On both of your boats, if Grady offered an optional windlass when new - you can find this out in the owners manual at the Grady White website, they may have also prewired for a windlass - anyway (like on my 252G). This will save you plenty on the power feed.
You will have to get your head under there and look up and around to see any red and black heavy gauge wires, if so, they probably wind up at the stern by the batteries.
At the stern you add a breaker, at the bow you add a reversing contactor (solenoid), at the bridge a 1pdt three position up/down switch with center return, wire that to the solenoid. If the Lewmar has the contactor, no need to use another one.
Presto!