How important is it to accurately know when the next jubilee year is? According to Josephus, the last Jubilee celebrated in the land was in the fall of 27
The problem with using the jubilee year to date prophetic events is that Hebrew scholars disagree on how the date of jubilee years should be determined. At issue is whether or not the 50th or Jubilee year of one cycle is also the first year of the succeeding cycle. Even if you accept the 27 AD figure as accurate, the different methods of calculation make pinpointing the actual date nearly impossible. (Some believe the correct dating of Jubilee years has been lost to modern Judaism.) Since the Jubilee is only celebrated when all 12 tribes are demonstrably present in the Promised Land, we may not know its correct date until after the 2nd Coming.