Your examples are more or less regular though. English is a stress-based language, so it's expected that pronunciation might change when you add an extra syllable, if the stress moves (syllable -> syllabic is another example, btw).

> wind, rewind

This one is trivial, no? the "wind" in "rewind" is pronounced the same, with /aj/. The "wind" with /ɪ/ is unrelated.