In most cases, stabilization due to resonance should decrease polarity. Because instead of having a full charge at one point in space and thereby creating a strong dipole moment, you're distributing the charge over space so that you reduce the effective dipole moment of the molecule. Think of an allyl anion. If you didn't have resonance, you would have a really polar molecule because the charge is localized at one end of the molecule. If you have resonance, the charge can delocalize through the vacant p-orbitals donated from each carbon and be distributed between the two terminal carbons (can't be on the middle one because there is a node there).