The one permanent part of the whole equation is the warm burgundy red brick. It won't change, even if you change everything else. And the blue color of the Grey Mist is way too cool of a contrast with the warm brick. It's pretty dreadful, actually. If you must choose a grey, the darker Monterrey Taupe would be a much better choice as it has the right undertones to work with the brick instead of against it. The other warm color choices to consider would be one of the creams. I don't think any of the browns are right. And when you do the roofing, you do not want a true black or gray, you want an extremely dark brown that reads black or gra. Something like the popular "espresso" furniture color. That little hint of red-brown will keep the whole first impression cozy and warm.

One other thing, as far as plantings go, eventually you need to identify what the trees and shrubs are on your property. That's key to deciding what to plant around them, and how to care for them to keep them looking their best. For example, if one of your trees has a wide, shallow root system, that is going to determine what can grow under it and how to plant it. Some plants express toxins from their roots or leaves that inhibit the growth of other plants around them, etc. You may never get lush growth, depending on what the trees are. Something to think about as you progress. I wouldn't repaint the house, save the money for more significant improvements, and I'm wondering if you have vinyl siding which would make that problematic anyway. Landscaping is artfully solving problems, which to me looks like you need a stoop and as long as you're at it, some type of awning or extension of the roof to cover the stoop so that when folks knock on your door when it is raining they're not standing in front of where all the water is going to run down off the roof! It looks like you have a groovy walkway already no? After that, I also second the suggestion for a little picket fence to visually block off your lake side from weekend gawkers driving around the lake. Not necessary but would be nice. Doll it up with plantings if you like. I am totally jealous, I would love a little place like that. One quickie suggestion, to add color and contrast to your hosta beds out front, try astilbe, or various ferns, and various types of heuchera. The classic combos. Also European solomon's seal and lilly of the valley for spring scent. Sweet woodruff makes a good groundcover in shade, as does vinca, the old standby, or ajuga. For spring color, jacob's ladder or virginia bluebells or some type of wild geranium or phlox. Throw in some turtlehead and bottle gentian for summer and fall blooming. Keep it simple, don't plant all of these, they are just suggestions of easy to grow shade garden plants. You want to enjoy your time at the lake and if you don't love to garden you want low maintenance. I'm not sure if they'll grow well in your zone, but azaleas and rugosa roses are classic landscape shrubs. Any of the viburnums would give you beautiful white blooms and low maintenance UNLESS you have a deer issue. If so, they can be grown but need protection. But if your hostas are still alive, the deer may be under control already.

The way I see it, the blank wall has one possibility and that is as a backdrop for a proportionately sized planting arrangement. The most likely possibility of plants that fit would be an arrangement of 3 small, multi-trunk trees (12' height ... made of what would otherwise be known as large shrubs) where two are at the back row (a few feet from the wall) and the third is centered between and in front of them, as a 'front row.' They would be limbed up to half their total height and sitting in a bed of groundcover that is substantial in size. In fact, the bed would also encompass the existing tree. If you'd imagine a 12' circular bed with the existing tree centered in it, that would be a major part of the bed. Then, in line with that same tree, extend the front edge of the bed straight over to the drive and parallel to the house front wall, fine tuning the details as to what makes sense. (Thus, the front-to-back depth of the bed would be roughly equal to the same distance that the tree is in front of the house, where that measurement is made 90* from the house facade.) The multi-trunk trees would be spaced such that the the width of their finished form fits comfortably within the confines of the brick wall width, excluding the entrance area. It seems that an effort is being made to obscure the entrance door. I think this is opposite of what the goal should be. I'd remove whatever screen is in front of it and widen the drive with an abutting walk that goes directly to the entrance area. There ought to be 25 square feet of seasonal color planted left of the entrance door.

Sounds like you answered your own questions and know exactly what you want! Pretty house and congrats