I just upgraded to an 05 X2 (205V hull) last fall. Most everyone here will tell you that it is one of the best do-it-all hulls MC ever made. Awesome wake for boarding, even when not sacked out, can be made surfable with additional ballast, and not a bad slalom wake for open water free skiing. You're right, the 205 might carry a $$ premium over the 209, but look at it from the resale angle also. Also, the 205V will have much more family-friendly space than the DD 209. Sooner or later (maybe already!) your kids will also be wanting to bring their friends.
"For every complex problem there is an answer that is clear, simple, and wrong." (Henry Louis Mencken)
2005 X2, Viper Red, MCX, Acme 1285, PPass, rear 750 sacs, KGB, IBS, Bennett Wake Plate
(previous) 2001 X5, 1991 TriStar 190