I haven't cut my own grass since before you bought your first Honda. Actually, I was looking at a Honda to replace my Lawnboy when I decided it was best to let someone else to spend their time pushing that dang thing while I played golf.
But to your question, while the Honda will probably last longer than the Toro, at much less than half the price and barely more than the repair cost of your current mower, I suggest you buy the Toro. Even if it lasts only half as long as the Honda, you're still dollars ahead. And this time of year you'll probably be able to negotiate and even better deal on the mower, even if it is on sale. I suggest you offer them $250 (or less) and work your way up to $285, final offer. I bet you walk out with the mower. My late father-in-law used to buy Toro's. He loved the smooth, even cut they gave the grass. Better him cutting grass than me.