Where exactly is the "curb" you are trying to be appealing from ?? :-)

I'm standing on the scenic byway looking in. That is my curb.

Winter is when I do the bulk of the gardening. After the snow melts anyway. I let the snow squash as much as possible first. You do have to drive slow to take it all in.

I think it's a charming picture as it is. If hunting hard to find something to do, I'd say you could probably use either an evergreen plant of some type, or a grass, to make a not too large "nest" at the base of each pier (or whatever you want to call them.) The idea of planting some large plants between the view point and the house doesn't seem like it would improve the picture. One other thing, the contrast between house color and trim color seems bland. Next time you paint, I'd pick a house color that is a shade or two darker, though I like the color scheme you have. Like the red, too, and think it was a clever idea .... much better than a red door as an attention getter. It's a cool, cozy looking house.

Beautiful setting....you really don't need to do anything. However, here are some ideas if desired:

It is time to repaint Yardvaark. I was thinking of making some adjustments. Good suggestions. I have the evergreens and grasses planted on the slope below the red cement columns. They are just covered in snow at the moment.

That was fun Dig Doug's. You grew out some of my baby trees for me. I'm afraid that big deck is far outside the budget, though the idea of it has passed through my head.

A better look at the plantings on the slope below.

For greater curb appeal I suggest you light a fire. Shouldn't there be a wisp of smoke curling upward from a chimney somewhere?

I opted out of a fireplace because I did not want to spend my life chopping wood despite the fact I have plenty of it. I have a fire pit down on the Great Lawn. I light that up when the pile of sticks and branches one constantly has to pick up in a forest gets big enough.

I would suggest adding a dry stream with boulders meandering through the ravine. Of course, boulders can be a lot of work and could disturb more than desired. Use rhododendron for height and color. I love PJM for its winter color. Definitely make use of some conifers: False Cypress and Canadian hemlock would be awesome additions with Some tall ornamental grasses set in front. Blue spruce with Red Twig Dogwood would stand out strongly against the snow too.

BTW: love the rocks you have chosen to use near the bottom of the ravine.

I most certainly considered a dry stream Omega. I had the rocks and in a good rain the ravine is a natural drainage. It would have worked quite well. I opted for a monolithic stone sculpture instead. Many of your plant suggestions are already planted. I have had to go the dwarf route because the electric utility easement runs directly over the ravine and they are brutal on trees. I'm working on the red and yellow twig dogwood as the lower backdrop of the winter garden below the grasses and evergreen Leucothoe.

A decade ago there were two groves of mature, 100' tall hemlocks on this land. The Wooly Adelgid killed almost all of them. The predator beetle that was released seems to be helping them stage a comeback. In the meantime they have pretty much disappeared from the nursery trade here.

Imagine a drift of red and yellow twig dogwood in the top right of this picture behind the grasses and evergreens.

I second what many people have already suggested. It's a beautiful view as it is, and the problem with winter curb appeal can often just be a lack of color. Planting a few evergreens strategically could help with that. Another route that would require more labor and cost, but could add to your property year around would be to do a patio with a firepit or fireplace down the slop where the evergreen trees is. It'd be a functional place to enjoy a campfire in the summer and fall, and as for curb appeal it would provide another pleasant structure to view on the property.

But I do think the land looks great as it is in it's pretty much natural state so I personally would go with the cheaper and more natural option of planting some evergreens.