Ossington has basically no street life from Bloor to Dundas. Once you get south of Dundas it gets very lively, but the northern stretch of Ossington is a bit bleak, as someone who has also run a lot in that neighbourhood.
Why do you say this? I used to live right in the center of the stick figure, and regularly did the loop up around Christie Pits or down around Trinity Bellwoods. Those streets are great for running, not boring at all.
I must confess, I looked at the map, looked at the streets, and even though I know exactly where that is as I live at Ossington and Dundas, my brain took spadina crescent on that map and somehow anchored it as the area next to the U of T circle to the east, so in my mind the map was all around the AGO... I dunno why.