Easily. When it comes to biological evolution and selective pressures, the sky's the limit. Nothing you've suggested is entirely unreasonable, the only thing that might be a stretch is the wings. I would imagine they'd need to be roughly bat shaped in order to really effectively fly (or glide), and many different branches of biological life have covergently evolved to develop flight, from mammals to insects to arachnids to reptiles. One example of a possible selective pressure is a canopy with trees of many varying heights. The need to survive a jump when escaping predators or ambushing prey could easily pressure skin flaps to slow or guide a free fall.