So in that case, will it be better to just spring on a quad-core RMBP now? Or do you feel that whatever I could get for $1200-$1300 2-3 years from now would be better?
If resale is a concern, stick with a lower price now. Higher priced items tend to lose a bit more. The only difference might be between the completely decked out Air (i7/8GB/512) vs. the base Retina MacBook Pro (i7/8GB/256). With only $50 difference, I'd expect the base Retina MacBook Pro to hold its value a bit better because it's the base model of its kind, and because the Retina MacBook Pro is an all-new product while the 2012 MacBook Air is the third of its current design.
If the choice is between a $1200 MacBook Air or a $2200 Retina MacBook Pro, though, you'll be better off with the Air in 3 years time. You might get $400-$500 for that Air vs. $1000 for the Pro.