2010 as a year would get you one each of a good barolo, a good a good barbaresco and an awesome brunello in your price range, the three classics of Italy. Personally about my favorite wines for the money and will definitely tick the tobacco, oak cherries boxes. You could maybe even tag an amarone in there too with a bit of shopping arround.
All will be good to drink now, all will cellar longer than you’ll manage too resist drinking them.
If it were me I’d buy a good bottle of amarone or brunello and a nice pair of reidel varietal glasses (the pinot noir ones are really good for everything and look lovely)
[Edit] as above I’d avoid trying to get anything that’s not a spirit at that age, it’s a lottery unless you know what you’re looking for and can see a few bottles side by side, even then at 100 you’re going to be buying something forgotten rather than something kept.