I love this question! My answer… YES!!!
I have a pair of 30 year (+/-) old Grand Prix boots (English made) that have the leather soles (versus grooved). I REFUSE to replace them because they fit like a glove and I have never found anything that feels as wonderful. Like you, I’m not much of a fan of zippers either. That being said, I have had them resoled close to 6 times (just guessing). I have also had them dyed when the color fades.
Until the cobbler tells me the boots are hopeless and no longer repairable, I will continue to do so. I have a newer pair of GP pull on boots as well but they have the ridged soles. I have actually thought about bringing those to the cobbler and having the older leather soles put on them.
I have friends that tease me about my “vintage” boots, but I do not fret. They are wonderful. I take good care of them and firmly believe they have plenty of life left!