I would mulch the remaining rose well for winter. If it's grown there for a long time it will probably survive just fine. On most climbers and ramblers people will renew an old rose by cutting out 1/3 of the oldest canes over 3 years to get it to produce new growth. Yours will probably put out new growth in the spring. As for the cutting I would do a search on this forum for methods of rooting and try several of them. The more cuttings you can try the better chance you have of succeeding.

Ramblers are great templates and you can pretty much do whatever you want with them. Skies the limit once you start replacing the windows with regards to color, operator, materials, etc. Do you have a theme or feel that you are looking for out of the house?

I think the sage green is lovely, but personally, IMO your lawn is so green that you don't need more, lol. I'd go with bright white, with a soft gray or charcoal roof, and a bright color trim--maybe bright green there, or red? Or a nice glossy black. You rarely see bright, dramatic colors on houses, and IMO that's a shame because they add so much cheer and personality. Houses where I used to live often had those bright red, green, or black trims, and I loved the way they looked (houses were white or cream-color). I also agree re painting the front door and storm door the same color. Phuninthesun's cedar trim is beautiful, though.

Make the walkway to your front door straight to the sidewalk. The way it is now, it visually looks like the door with the wreath is the secondary doot. Make the other walkway go to the driveway. Flank the one to the door with low-growing plants. Hostas are good if you have shade, lavender for sun. You fix the off-center window by putting something taller under it. Or a climber on the trellis (which should cover up some of the brick you don't like). I had a Camellia close to the house years ago. But a climbing rose would be nice, too. You'd need to measure. You want to avoid symmetrical designs, like Dig Doug gave you. That will draw attention to the lack of symmetry in the window. I'm not good with photoshop, so I'm not going to draw anything up. Another option is to put large house numbers in the space next to the window. If you do this before fixing the walkways, you're just putting another indicator that the wrong door is the right one. But if the right door was the only one with a path to the sidewalk and emphasized with flanking planting, the number placement would be okay. You can also put a larger tree out closer to the sidewalk, which would cover the wider spot next to the window. For example, if you didn't take our advice on the walkways, and you planted something like a weeping cherry in the V between the two walkways, most views of your house would have the off-centeredness not noticeable. A cottagey garden always looks great and makes any house look better. I like the brick. The thing I've noticed about homes and homeowners is that sometimes they just focus on something and hate it. If it's hard to change, just learn to like it. All houses have their plus points and their negatives. Focus on what you love about your house, not what your don't like. My take is aging walkways, no garden or foundation plantings, too much exposed concrete, and a lawn that could use some help are the areas preventing your house from looking lovely.