Hi kled, I really think - especially with such a large lovely structure - that this is a job for a professional designer. Having gotten that out of the way, I recently replaced all my fascia (and replacing gutters too) which was painted a dark red. It looked okay on my red-orange brick house, but I wanted something lighter colored. I finally chose a sand-tone color. But, how did I choose? Well, I took a photo of a wall that was fairly representative, in decent light. And then I looked at it on my computer to see if the colors seemed pretty accurate. Then I loaded the photo into a graphics program and "selected" the red fascia and gutters and experimented with substituting with different colors - via the graphics program. I'd like to tell you that I'm completely happy with the sand-tone color I ended up with, but the jury is still out on that. But, I think I'll like it (Once I get all the gutters & downspouts installed and trim painted). There are so many ways to go with color - really hard to advise someone else.

graywings, you are right...most of the windows on this side of the home do not have room for shutters. It's actually the front of the house that would get them. I'll try to post a photo soon!

Before you bother to paint those shutters, they need to be properly sized for your sweet cottage. I hope you plan to pull out the old, overgrown hedges and install new landscaping next spring. http://www.lifeofanarchitect.com/residential-architecture-101-shutters/

Aside from your paint, have you noticed your cone shaped trees are fighting with the architecture of your home? Have your landscaper reshape the trees. It's will look terrible for a short time but better long term. I'd also consider replacing the fountain, or just using part of the existing fountain to create a more subdued water feature