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Hi Brendon welcome to iceinspace from me.
Personally I would buy new... it is one thing for an old hand to buy second hand but with respect you could buy a pup...
The advice above is good thinking.
As to starting into it I started with binos while on a boat with little to do at night but look at the stars...I had no experience but was hooked when I saw Omega Centuri and realised you did not need a Hubble to see stuff.
I was given a mirror (9.25 inch and 1875 dated) and built a scope from two old chip heaters, scrape form work ply and awning legs from a caravan annex...
You may find that a pair of $200 80 x 20 binos are a good start...you will need a tripod but these are sucg great value and for me I use them more visually than the rest of my scopes (including the 12 inch) ...such pleasing views in a dark site.
Good luck with your purchase.
alex
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