If they' ve been kept up you should be able to turn both ways, though it may be difficult. Inner pawls that are rusted in place from neglect may not actuate properly, and the result is a free spinning winch. Look at the mast base. A deck stepped mast will show serious signs of deterioration if neglected. If it's painted, look for bubbles.
Bubbles indicate degradation of the metal.
If the mast is keel stepped, examine where it goes through the deck. On deck look at the boot. See if it's sealing properly. Later, inside, look for leaks on the overhead trim and headliner. Look up at the foredeck light and the steaming light.