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Cost (in U.S. dollars) per pound of a 500-pound batch of 20-year-old Wisconsin cheddar from Hook’s Cheese Company, making it the most expensive cheddar in the U.S. Most cheddar for sale is 3 to 12-months old, with only the sharpest aged for as long as four years. Cheese-aging pioneer Tony Hook says as cheddar ages, “it starts smoothing out like a fine wine.”