You should be able to do this with the After Effects 3D camera tracker and a masked layer. A lot faster, I suspect.
I’d first speed up the footage to the final speed so as not to have to track extraneous footage.
I’d leave the trees out of the equation altogether. It will take 20 times longer to mask out the trees by hand afterwards than to do the tracking of the flat plane. The borders of the development area are on the ground anyways, and you have a see-through mask layer, so (at least I think) that should suffice.
You seem to already have a ready-to-go mask shape. If you didn’t I would have suggested looking the place up on google maps satellite view and drawing it from that top-down perspective.
There will be some manual adjustment of the mask throughout the shot in any case due to camera lens distortion and any variations in the ground level.
Kalleheikki Kannisto
Senior Graphic Designer