I tend to like greens with brick or really dark greys so if those 2 were what aIl I had to do I would do the darker one Timber Bark. The problem is colors on any monitor are hard to really get right. The darker the roof and the closer to that color the better IMO so probably just a dark brown roof with as little shading as possible . You really need a front door that suits that house that Victorian one in no way works . I aslo would suggest the new garage door has some windows in it and painted the same as the siding since it is so forward of the entry. I always like a walkway from the street to the front door too and some nice landcaping will really help make this curb appeal better.

Thank you for your suggestions! The are greatly appreciated! The front door was put in by the previous owner and definitely on our list to replace once we get the siding, roof and etc put up. The landscaping was atrocious before and so overgrown. There were waist high hedges against the entire length of the sideway leading up to the front door. Last summer we pulled them out and laid sod. So landscaping is a prority also! Again thank you for your suggestions. They were very helpful!

Chestnut brown

I would choose the Cobble Stone, you have a beautiful backdrop with the mature trees.

Hardi is great! a light shingle to compliment.

I think Monterey Taupe is a good choice. Timber Bark is too dark.

Hardie board is a great product. I just saw the exterior of a 30 year old house and it was in excellent condition. Never been painted! I am simply amazed.

What color are you thinking of doing for your roof?

When I go to the Hardie board website they show Monterey Taupe with a little brick and it looks amazing.

When I see your options I think the Monterey looks the best with your marvin window in Cashmere.

another monterey with brick.

Park Ridge, IL James Hardie Siding Remodel Monterey Taupe Colonial · More Info

Monterey Taupe James Hardie siding 4'' exp. Smooth Finish · More Info

I like blues or greens with that stone for a nice pop of color.

It's so hard to decide!

Thank you everyone! It is most certainly hard to decide! This is a Weathered Wood Shingles along with our window color. The star is Monterey Taupe Hardie Board. As of right now that is what I am leaning towards!

We did what @PPF suggested. Choices are endless.