“Boats” is a very generic term just for the record, so you can’t really apply a rule of thumb to any general discussion on them. Depreciation, discounts off MSRP, problems l, etc. are all pretty specific to the type boat you are looking at and then further impacted by brand, size, etc. at that point. It is then further impacted by the region you live in and what’s popular, what the dealer network is, etc. I live in Cobalt/Mastercraft country. If you want to resell your boat at a premium, you buy one of the two. It varies everywhere you go.
On the topic of the Chapparal, I don’ know anything about them. However, I would be hard pressed to think resale holds up on their 19’s because of pricing. It’s easier to finance it new than used on a $40k boat. I also would not expect any significant issues with a new one. There is a lot of difference between a mass produced 20 footer and a 28+ foot boat.