A picture would help with suggestions. I'd say same color

This is a fairly old photo but we've already removed the shutters on the first floor. Uncertain about replacing upstairs shutters. Door has been painted red but may change when house changes colors. Please help!!! Also considering SW Westchester Gray.

Siding will be Mastic Ovation Silver Grey (see sample above)

A house near me had the brick covered with the same siding they were putting on the rest of the home, have you thought of just covering it?

Remove the 2nd floor shutters also. They serve no purpose. I would change the door to a better style for the home.

Don't replace second floor shutters. The double windows are too large for them.

jck10 has a good question about covering the brick with siding. If not, my choice would be to use the same color all over with contrasting window trim (like the white you have now). Not sure...seems a darker color for the second story and lighter for the rest could look top heavy...?

Thank you! I love the photos.

We just renovated our Garrison colonial. I debated whether we should add contrast or paint the same color. We ended up going with the same color all over. I'm glad we did. Sometimes the siding and brick looks slightly different, depending on the light conditions.