Oh,ok,so the 37.25 is not the end of the string itself... great! I get it now, thank you
Winding length = measurement from the ball end to taper, where the full winding ends and the strings gets thinner. The winding length should be at least long enough to go past the nut, but ideally, only the thinner part should wrap around the tuner post.
In term of total length, bass strings by major manufacturers are usually 48"-50". It's just a matter of cutting them down to proper length so you end up with 3-4 wraps on the tuner post.