What is the most expensive red wine to buy? Most Expensive Collector’s Red Wines. 1 1. Screaming Eagle Cabernet 1992. The most expensive red wine still belongs to this vintage, a surprisingly young wine, a six-liter bottle of Cabernet … 2 2. Chateau Margaux 1787. 3 3. Chateau Lafite 1787. 4 4. Penfolds…