It took me about 4 minutes. I'd delete the overhead photos, though, since they made it possible to be precise so quickly. The typical TVFool plot allows me to usually get to an area about the size of four football fields if there are stations in three directions I can use to triangulate from.
Once those trees loose their leaves for the winter, then reception will probably stabilize until spring. In the photo below, the red box indicates your incoming signal path. If, at a minimum, that clump of trees in the right side of the box could be topped or eliminated, it would create a notch in the treeline and would help tremendously to allow the signals to get to a roof-mounted antenna.
A 10' mast on the chimney should get the antenna about 35' off the ground and I'd consider that the practical limit for an inexpensive install.
When it comes to removing the trees, if they can be safely dropped without hitting anything, it isn't too hard to find wood-burning home owner who would do it in return for the usable wood. Craigslist usually works for that, especially if you don't expect them to do the clean-up of limbs and such. If there's a risk of a falling tree hitting something, then the job is best left to a professional crew who can take the trees down in pieces.
I do feel your pain. I live on the back side of a hill which is about a 200' elevation drop over a half mile and stare into a 75' tree line at the edge of my property. Even with a "stretched" 91XG (11' long) and a pre-amp mounted at 45' above the ground, I still lose three stations every spring off the antenna. They're just starting to come back now as the leaves finish dropping. I've simply hit the limit of what is practical for my location. Only thing left is to call a Realtor and the stations aren't that important!