Just over 2 weeks ago I had an accumulated debt of over 18 grand.

I know that each property is different, and has different needs, but I know that where I live, basic cosmetic rehabs with HVAC updates and minor plumbing and electrical can run 50 grand....

Figure on around 6 grand for a basic bathroom remake .  

Been pondering the idea of buying up some land with the intention of having chickens, goats, etc while also growing some sort of fruits, and ideally the land has some timber I can sell for a few grand.

Anybody in the Wyoming, Kentwood or Grand Rapids do this?

You will have to hit a grand slam in order to make up for the early withdrawal penalty, ordinary income tax hit and loss of expected investment income. 

Not my story, but my partner's late grand aunt.

@Roy Oliphantthank you so much I will pm you if need arises yes its here in grand prairie,tx

To try to do this with a few hundred grand to me seems like a ton of work..

Personally I would spend a few grand to find a good attorney to outline what things keep you within the law.