Olhausen with AccuFast cushions. The pockets have tough playing angles, but that's not terrible to address. In your budget (I assume that includes installation), Olhausen will be your best value.
There are too many Brunswick models out there to simply say that Brunswick is the way to go. Sure, there are some fine Brunswick models that would be a great playing table, and a great value, but there are also a lot of garbage models.. The Contender Series is a no-go, for what you are looking for.
Connelly are hit and miss... Most (at least in my experience) will require new cushions, but many of them are very nice tables.
Brands that you likely won't be happy with: Kasson, American Heritage, Spencer Marston, C.L. Bailey, Plank & Hide.
Sleeper brand that you would be lucky to find on the used market: Playcraft.