VABowbender,I feel it's always better to error on the side of caution. Obvious and beaten deer trails such as the one bordering the high fenced area,
usually put Deer on high alert. When entering areas close to human structures, activity,smells, ect, Deer are quick to react. A relatively slow arrow out of a trad bow included.I also believe that even when kills are made in such areas that it somehow has a more dramatic negative effect on the remaining Deer that socialized with the Deer which was harvested.In other words, the remaining deer may be spooked by the death/ shooting of a fellow comrade at such locations.IV' had it happen!
With that said, I feel that for those and other reasons, it is better to scout out the situation the best you can and to hunt the fringe so to speak. As Shag08 stated, scout out the total area available to you before deciding on the best vantage point. I would look for an area toward the down wind side of the property or the downwind side of a used trail further away from the fenced area of interest.If you want to harvest more than one Doe, you will probably have an easier time of it further, rather than closer to the fenced area. You also may find it most helpful to move your stand around and do a little pre scouting from it. Also, if your total hunt area is relatively small, don't forget the benefits of good scent control!
Hope this benefits your hunting, Knawbone