What's the deal with petrol (gas) for your guys in the states? It seems quite low octane, the minimum octane fuel here for us here in Australia is 91 with additional choices of 95 and 98 at every pump. Even our diesel gets the high octane treatment!
I can advise that decking/machining the head can be worked out once you know what compression ratio you want to run in conjunction with gasket, piston and rod (using yj i see) selection. It's too hard to advise how much to deck off the block or shave off the head when you don't have any other parts chosen just yet. A good start once you start to get everything together is to use the Stroker Compression Ratio Calculator on this site (just to the right and below the banner up the top).
I can't tell you estimates on cost because i'm in Aus but I will be getting my parts back from the machine shop next week and can spill what I paid with a service breakdown if it will help any.
Dino's a bit of a legend around these parts and he would have a build up to suit your budget, try the recipes section of his holy bible of an amc stroker site at
http://www.jeep4.0performance.4mg.com/stroker.html. Perhaps the low budget rockcrawler or poor man's stroker set-up will suit you.
Good luck with your build Kyle.
Regards,
Mopud