Your question doesn't include Husqvarna models, but if it did I'd say go for it and get a 372 while you still can. It would be more saw than you need, but more than you need is often nice - 20" bar on my PS7900 is my current main saw setup and it is such a nice change from the 20" MS290 I used to use.
However, of the choices you mentioned, any of them should do the job. Your wood cutting quantity is not such that speed is likely of the essence, which leaves all three of your choices in the running. Heck, you could probably get by with a 290 and a sharp chain, unless you intended to cut your full year's worth of wood in an afternoon.
I think that the saw's price, at the end of the day, is what will guide your choice. The 440 is a bit of a jump, price-wise, especially if you don't need to run a longer bar on a consistent basis. I would probably go for the 361 as a compromise for 3 cord/year usage. Set it up with a 20" bar, save a couple dollars over the 440 and be content.