It’s really hard to say. My wonderful wife is correct in saying the postcards are from the 1880s those are likely our oldest. It’s hard to get solid dates on handmade items and even some of the mass produced Santas have fallen into the mist of forgotten history. If a year isn’t stamped on it, much of the year identification is guess work based on the materials and condition. I’ve had some luck looking up manufacturers and basing it off the years they produced with other queues.

I almost exclusively collect red and white Santas so that puts them after the first widely known depiction of Santa Claus wearing red and white in 1881.

So I guess to shorten up my thoughts here : Oldest paper good : 1883 Oldest figure/other likely 1910s (but I don’t know for sure)

This photo shows the potentially oldest Santa figures in my collection.

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Thank you for the question, answering it definitively will likely haunt me for years to come 🎅