However, they go to far in being different.Your house looks great!

That works well here.

I think my property would be a good fit.

Then you might as well level it and buy another one.

They cited insurance reasons, which could very well be true, but many residents felt it as a big "f you" Now folks from outside the community could argue this was an entitled stance from the residents, to feel they had access to this private land when they didn't, and that on the face is certainly true.

Or would it still be able to be used as an STR?

Popular markets near us appear to be the hudson valley, adirondacks, finger lakes (although it seems STR's are under fire there), and even the cape cod area as we have vacationed there a lot and know the area fairly well.   

I assume many people here do their own cleaning when they got started so maybe it’s well known by people who aren’t me?

If you are just starting out, this is for you:When you buy an investment property, it is treated differently than a house you are going to live in. There are many ways to buy that property. The usual way, but not the ...

Quote from @Sebastian Medina: I would search out people in your market that are flipping, and try going to a couple meetups as well.