Shop the boat, not the model
Given that you are looking at boats more than 10 years old, why limit yourself to these two models? Each older boat will have its own history, maintenance or lack thereof, upgrades, and accessories. The older a boat gets, the more its history matters, and the less its builder. You won't be buying the hypothesized average 1988 Namerino 30. You will be buying some specific boat. Its sails will be new, used but good, used and useless, or missing. Its bilge will be dry and spotless, or a toxic dump. Its engine will purr, or require three hours of a mechanic's time to start. It will be tight as a drum, or leak like a sieve. The hull may be solid, or riddled with pox. And so on, for its rigging, its electrical system, its plumbing, its hull and deck, its hardware, its ground tackle, etc. And most importantly, its owner may be eager to sell, or have an inflated notion of the boat's worth.NO ONE can predict these things by virtue of who built the boat. The two models you name are comparable, but that only means similar instances of both models are comparable. You won't find many similar instances. What you will find is a great diversity, even if you were looking solely at Catalina 30s. So it puzzles me why you would restrict your attention to just these two boats. If you look at an overpriced, undermaintained Catalina 30, why not then take a look at the C&C, S2, Cal, or Pearson lying next to it, which MIGHT be in pristine condition, full of new equipment, with an owner eager to sell before his six month trip to Japan?I am NOT steering you to more expensive, semi-custom boats. C&C, S2, Pearson, and Cal are all production boats. In this age range, price variation will more than make up for any difference in average price. I am NOT recommending any of these boats over the other. I just find it curious that someone shopping for an older boat would start by constraining themselves to one or two models. Shop the boat, not the model.