then once you have that defined there will be various DD items to complete depending on that use and your intent to develop, hold, or sell it. 

There are still a bunch of new builds in my neighborhood and lots available, so it's hard to compete with builders right now - but I see that changing once the neighborhood is complete in a couple of years. 

I just sent a message to my property management company now asking if it's customary for them to list the rental on MLS.Also, regarding the rental price; Not only have I completed the lanai mesh, installed blinds and added a whole-house water conditioning system, but I'm also including the Internet connection and the security system in the advertised asking price which I believe should be worth it.