According to what I read, Charlie hatched around 1889... and Churchill took possession of it in the late 1920's (1927?) and was that bird's third owner, so that would make THIS bird around 226 years old today...
Which I find just slightly implausible. I doubt that's Churchill's Charlie... but it appears he did have one.
And yet, other relatives deny he kept parrots.
According to this he had cats, dogs, horses, a lion, a Kangaroo, fish, and was particularly fond of his exotic pig collection... one of whom was 70 years old (and there is a framed photo of a handwritten birthday note signed by W that is one of the objects up for auction from his daughter's memorabilia) and a budgie named Toby... (not a DYH.) BUT NO PARROTS except an African Gray that he had when he was much younger.
Probably should recheck your math.
Also, you are spot on, he had NO parrots except a budgie and that African Grey that was supposedly only around for a very short time. It was vicious apparently. Lots of people claiming he had parrots, but there is no evidence from ANY credible sources. Like a picture, family remembrances, contemporary statements, letters, nothing, nada, zilch. The picture with the macaw and cockatoo was actually some sort of promotional thing, not his personal pets. It's the same picture over and over again too, just sometimes a different background.