I never feel like I find a happy medium with pricing.

Who's paintings?

Mine

I';ve been going to art fairs

My sister-in-law's sister has the same issue. I think a LOT of it has to do with knowing your audience (she's actually changed prices to suit - a small art show, might be $150... big business thing, might be

more like $700). It's all about price points. She actually said that she left the prices low at the first business-driven show she went to, and nobody took her seriously.

She went back the next time with an extra 0 on all the prices and sold 6 pieces!