I'm not a fan of painting brick as it turns a no maintenance product into a long term maintenance issue. The brick seems to have more browns than grays in it but the roof is gray. You need to find a color that marries the two. Something in the taupe family would work. Also, a couple of other things. If you plan on keeping shutters I would switch to a wider shutter that is correctly sized for you windows. The current ones are too narrow. Also, the area without a railing in front of the door needs to have one installed. Building codes require them if the change in elevation is more than 30", which yours definitely is. If you're interested in seeing some virtual makeovers of your house check out my website, Creative Visual Concepts.

The window trim change would be to Craftsman style. Unless you are doing the work yourself it seems a lot of expense for little difference on upstairs windows. It would, however, be extremely easy to do on your front door as you would only need to change the top board. And you could replace the side lights with solid wood inserts, or you could use textured glass that would obscure the view while still letting light in. While the limestone exterior is very light it has a yellow hue. Simply speaking the easiest way to find colors that work with the warm limestone is to choose a nearby color. That was probably why the trim is green. Since you prefer a modern look, I suggest you keep your siding light and use color only in the trim. Below are two combinations that I like. I darkened the roof color in these pictures.

hello! I'm redoing my roof and exterior paint and wanted to ask your input about colors. I've always dreamed of having a red door, so I definitely want to incorporate that..I just dont know what color would work better for the exterior paint and asphalt shingles . I LOVE the elegant farmhouse look and want to incorporate that too. ideas? TIA

Curious as to what you ended up doing if you happen to see this comment. I am in the same situation except my door is in front and I’m not on a lake. I also have 1/2 of my house front entrance to huge garage that wont be moved. Thanks for answering if you see this and have time.