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For /WTW/, I think I've had three bottles so far in ~$160 range (this, Castello Romitorio Brunello di Montalcino [Strade Bianche], Mas de Boislauzon Chateauneuf du Pape Tinot [Paris-Nice]).
Most expensive bottles I've ever had are probably $4-5k, but I don't buy anything that expensive myself, just taste from friends/at events.