Midwest Supplies lists a glass carboy at $50. You can have 3 bucket fermenters for that price (approximately). They are much more useful than a glass carboy and won't send you to the emergency room if dropped.
The biggest improvement in my beer came when I started with controlling fermentation temperature. That can be a cheap option as you can use a tub filled with water and use frozen bottles of water to control the temperature.
A wort chiller might be a good choice because late addition hops continue adding bitterness until the temperature is below 180 or so. However, it is pretty easy to get the temp to drop that far without the chiller and once that low, slow cooling doesn't hurt much. Some of us even go no-chill but we have to plan our recipes to account for the extra bittering from the extended time to cool.
I might suggest you invest in a Corona mill (about $30) and a paint strainer bag (about $4 for a pair) and going to all grain via BIAB. You'll discover that your costs for the premium recipes is much lower than for extract and if you buy grains in bulk instead of a kit the cost per batch is even lower. All grain via BIAB is really no more difficult than an extract beer.:rockin: