I was in your boat, as I've never really purchased new cars before, but Model 3s even used are almost as expensive as new ones, considering the incentives (which expire at the end of this year). We bought a new white standard range + in early August.
We haven't had it long, so I can't speak much on extended ownership, and we're in California, so no comments on snow. However, what I can say is that we like the car more than we expected, and we expected to like the car. It's definitely amazing in the way it drives and the supercharger network is a revelation compared to what we could find for other manufacturers cars.
That being said, I believe the Chevy Bolt, which is a great car as well has a $7000 manufacture rebate that couples with the 1,850 tax credit, so you could potentially get a Bolt for $30,000 or so after the credit.