Are you wanting to perform with this guitar? What about traveling like for work? One of my favorite guitars is a
Traveler Speedster. It's $379, and can break into two pieces and fit into a really small carrying case that comes with it. I took it to afghanistan with me and it fit in my rucksack. (Though it's obviously not something you want to take on stage.)
It also sounds really, really good. I have a 1970 Les Paul and a BC Rich and I still find myself using the Traveler more around the house.
As far as connecting to the computer, I would go with a Line 6 product. Here's a pretty good one:
Line 6 POD Studio GX with POD Farm | Musician's Friend I have a much older version simliar to this that works really well. Their software is also really good.
If you're looking for a hand held amp (for headphones) to use with a Traveler Speedster, I would recommend a
Pocket Pod. REALLY awesome quality, and you can make your own presets either on the device or on an expanded view on the computer via USB, then upload your favorite settings. It will also fit in your Speedster case.
Anyway, Just my opinion. I'm a huge fan of Line 6. Hope this at least gets you in the right direction. (Be sure to shop around to find the best deal, Musicians Friend isn't always the best).