You may want to re-evaluate your decision criteria to include the MacGregor line of trailerable sailboats, they seem to fit your reqirements more suitably and if you should decide it was a mistake they are very easy to sell at close to what you pay for it.
The MacGregor is very easy to sail single handed and easy to trailer and launch and can be towed with a class 3 traler hitch. They have plenty of room below to get the young boys out of the weather when it turns inclement and the boys will learn to sail one on their own at a young age. You can leave it in a slip or park it in your driveway, choice is yours, but with a trailerable you are not required to maintain a slip while trying to sell it since it can be sold from your driveway. MacGregors are eay to come by and easy to sell, versatile and easy to handle, a very good beginners sailboat, the kids would love it and they are very spacious, moreso than any other sailboat of the same length. Check a few out.