I sweat like a pig on my way to work regardless of the temperature. Then again its been the warmest winter ever recorded here so far. I usually wear a synthetic T-shirt, a fall zip-up bike jersey and then a thin water resistant wind breaker. Generally if you're not shivering a bit while you're getting your bike out, you will be way too hot by the time you arrive at work.

You'll want to wear breathable stuff or your jacket will be like a sauna; not so much an issue on the way to work if you don't have long stops though. Stay away from cotton T-shirts and wear synthetic ones if possible or you'll get cold when stopped. Wool is a good insulating layer and doesn't mind being wet, and then whatever thin breathable water resistant jacket you can afford over top. Anything that is 'waterproof' like gore tex or the like will probably not be breathable enough.

I like to sweat on the way to work strangely enough. I feel it kind of gets my blood going and makes me feel more energized when I get there. On long rides I like to stay dry and pay more attention to layering, so I wear multiple summer jerseys with arm warmers, a vest, and a thin jacket so that I can add and remove layers as I or the weather heats up or cools down.

I wear insulated bike pants with cargo shorts on top all winter.