年 = ねん = year
On and off for about 2-3 months. I don't get to study it in serious mode as I have university to do which is completely language unrelated for me. Anyway, I think I understood everything in your sentence even though the structure was a little wonky for me. Everything except "年" never seen it before.
グレッグさんは何年ぐらい日本語が勉強したか?
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