We've had our 1987 Pearson 28-2 for a year and a half now, and I would definitely buy it again. It is just the right size for our first boat, moves well in the frequently light wind on the Chesapeake, has a nice interior, perfect layout for us, wasn't too beat by previous owners. Has provided lots and lots of projects for me
while still being sailable.
I could possibly see going with a bigger boat someday, something with a slightly more luxurious interior, but when I look around online (and who doesn't?) just for fun, I still come back to our boat as being my first choice.