What style of house do you like ? These homes can be quite wonderful when redone on the exterior but I need more info and for sure some clue as to budget .This combo can be really nice on that style of home

Here’s a discussion about a home that looks like yours that you might find helpful:

https://www.houzz.com/discussions/5803865/door-and-shutters-colors-on-raised-ranch

I do like your house with no shutters-maybe a green body with off-white trim and a black front door?

You're right, the brown roof is limiting. So if you want to lean gray you can't go too gray. Look at BM Winds Breath 981, Cedar Key 982 or Smokey Taupe 983. These are greige - maybe one of these or something close will be the right tint and amount of lightness/darkness for you. Here is Cedar Key:

Any of these colors should work with your roof.

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I’d love to see your house painted that gorgeous dark green in the first photo decoenthusiaste posted.

Either green posted by @decoenthusiaste will work with your brown roof. And when it’s time to redo it, you can easily go to gray shingles with those colors.

I would go with some neutral light as Patricia option.

Definitely go for matte, which will hide imperfections better. I think white would be fine, I don't think it will bring out flaws unless your siding was in absolutely terrible shape.

gray would look terrific on your home. or a dark greyish teal, or navy. drive around and see if you can find other houses that have a dark color and brown roofs. I've seen some homes where the roof color is lighter than the siding, but it can be tricky to get it just right.

these houses are not your style, but note how a greyed-out teal or navy siding works pretty well with a brown roof here:

If I were making the decision part of the process would be knowing how long till I will be replacing the roof.

If you are keeping the roof for a while I would go with a green and/or neutral combo.

Here's my suggestion which I find gives your home a more modern look. Dark taupe for the body, warm white for all the trim, and I've added a simple pergola structure at the front door to give some detail to your entrance. To all of this, I show modern style black sconces above the front door and at the garage doors. For more curb appeal, nice easy maintenant perennials would do the trick.

Google Raised Ranch Paint Color Schemes

Which grey were you thinking

That's just it I am saying I don't think blues/grays with your shingles will work.....