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I think for a budget of $500 you can't afford to be too picky or expect too much as you say.
Since you want stargaze and do AP, you need to cater for both, but on that budget, tricky. I would definitely suggest what has been said, and since you want 80% stargazing and only 20% AP, then cater more for the stargazing, which is an 8" Dob. Will give you fantastic views. You can then take quite decent afocal shots of the planets and the moon which will start you off with your AP as well.
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