I've seen Lake Erie go to blue water style waves quick time from calm. Your pictures of the turmoil are quite informative.
As to a trailerable sailboat for the lake. I have just purchased a 26M from MacGregor ( no personal info as of yet, it gets here ( Long Island ) in 9 days ( but who's counting )). You can check the MacGregor site for a video of a 26M in Gale conditionds. Trailer weight is under 3000 pounds.