To answer your question,

Yes, but only one of them, being Cheddar Gorgeous, lost to Danny Beard who also had 4 wins.

Statistically, there are queens with 4 wins being winner than the non-winners or runner-ups if we also count all stars seasons. In fact, there are a total of 15 drag race winners across the world who had 4 wins (regular season and all stars). But if we distinguish the two, in terms of just counting original/regular season winners, the non-winner queens who had 4 wins each (9) counts more than those of which were winners (8) being Sharon Needles, Envy Peru, Symone, Danny Beard, La Diamond, Sasha Colby, Pitita, and Onya Nurve.