I high-centered our 27' more than I'd like to think about. That tail was always dragging on the pavement at most driveways. I've never had the 24' touch the ground, so that mere three feet LESS has been worth every penny to me. It costs less to license (Oregon's RV license is based on overall length), it much easier to drive & turn around (as we like to poke our nose in places we really shouldn't be in), etc.
If you drive a lot on flatland, then the 27' or long is fine. If you are in the hills, length is a detriment.. It all depends on your usage model.