I hear "weary" spoken so very rarely that I have no idea how it's pronounced here (Indiana). I can't even make up my mind how I pronounce it, but I'd wager it's almost, but not quite, indistinguishable from wary.
Of course it varies with accent and locale. So phonetic transcriptions don't help unless we use IPA. But in British English, "weary" has a diphthong and "wary" does not. Very distinctly different words.
On the subject, we pronounce "router" and "router" (two different words, same spelling) differently, one with a diphthong, one without.
Yes...ish. That's the correct pronunciation, but neither are used frequently enough for me to be confident that's the actual pronunciation, and I'd wager it's different in different places.
On the subject, we pronounce "router" and "router" (two different words, same spelling) differently, one with a diphthong, one without.