Where are you located? Yours home appears to be lacking some of the trim boards cornices, etc. that are typically found in the architecture of the Greek Revival period. Are there small windows above the ones we see that have been removed or sided over? Does your historical society have drawings (found on maps or early town renderings) or even nineteenth century photos of your home before it was altered? Do some research on its history. You might be amazed at what you discover! Any shutters that you acquire should be operable ones, with hinges, in the correct scale and style for your home. Some homes like yours never had shutters. And, as you say about your new home, these houses were always painted white. Often with dark windows and sashes. But the choice is yours.... Good luck with your lovely new/old home!

So charming. What type if businesses will these be? If this is a historical building you will have to fall under their guidelines for painting etc. That Said My initial thought based on roof colors and the pillars on the porch is to paint it all white then do the shutters something soft and do the gingerbread trim and casings on windows and doorways and hand rail on porch a gray as well as bottom foundation trim. SW Extra White body and pillars and porch spindles ( although your porch looks like its under 3' off the ground and I think it would be prettier without the railings and spindles to be honest. it would make the pillars really stand out as a feature and open up the front. It depends on what the code I where you are as to whether they can be removed. Here anything under 3' doesn't need a railing) SW Network Trim, facia, casing, crawl space lattice SW Sea Salt Shutters

I addition to painting there are other things you can do to bring back some of the historic character of the buildings. Doors of an appropriate style will add more historic character. The commercial entrance on the blue building needs to be more of a feature. One way to do that is to paint the red door to the right of the entrance the same color as the siding so the eye is not drawn to that area. Kickplates could be added under the windows on building with the purple(ish) door. Since picture windows were on most commercial buildings adding them to these windows would return some of the character of a commercial space. Awnings could be added over some of the windows. See if you can find some historic photos of the buildings to see what was there previously. There might have been dentil molding or corbels on the cornice along the top of the blue building that could be recreated. Signage is another area that can aide in bringing more historic character to a building. Using overhanging signs is appropriate, and also, since the buildings are so close to the street allow people to know who and where a business is. You need to put together a list of things you want to do and then rank them in order of what has to be done, what you really want to do and finally what would be nice to do but is not a priority. If there is a local Historic Preservation/Planning Department they can be an valuable resource for you. Good luck.

Since you already have a grey roof and new grey concrete, I would choose grey to match the existing colour of these two elements for garage doors and around the windows area. The gold windows trim looks good, so I would paint all trims and wooden elements of the house the same colour, including the garage beam and the garage frame (they are red-ish on my screen). I would put wood siding vertically above the garage beam to match the colour and stile of existing fence and trim (see pic). The same for the gable above the windows. It would give you more interesting look with additional texture. To enhance the contrast, I would change the lanterns to modern and black ones. The entrance might be stained or paint with fresh bright trim-fence stain/colour and the grey paint around.