you sound like you're pondering your brew setup and what will work.
i've got an electric stovetop and no outdoor space at my current apartment. i brew exclusively 3 gallon batches with a mini-mash and mostly extract-driven recipes. i don't do any temperature control, i don't do yeast starters, i use excessive hops and fruit, i dry-hop in the keg, i don't own a half decent thermometer, and i could care less how efficient my brewery system is. sweetcell is probably throwing up as he reads this, but he also probably understands where i'm coming from. you gotta work with what you're given.
i don't think that system would solve your issues about hating bottling. picobrew is awesome, and the folks are really nice people too. maybe that's a system that you can make work for you.
kegging has it's own challenges. i've got two 3-gal kegs and two 5-gal kegs. i use them as serving kegs but also temporarily convert them to fermenters or secondary vessels. i've flirted with pressurized fermentation, but i'll save that for another post when i understand what the fuck i'm doing. kegs are easy to handle, easy to clean, and make carbonation a breeze. that said, you got to keep up with your keg maintenance (o-rings replaced frequently, dip tubes cleaned, fittings tightened), you gotta keep a full CO2 tank, and running a kegerator definitely impacts your energy bill. how many beers do you want on tap? i've got only one tap. just a few things that you should consider before deciding that kegging is right for you. for me? i'll never go back.