Null hypothesis from the data I've referenced in my other comments: approximately 37 movies from the '90s.
Actual data: 40 movies from the 1990s in the top 250. So signs point to movie quality being essentially constant across time (at least on the decade level of granularity. I'll take another look at specifically 1998-2003; the five years after being acquired by amazon in which presumably the site had the most traffic, but I feel like I'm privileging the hypothesis here.)
6 from 1998, 6 from 1999, 5 from 2000, basically exactly what I'd expect, nothing super high.
IMDB top 250 list is dominated by old movies, which conflicts with my perception (shared by majority of people as far as I can tell) that new movies are far better than old movies (comparing either top with top or average with average).
I have a simple theory why IMDB is wrong: