To be honest, HYW wasn't really winnable for England, assuming we understood union of the crown as the objective of the war.
At worst, it would have turned into a war of attrition, and while France had really divided periods up to civil war, it beneficied from quite ressources (demographic, economics, military, etc.) that England did catched up but with a Parliment not too enthuiast about it.
At best, Plantagenets or Lancasters could keep a good portion of France (and far more likely in the south than in north) but still risks the usual issues : local nobles asking for help to French kings, badly united demesnes, more important ressources in French side, etc.
Would England be able to hold Aquitaine/Guyenne? I don't think it would be possible on the long run : each time the kingdom of France managed to get its shit together during HYW, it managed to win what was basically a war of attrition. But it could hold at least long enough to crave some sort of equivalent to Pale of Calais that could be maintained longer than Aquitaine per se.
There's a reason why the war lasted decades, or why Plantagenets preferred to make truce and peace of compromise as Brétigny as more realistic objectives while they clearly had the upper hand.