He put paint on wooden floor and walked with paint shoes all over the property caused white marks and shades on the nice costly wooden floor.

@Zachary Freeman- How do the utilities work on the tiny home?  

Currently own the lot my Tiny Homes and sheds are on in Festus Missouri.

I don’t think the tiny house would get you there.

You are considering putting a tiny home on your existing property as an ADU or using that money to save up and buy the next investment property and wondering which would be the wiser choice.I think ADUs can help provide additional, much needed, housing.

Many hosts have success with a mix of RVs, tiny homes, and prefab cabins to attract different types of guests.

Where I'm at, if you leave a tiny piece of an existing wall and rebuild the remaining 99.99%, it's a remodel instead of a new build and the property taxes don't reset. 

With a wooden fence you will have to treat the wood (stain or paint). 

If you're talking about building an interior wall to create a bedroom, this could work so long as you aren't significantly reducing living space compared to the competitive rentals. 3 bedrooms with a tiny living area could cause problems.

Would you suggest subdividing the property, building a single house, or building multiple cottages/ tiny homes?