In terms of legacy, either Tito or DLH - even though Tito was way past it and above his weight, whilst DLH was also above his proper fighting weight as well. Glen Johnson was a very good victory, as was his win over Tarver, a big shock to most people.
How was Tito "way past it" and above his weight? He was coming off a devastating KO win over one of the middleweight titlists.
Winky Wright was a decent victory, though Winkster was 16lbs over his best fighting weight, and looked like a beached whale! Also the fight was perhaps the most boring I have ever seen, between two supposedly top 10 p4p fighters.
Wright - really? I don't think that **** impressed too many. Fat ass Wright looked horrible, and it wasn't a clear cut win
Tito was not in his ideal weight class but proved that he was a good Middleweight contender. This was not the case of De la Hoya, who had fought only once at 160 (against Sturm). Tito was the #1 contender. This is a similar case to Mayweather (who was able to become Champ at 147) or Spinks (at 154).
I think that win is better than a win over a 160 lbs. De la Hoya. But maybe you could put one of Hopkins' title defenses as the third best win: Glen Johnson?
Hopkins greatest accomplishment was that he didn't get totally humiliated by RJJ. He looked a whole lot better than other boxers of comparable skill level did against Roy.
On paper probably Tarver, he was going up in weight, comng off losses, and was old, but in reality Trinidad was his greatest victory, that was his defining fight, he never had a fight or a win that big afterwards.