It's simple. The anchor locker has to have a drain. The amount of water that a anchor line can absorb is greater than you might think. When you stow the anchor rode, the water will drain out into the locker. It's like hanging a wet towel.
On many hulls the water drains into the forward bilge. Eventually that water will drain to the aft bilge and eventually get pumped out if there is enough to trigger the bilge pump.
Unfortunately, there will always be some water that isn't pumped out but more importantly, a lot of Grady models ( and other deep V hulls) will accumulate water in the forward bilge and the angle of the hull is not steep enough for the water to run aft.
My smaller 208 will always pump a lot of water when I first launch it on the ramp in the spring. Even when stored on its trailer for the winter, the angle of the hull is not steep enough to get the water to drain.
Some boats have an anchor locker drain out through the side of the hull. Whether or not that is feasible depends on the design of the bow and the anchor locker. The drain has to be above the water line to preclude sea water running back into the hull. I have that on my other boat but it has a habit of clogging. When that happens, if enough water accumulates in the locker, it will seep through the locker bulkhead into the cabin and at a mid height meaning that cushions get wet! I always make it part of my maintenance to clean that locker drain ( after learning the hard war of course)