For layout stuff related to the story, I've seen Dept. 56 houses and Lionel's train set & cars.
I really like the Oldsmobile in a "Christmas Story." Research revealed it was a 1937 model. I searched for it in various scales and low and behold Brooklin models has it in 1:43 scale, though it's well over $100. At first, I was flabbergasted as I've never paid that much for a metal car or truck; then I began thinking about all the expensive scale rolling stock I've purchased. I don't know if that's a fair comparison or not? I suppose I could do without some rolling stock and sell some, though we never get close to what we paid...so if I sold 3 pieces of rolling stock, I could afford the '37 Oldsmobile. It's odd that we don't have more choices in diecast cars and trucks from the 1930s as this is arguably the most classic period of American made cars.
Has anyone incorporated any of the Christmas story stuff on their layout? Or even dedicated a section to their layout? I am guessing the timeline is late 1940s?