Despite the consensus on #2, both on TPF and among my family, I’m leaning toward #4. My concern holding me back is exactly what Mike pointed out. It may look old sooner. But, I really don’t want anything too bright and colorful. With the red brick, I kind of prefer the darker grey. Although our roof is also dark grey so that may be too much. I have a few drive bys to do today of houses painted in #2. Addresses I got from a local Facebook group about local historical homes and what colors were used. That is Benjamin Moore Newburyport Blue very popular in this area. Will see how they look on a whole house!