LA Man brings up a good point. I wonder what some saplings of a respectable height would cost to help jump-start your work.
Also, have you considered making it a mixed-fruit orchard? That would give you a better chance of withstanding weather, diseases, animals, etc. Also, if you picked trees that bloom and drop fruit at different times, it would inrease the time that the orchard would draw deer to the area.
Just some thoughts. I'm not a tree guru, so I don't know what choices are optimal for this region. Maybe others could chime in here.