If you are selling Cubans generally you just get random aged boxes. I would be surprised by any store going out of their way to age stock when it just shows up at random like that. Cuba has one of the worst inventory control systems I have ever seen. Over the last year I have personally bought out of our store 3 boxes of 97 Sancho, 02 Du maire, 02 du prince, 01 des depute, 00 Cohiba corona especiales, 00 cohiba lanceros, 03 petite robusto's and countless more singles. Today we got a box of 05 PSP2's. My guess would be that most places that claim to age there inventory are just making the most out of Cuba poor distribution. I think it would be great if stores aged their own boxes but don't think that it make very good business sense. On a cash flow sense if you looked at the average item on the shelf moving every 3 months, I know some will be faster some slower, at even a low margin of 30% hanging on to cigars for years get really expensive. That capital could in most cases be put to better use somewhere else. My greedy math says I would have to be able to mark it up at least another 100% above my standard pricing to make it worth my while to do. I wouldn't be willing to pay for that.
I have seen aged cigars in a few B&M's in the states as well. Last time I was in New York JR's had a few boxes advertised as aged. Not cigars I wanted but aged none the less.