Hi Michele, If you hired me, I would suggest painting that entire side of the house that lovely peppercorn color. As you round the side to the front door you should choose a color you enjoy to contrast the brick and the dark grey. For instance a burnt sienna, or rusty orange. Plant something large in the space at the head of the flowerbed to fill that large blank area. Where is your home?

Would not paint the brick but everything else ... do you like any of the lighter colors within the brick? If so, consider that for your new paint color for siding around the windows and the garage door and any other painted surfaces ... except, if the roof is dark, you could leave both the fascia and soffit dark .

Really nice house but with the brick lighter and the paint as dark as it now is, the vibe on the garage wing of the house is a little bit pareidolia in nature.

If I remember my "burnt siena" crayola crayon color correctly, that would be an interesting brown worth considering, as Decor Source LLC suggested, but wouldn't lean more toward the orange than that -- if your objective is to update not "date" your home.

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I would move garbage cans from a sight.

or

Really like Celery's first rendering. Even better if siding above garage door was a closer match to window trim color.

I like the dark color with your brick. You can get both doors (front and garage) with frosted glass in MCM styles. Found some ideas just to share with you. And I would not paint the brick.
Front doors:

Garage doors

Not fond of the second but really like the first rendering posted by Celery. Visualization, Rendering images if changing out the garage door rather than just painting it is in your budget.

If, along with a wood garage door, you also change the front of the gable, then consider also changing the siding around the upstairs windows. However,

You could also just change the garage door to wood and paint all but the brick an off white that you like -- that would likely be my preference of the three, much preferable to trying to "match" a new wood finish garage door with a paint color ... that look ... nope .

How, if at all, you are changing the appearance of your front entry could also matter.

it's like that house needs something above the garage. what if you added a patio above it and turned one (or both) of those windows into sliders? it would be a huge undertaking, but could look good. you could make it shallow, or deep so it doubles as a carport.

a slightly easier way would be to not extend the roof above it.

Thanks! I agree the navy is clashy!

would you do a wood door like https://www.doors4home.com/p-5387-trinity.aspx ?

I like the style of that door but some woods will clash with your brick colors. That’s why I suggested staying with the dark wrought iron color. But the style is great!

My suggestion would be to paint the brick off white. Replace the garage door with a new mid century modern one with lites on right side and in color to match windows and then add a metal canopy above it. Add a new front door with glass as you suggested and possibly a new pendant light (hard to see existing one from picture). I would plant a shrub that would be around 4’ in space between handrail and garage door.

With the dark, I think your house looks like a pixelated face at an angle. Two window eyes, garage mouth, roof hair, door ear. I like it.

I actually like the dark gray with the brick. I agree with the first front door and second garage door posted by RedRyder. I also agree with SeattleMCM that it feels like something is missing above the garage. I don’t like the deck idea and would prefer swapping out a section of brick for something else (eg composite panels) or adding/upsizing windows. Both are likely pricey though so maybe just something to accept/embrace. If you swap doors and do some landscaping it may distract attention from this anyway! Regardless, it’s a nice looking home and beautiful brickwork.

I also think the garage windows might be better balanced on the left side. Worth mocking up. There are lots of great apps from suppliers for rendering garage doors.

I really like the combination below.

The landscaping can also have a big influence and due to prominent location of the narrow garden, consider increasing curb appeal. A garden centre could make suggestions if you showed them a picture. You could even add a cedar partition.