I loved my Ensign. Mine was a mid 60s boat and they are still making them today, from what I understand, in Florida. They must be doing something right. Not fast by today's standards but very nice looking, stable and forgiving and would seem to meet all of your requirements.
IMHO, it is always a better idea to buy in a popular class so when you decide to sell there's a market for it. I have also sailed the Typhoon and thought it felt like a toy in comparison. (Don't flame me Typhoon lovers, just an opinion.)