The overall look of your house is Tudor, but it has a lot of other elements tacked on that make it a mix of different styles. Thank the builder gods that you don't have a humongous double garage facing the front. Do not paint stone or brick or you'll be stuck with maintenance forever. Do not add shutters, which will add yet another style element to this blend of different styles. (The house below does have a double pair, though, if you're bent on them.) I'm not sure you can "update" something that doesn't have a single style. The current color actually does pull the stone and brick together. If you want the Tudor style to stand out, them do what Housson suggests picking a shade of the roof color for the timbers. Your stone entrance could use a little more drama with much larger light sconces. It's a shame the landscaping doesn't enhance the house as much as it could. A curved walkway farther out so that you could have more dramatic planting beds would have set off the house more impressively. What you have is fine but more suited to a smaller house.

Thanks everyone I really appreciate your help. I don't think I can get past keeping the brown brick as is. Again, I'm not an architect, so you have to use your imagination with my sketch. I'm thinking a light German smear on the brick with white board and batten. Still adding the cedar accents (pediment and brackets), adding a cedar pergola around the front door, and adding modern farmhouse awnings over the two windows on the front and the two windows on the lower left to give the house a little more dimension. Any thoughts or suggestions are welcome!

Well this is a very good example of why downspouts shouldn't be painted out as trim- they are not architectural elements and shouldn't be highlighted as such. The big problem here is that the façade (front) of the house was remodeled but the original brick and siding was left on the side, so you're seeing a mishmash and all of these elements would too much for me to think through, I have the same concerns you have so I'd keep looking for another house, you don't need to settle for something you don't like.

Is your current budget for a complete new paint job or more extensive work? For complete new paint, I suggest a "cedar" color take from the reddish bricks for the shakes with an offwhite trim to match the lighter stones. If just repainting the trim, use the offwhite of the stones as a guide. Please post an update when you are ready.