I don't understand the connection you're making between tree cover and tagging.

I've tagged it as a wetland. There are different types of wetland, sure, but I'll figure that out later.

And to be clear, tagging aside, and just talking about the boundary of the polygon, I'm using wetlands and streams GIS layers from the local city, and the USGS hillshaded elevation data to do this. I'm not looking at aerial imagery at all.

But to stop it being weird I think I'll just cut a hole in the wetland for this property.