In positions like this with 4 or fewer checkers left per side, in my opinion, there is really no substitute for running through all your opponents rolls and evaluating how you look after each one.
Often times you can group them easily, like here you'd have 3 definite losers (66,55,44), 13 near-certain losers (count 1win), 11 rolls containing a 2 which leave you a slight favorite (6 wins), 9 rolls containing a 1 (not 21) that leave you a slight underdog (count 4-5 wins).... so 11 -12 wins in 36 rolls gives 30-33% would have been my OTB estimate.
Like everything, this becomes easier w practice.
For positions with 5+ checkers per side, this quickly becomes intractable and I would recommend you look at the
"
Effective Pip Count" for those decisions