i've been starting to think about this too. dd was born in july so i have no winter newborn stuff. but we're about to move from DC where we get feet of snow and tons of sleet in the winter, to San Diego where i'm assuming is a milder climate. i'm worried about getting stuff that is too warm, actually. so i'm thinking long but cotton. going to get long sleeved onesies, and making cotton footie pants and some cotton sweaters. my mom is knitting me a wool and cotton blend carseat bunting. i think my other winter essentials are lots of booties, mittens, and hats. i have 4 warm sleepers that i was given for dd. i think in total i want to have 7 or 8 outfits, with a few sweaters and warm accessories, and lots of flannel swaddle blankets. i'll be wearing baby in the moby most of the time, and it is really warm (could hardly use it in the summer with dd). so as long as extremities are covered well, my body heat should keep baby pretty toasty.
You definitely won't need a bunting in SD! YOu may not even need anything besides some long sleeves and pants {cotton} that can easily be removed in the afternoon when weather warms. I def. wouldn't get too much as far as winter stuff is concerned for SD living. There really isn't any 'winter' to speak of.
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