I have both saws, 2 261's and an 044 (same basic saw as the 440) also a 361. For what you are cutting as much as we love the 261's I am going to recommend the 440. No hurry Stihl has plently available, as they are not cataloging it or promoting it, brought it back due to the proffessional demand. They really don't want to sell a ton of them as it would eat up EPA credits in a hurry. Between the 362 and 440 I would definetly go with the 440 just a 1/2 lb or so heavier and a lot more performance.
But I'm going to throw you a curve, buy yourself a 441, the CM version is the best performer, silky smooth, will outperform a stock 440, a great saw. This afternoon cutting for our firewood business we had around 40 logs, all over 24" in diameter, nothing smaller than 70cc's got fired up, which is unusal as we normally cut tops and 85-90% gets done with the 261's. A 441 is a extremely nice saw. If you plan on having one ported in the future look at the new 461, Mastermind has turned out some real monsters.