Start with 200 trees this year, 200 next year, 200 the following year... Now your first year tress are producing. Keep adding trees every year until you hit the number that you want / can handle.
that's still about $4000 per year for the trees; plus site prep, fertilizer, stakes and support system, spray material... Also some type of deer fence is almost a must if you want the trees to survive.
I'm trying to start a part time venture on a 2 1/2 acre field I just had reclaimed; next year I'll plant about 3000 strawberries, plus as many asparagus roots... in 2016 hopefully I'll also be adding the dwarf fruit trees. My goal is to have 1 acre of fruit trees, 1/2 acre asparagus and 1/2 acre of strawberries for retirement income when I turn 60 in 2019.