I have stained molding (not quality molding - just basic builder stock and it's stained dark as are the inexpensive doors. We are painting the bedroom and have left the molding and door the dark stain. I would like to paint the doors and the molding white and to continue that process as we paint each room, but my husband disagrees. He doesn't necessarily like the stained molding but doesn't want to reduce the value of the house by painting over the stained molding. I think the stained molding makes the place look dated (especially since it's not of any real quality, it's basic, minimum width stuff) and the dark doors make the rooms look dark. Would you agree to paint the molding?
If the moldings and doors in your home are not beautiful wood, then I would certainly advocate painting over them. This will not decrease the value of your home, and the lighter paint will make the rooms seem larger and up to date, most likely increasing the value of your home. Now if you had, for instance and Arts & Crafts home with original oak moldings, I would never suggest that they be painted unless they were in irreparable condition.