I would also like to begin kegging. I know I can get great beginner kegging kits for around $260. Is this a better investment than doing all-grain right now?
I've looked at this site for used/reconditioned kegs...
http://www.midwestsupplies.com/draft-brewer-reconditioned-pin-lock-keg.html
However, its MUCH cheeper to bottle. You probably have friends who drink beer so ask for their bottles instead of recycling them. Possibly you have many (like I did) bottles from drinking your own. I've got about 22 gallons worth of bottles on Craigslist. There are many outlets to get cheep or free bottles, but less outlets for cheep ways to keg. You need a dedicated cooler, kegs, regulators, CO2 cylinder, etc.
I would spend the money on All-grain equipment. It's the biggest bang for your 'good tasting brew' buck. IMHO.
In addition to All-grain, consider buying 1lb bags of hops and reusing your previous yeast to start a current batch. This takes some planning, but again, in the long run worth it. Plus, you'll learn new skills along the way to pass onto the next generation of brewers!
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Bottled: 6-point Resin Clone
Bottled: Bums Easy IPA
Primary 1: Porter (adding bourbon/oak chips in secondary)
Primary 2: Bums Pale Ale (with orange/corriander)
Primary 3: Mystery Brew (re-mashing all previous grains, random hops, and reusing previous brews yeast)
Secondary 1: Bums Sweet Honey
Secondary 2: Left Hand Milk Stout Clone