I'd say 362. Simply because it'll outdo your 290 over and over again. Then, sell the 290, which at least around me, seem to still fetch 250-350 used hard. If you can get 250-350 for it, Use that to "snellerize", or save it until you find a good used 461. Put it towards it.
Agree with selling the 290. No need for it and a 362. Assuming similar specs to a 291 then there is only 1/2 pound difference and almost 125% more hp by moving to a 362. My 362s both exhibit great torque.
As to the 441, I note it is no longer on Stihl's website. That would make me a little gun shy. The price seems right and I would probably risk $750 on it over paying $750 for a new 362 if that is the going price for a 362 - but that is just my bias for more bang for your buck speaking.
Speaking of bias, you have to factor in the bigger is better bias that is prevalent around here. Your profile lists you as female which would generally indicate lighter is better (362). It also lists your age at 38 which generally means an extra 2# is not going to kill you (461). Nonetheless, it remains my advice that you look for a lightly used 362 or its predecessors. Save your coins for the bigger saw if and when you really need it or really want one. Same goes for porting. I own one ported saw - a 361. I love it and it will handily eat the lunch of my stock 036Pro and 362s. But the 036 and the 362s are great firewood saws for the type wood you described.
In my observations, any way you cut the deck, day in and day out most cutters will reach for the lightest saw that will do the job, more often than reach for a more powerful heavier saw.
Ron