While we are on the subject of trailerable raised deck cruisers, may I present one from wooden boat forum. I've been following jsjpd1 for a few years while he resurrects a rejected boat that the Harbor Master gave him. The end pics may not look like he did much other than paint but he practically rebuilt the boat from inside out. He replaced a lot of structural framing and hull planking along with decks and cabin sides. It's still not completely done but she has come a long way.
A link to his thread.
The Harbor Master Called me Today
Before, look close and you can see the rot that would have sank her.
And after.