Well, she's cute... and if I had been born a few years earlier (i.e. to have watched The Wonder Years
first-run), I think there's a good chance I would've had a bit of a crush on Winnie Cooper.
But there's something a tad off-putting about her face. I agree with Jono
: I think it's her chin (or her jaw structure in general). It doesn't make her ugly by any means, but it's a little distracting.