Welcome to iRV2 Mr. H. Can't really speak to the Windsport's durability other than the V-10 seems to do well in the MH application. As for the towed vehicle, I would think it really depends on how you plan on it's use.
We think getting off the beaten path is all part of RVing, so we tow 4 down with a Jeep Wrangler, BlueOx base plate, BO Aladdin tow bar and the SMI Stay N Play Duo braking system...this set up tows very well and the hook up is with minimal time/effort. I'm not too sure I'd use the term 'reasonably priced', however. MPG penalty doesn't seem to make much of a difference with our 8.1 gasser except in the mountains - maybe -2 mpg.
There are many autos that will tow 4 down and more with some modification(just check with the manufacturer).
Congrats on the new MH and have fun with the choices.