Fantastic! This painting does homage to Rockwell and Sundlom, but it brings back happy memories for me. My grandfather owned a grocery store and would have display ads featuring Santas like this one in the windows. He kept them after he sold the store.
Nice. Definitely captures that feel of Rockwell, particularly. I like the colors - rich without being too intense, and intense where they needed to be.
I've got only two nitpicks.
The first is that the stars seem a little too much like Christmas lights to differentiate from the ones on the chalets in the ground - I'd suggest stepping those back to blues and whites to emphasize the cold, snowy night.
The other one - he looks like he fell from the sky or sprang from the ground, because there are no footprints in the snow around him to indicate where he came from. (This is more a comedic comment than a nitpick, but some would probably consider it criticism). This might be good to leave in just to show how awesome Classic Santa is, since he doesn't even leave footprints!
Your explanation of Santa coming from the viewer's side does help explain the lack of footprints, especially if he came from the viewer's side, and then turned around. Maybe you could hint at that with a barely-visible footprint just poking in from the picture frame? (You don't have to, unless you feel like tweaking the picture more. Speaking from experience, sometimes done is done.)