I think Hoovb makes a great point. Start by cleaning up the landscaping. It's got great bones, just needs to be pruned and edited. Get a good pruning book and basic landscaping book. I recommend Cass Turnbull's "The Complete Guide to Landscape Design, Renovation, and Maintenance: A Practical Handbook for the Home Landscape Gardener" 1991. It's out of print but get it from your local library inter-library loan or buy it used on Amazon. He's a great writer about freshening up a landscape and design principles but correct pruning is the first step to maintaining a good front yard landscape. Why spend money redoing something that will look great with just a little TLC. Then same with the rest of your house, just tweak it and then when everything else is said and done and you still want to paint it, then paint it. I had similar issues when I first bought my house, I had a lot I wanted to do but I chose projects that would impact my day-to-day living in the house first and were big ticket items, like taking out carpeting and redoing the wood floors. If everything else about the house is perfect at this point, then paint it. You've got two good options either way.

Definitely some seating/styling on the front porch, like in Doug’s illustration, will help with curb appeal. Not sure about the kelly green door (maybe a darker green?) but a dark or bright color door (whichever you prefer) will definitely be a good upgrade. I’m wondering how a dark terra cotta color (pulled from the stone in your foundation) might look. Love the colorful hanging baskets too. And a small tree or larger shrub on the left will help alot. That one window on the far left doesn’t adhere to the rhythm and symmetry of the other windows of your fairly traditional home, and is creating an imbalance and discord with the look of your home overall. That can definitely be fixed with a little camouflage. Doug’s rendering of the little tree there is perfect. Note how it’s not obscuring the window completely, but it does enough to soften and balance that side of the house. Choose a small tree or shrub that does well in your area, and suits the amount of sun/shade it will get in that spot. Also be careful to select one that will not grow taller than the roofline of your house at full size, so that it will naturally stay at the right height and shape when it’s mature. Otherwise, it will require a lot more care and maintenance to continually fight against its natural size or shape to keep it looking right. Always better to start with the right plant for the right space. Possibilities to consider are crab apples, flowering plums, Japanese maple, dogwoods, etc. Consult with your local nursery for recommendations, and to get proper instructions on how to plant and care for it. Native shrubs and trees are also worthy to consider, because they frequently are more water-wise and disease resistant. I prefer to plant small and let things grow into place, but if you’re impatient and have the budget available, you can buy a larger specimen for more immediate impact, or you can look into options that are faster growers. Beverly’s idea to lighten the shutters and tone down the contrast with your siding also helps make the asymmetry of that far left window less obvious. If you like that idea, you can combine it with the tree/shrub suggestion. For your front beds, lots of possibilities... What kind of garden styles do you like? Formal, English cottage, low maintenance? What suits your tastes, and the amount of time you’re willing to spend on it? Knowing those things will help inform your choices. I would be inclined to create larger beds with some curves, for example, because I don’t like to feel boxed in. And maybe consider replacing at least some of the lawn with a ground cover or additional planting beds. Sloped lawns like yours can be a pain (or even dangerous) to mow. And grass is definitely a water hog. Maybe worth consulting a garden designer for ideas. If you don’t have the budget for a major landscaping makeover all at once, and/or want to do some work yourself, a lot of garden designers will create plans that you can implement over time.

That house is a wonderful homage to all those old CO mining towns. The builder really nailed it. Is the siding stained or naturally grayed? Do you want the landscaping to blend with the neighborhood? Will you change that front door color?? Maybe the previous owners found that people couldn't find their door. The posts do look like they should be holding up a roof, though!

Agree with houssaon about removing the shutters. Keep the white fascia and trim and porch posts. Do you have a favorite bold color that you might want for your front entry door color rather than white? If so, you might also consider painting your white porch chair(s) that same color. You could add a post with a solar light and brackets for a pair of hanging baskets centered in front of the windows to the right beside your porch. You could add some plants around the post that will climb the post and provide colorful blooms. You might add a plain concrete bird bath to your yard. You could create a walkway to the bird bath with pavers with grass in between the pavers.