You might want to try trail runners to see how they work. Trail runners are definitely not "tennis shoes" but true running shoes that (because of where they're used) are more supportive than the standard running shoe. I (granny, age 73, with relatively weak ankles due to previous sprains) was a real skeptic about them until last fall, when I was finally persuaded, kicking and screaming, to try them. I tried to turn my ankles in them deliberately and couldn't. I found that the trail runners (Montrail Hardrocks) did a far, far better job of addressing my arch support and severe pronation problems than did my boots. During a 5-day trip in the Wind Rivers with a pack over 30 lbs. (my dog got sick so I carried nearly all of what was in his pack), I never once missed the boots! Your mileage may vary, of course. At least try a pair and see how they work for you (you can always wear them for around home and for exercise walking if you decide you prefer boots on the trail).
In other words, nothing ventured, nothing gained. If they don't work for you, at least you'll have the satisfaction of having explored alternative possibilities.
There are "mid" versions of a number of trail runners which might also suit you. If you get the right kind, they'll provide the anti-pronation support you need but will give you the security (illusory, IMHO) of something around your ankles.