While I love my Sport City, for your location and situation I would recommend looking for a used Sym HD200 or Kymco 250. You may even be able to still find a new, leftover Kymco 250 if you are really lucky but since you tend to resell bikes often, used would be the best way to go.
If you do end up getting the Aprilia, I can probably help you with the Valves. One great thing about the Aprilia is that the interval between complicated service is longer than most scooters so you won't be doing it often.
I ride, Therefore I Am.