Here's a few thoughts. You mentioned wanting to build up your basic card magic skills - so I'm assuming you're past the basics, and want to branch into more advanced work. In doing so, I think Expert at the Card Table will almost completely satisfy your needs - and the stuff in there will keep you busy for quite a while.
Here's my shaved down list for you.
Books
Encyclopedia Of Card Tricks - Excellent book. Not only will you learn impromptu effects with a regular deck, it has excellent chapters on effects using many of the trick decks you might have used (stripper, svengali, MeneTekel, etc.) Fantastic book that I still read through time and time again.
Counthesaurus/Counts, Cuts, Move and Subtleties - Both are fantastic books. If you can afford it, go for both of them (although as Dat said, a lot of the content is in both.) If you can only afford one for now, I'd go with Counthesaurus and get Mentzer's book when you get a chance.
Card College Volumes 1-5 - If you have the money, you can't go wrong with this set. You would quite easily be completely set with just the Card College books - so you could even pass on most of the other books. However, I would recommend getting these one at a time and not skipping ahead.
Expert At The Card Table - Advanced stuff - if you're willing to put the time in, it's a great investment.
Card Control - I find this book hard to deal with. Don't get me wrong, it's a great book with some incredible ideas, but I find some of the descriptions and instructions to be difficult to follow. That's mostly due to the age of the book, but it's still something to mention.
50 Tricks With A TT - Can't go wrong with a TT. If you're looking for magic with ordinary objects and things of that nature, a TT is essential. If you're feeling saucy, pick up Gary Darwins' Encyclopedia of TT magic DVD instead.
DVDs
Prime Cut DVD - For what you get, I don't think the cost is worth it. The effects are good, but for the price of this dvd, you can snag a copy of card college and have more effects (and a stronger understanding of card magic and presentation) than this dvd will ever offer.
Bicycle Red Gaff Deck DVD - This seems a bit like filler to me. Although I haven't seen it, I would imagine that with a solid understanding of card sleights, you could execute any of the effects using the gaff deck without the need for this dvd.
Pass With Care - I haven't seen this, but learning the pass is never a bad thing.
Other
Bicycle 52 Card Red Gaff deck - If you like gaff cards, cool. Personally, I don't think this is a necessary investment. It's pricey and you can get most of the cards elsewhere. Feel free to check out my review on these forums if you want more on this.
Pen Through Anything Perfect Examinable - Pen thru is always cool. I say go for it.
Spider Pen - If you're interested in IT work, this is a good investment
Break The Habit/Cigarette up the Nose - I'd say instead of buying these two standalone effects, perhaps do a bit of searching and find some resources on overall cigarette magic. This one came to mind:
http://www.trickshop.com/celebrated_cigarettes.html
There's also the encyclopedia of Cigarette tricks by Clark.
Cesaral Melting Point - There are reviews on the site about this one. Personally, it's not my thing. However, it does look good. This one is your call. You either want it, or you don't.
Crystal Card - TM's own Tom Lauten posted a review of this which may help your decision on this one.
http://www.talkmagic.co.uk/ftopic11667.php&highlight=crystal+card
Hypnotrick - Looks pretty cool. I'd probably pick this up, myself so I'm not a big help when it comes to CUPS.