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Welcome to ISS.
Transport in Sydney is always a bit of an issue especially if you want some dark skies. Anywhere within 20-30Km of the CBD will have bad light pollution-that's a given. I live about 30-40 minutes from work during rush hour and its pretty washed out LP wise. No problem for looking at the moon and planets though. For darkish skies I head out about an hour from Sydney at the weekends. For true dark skies (very dark) its a 2-3 hour drive at the weekends.
For the CBD its worth looking at being near public transport as traffic is horrendous (never mind the toll roads and parking charges). Castlehill is nice, with express bus services to the CBD during rush hour or you can get the bus to Pennant hills train station and into the CBD from there. How close to the city you want to live depends on your budget -its an expensive city.
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