Model 19's in my circles seem to go for no less than $450 (lots of wear or dings that might drop the price) to $650 or higher for extremely nice examples, and I'm not talking about anything unfired or with original box & trinkets.
A Model 66 would typically carry a premium over a Model 19 if the date of production and all else were otherwise similar.
Bottom line--unless you are quite fortunate and hit the right place/right time, I don't see you picking up a Model 66 that's in really nice shape for anywhere under $500, and the $600+ area sounds more likely.
That's what I see in my area.
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