You are not so far from me- I drive past Berkeley every time I go to the design center. It is a beautiful area.
First of all, you need to select at least three colors,
1. You need one color that is the "field color." You put this color on the shake siding. DO NOT use this color anywhere else. Except the garage doors- your garage trim should be trim color- and doors should be the field color.
2. A second color will be used on the trim, lattice shade, eaves, everything else. If you wanted to break this into more colors- this trim could be broken up. I am saying to overall use a MINIMUM of three colors.
3. A third color will be used on the front door. The trim around the door should be the trim color, not the door color. The door is the focal point of the exterior of a home with your architecture. (Not the case with all architecture. Frank Lloyd Wright tried to practically hide the front door of a home.) The journey your eye should take should start with the front door. Your landscaping and paint colors can helop to facilitate this. Look at the Victorian home below- this is a perfect example. (Also a great example of your green on green palette, with the same black windows that you have.)
Grayish greens would be beautiful on your property. Please send me an "after" picture. Here are some good ones to try: (all Sherwin Williams)
body: 7543 Avenue Tan, with trim: 7544 Fenland
body: 7533 Khaki Shade, with trim: 7535 Sandy Ridge
body: 7738 Cargo Pants, with Trim: 7739 Herbal Wash- or use Herbal Wash as the body, and 7740 Messenger Bag as the trim.
Go get some sample quarts and play with them. You can combine these colors above to make your own combinations as well. I have them in combinations that would be more similar to each other, but for more contrast, mix and match.
For your door, I would use a shade of red like 7598 Sierra Redwood, or 7701 Cavern Clay, or you could do black. What would look really great with your greenish grays are some new wood doors. They would be an instant update for your home.
A fresh paint job COMBINED with new wood doors at your entry, and on your garage, and your house would look amazing.
Then again, if you'd like to spend a LOT of money- and who doesn't- you could get wood windows too- like the house on the show Numbers:
Look at that- do they have the trim color the same as the field color? It doesn't have to be drastically darker or lighter- but it should be different. Kiefer Sutherland really should call me in for some consulting- wait, he's in Touch- huh?
Good luck with your paint job!