Everyone's situation is unique. You're living in a somewhat forgiving climate, and not as driven by the winter's-coming pulse as some of us in the northern regions. Winter's coming there, but it thinks it over for a long, long time. As I recall, you've been hard at it getting a stove, getting your hearth rebuilt, getting through that first year, and are pretty well set up at this point. (Beautiful setup with the shed and the splitter, btw.)
I imagine that your question was directed towards the heavy-hitters here, but this is a question I've started to think about for myself, so I'm throwing my .02 in. I can see some merit in getting a few more years ahead, and that would probably be a fine goal for this summer. You've given yourself some breathing room now, and could ease back on the throttle without losing momentum. Something about being five years out is really appealing, and I think the way you have your stack built, you're not going to be in danger of losing wood to rot. Then it's just finding a rhythm, and taking advantage of the opportunities that come your way and yield maximum wood for minimum effort, and rotating your wood supply. Like folks have posted above, when you can pick the time, place, and weather, it's fun.
Three years is great, but five means that you can take a summer off if you feel like it, and even another if circumstances require it, without starting to look over your shoulder and get nervous. Three doesn't give you that luxury. But now woodcutting is in the `get-to' category instead of the `got-to' one. You're also free to bag it if you like, and head to the beach for the weekend, or up in to what North Carolinians like to call `the mountains', take a drive up the Parkway. You've worked really hard to get to this point, and will reap the benefits for as long as you're in that house. I think you're there--congratulations!