Hi:
So, you want a decent quality telescope that you "won't outgrow" anytime soon.
First: Astromart is a good place to buy scopes, decent prices and decent people. There are "some deals to be had" on Ebay but it is also much easier "to be had by a dealer." Lots of poor quality equipment masquarading as "decent." Lots of 6 inch with 20 inch Tube but a 1400mm focal length. Unless you are savvy and know your scopes, I suggest buying else where.
Local classified can be a good place, but before jumping what seems to be a great deal, post something here and you will get know knowledgeable help.
In the end, for those of us stuck here on the earth, astronomy is about aperture. The bigger the mirror or lens the more you see. Under about 12 inches, this is true whether you want to view the planets or the deep sky, both light gathering and resolution is increased.
An 8 inch scope has twice the resolution and gathers 4 times the light of a 4 inch scope. Planets will be brighter and sharper, DSOs will resolve that are mere smudges...
So, what to get...
The recommendation of an 8 inch DOB is a good one. No tracking but solid optics and the mount is solid. These are between $300 and $400 for the basic models. The next step up, the 10 incher sometimes is available on the web for about $500, sometimes including shipping. Personally this would be my suggestion, a used 10 inch F5 DOB can be had for sometimes under $400.
Tracking: An EQ mount has its advantages, more awkward to use but with drives, no nudging. In this price range don't make plans on anything well suited for astrophotography, that costs money...
Here you options are a new 6 inch EQ mounted scope, maybe an used 8 inch F5 Newt (I don't recommend F4 scopes) or maybe an old C8 or Meade 2080. There is also the option of the 120mm F8.3 reflector, not my recommendation, I had one, not a bad scope but not enough aperture IMHO.
So, you have some time, you have asked some good questions, try to find a way to look at and through some of these scopes before making a decision. Star Parties, quality dealers, friendly local amateurs....
That way you will avoid unwanted surprises like: "I didn't realize how big an 10 inch DOB really was."
Or:
"The catalog never mentioned false color."
Best wishes, clear skies..
jon