What part of Upstate are you? I am in the Western Fingerlakes region. If you are truly upstate, in the ADK area, then a pond that size is simply going to be a mosquito breeder without adding bait fish each spring.

Aeration will help in many ways, but you do have to be careful in mid-winter on not super-cooling the water column. I don't think you have to worry about that too often though. I had a much smaller garden pond for many years (another thread shows the update in size), and for the first few years I managed to keep a few goldfish and a single pumpkin seed sunfish alive in there. It was only 8x10' and 3' deep. The aeration just needs to be sized appropriately, and likely much reduced in the winter when things are dormant.

So in the winter, you are not looking for a turn-over of water as much as keeping a hole open and O2 in the water column.