Your red "Enjoy Coca-Cola" is a later marquee. At least the plexiglass part is. The sides were repainted to a later style, common during the woodgrain-era. The original would have looked more like this on the sides. Note that you might have had a different slogan, the outline of the white might have been a different shape. I think there were different sub-styles.
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To me, it looks like your machine was "updated" to match the style of Cavalier CSS-64 common from about the mid sixties on, like
this one, but without the woodgrain.
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The top machine (and the bottom one also, I think) were restored by our very own Pat Pixley (aka Custom Soda Works). They look fantastic.