I'm looking to buy a used 911, most likely a 997 or a 993.

There are a few 997's that I like.

My question is, on the East coast, should I wait until winter to buy one?

Does pricing fall significantly enough to make a difference?

 

Not for cars in general. Maybe you will get lucky and find someone who rarely drives it willing to part with it, but that would be pure luck. Motorcycles, absolutely especially around the holidays.

 

I have always bought my cars during the last two weeks of February. I think it is the best time to negotiate a car.