I love your outside entertaining area. It does need a color that would complement but give the area a focal point. I like the darker red,orange colors you may find in natural. You could dress up the table with accessories and place cushions in a complimentary color on the benches. Colored potting containers would also bring it all together. I like the uplighting here in the photo you could place along the back fence to add drama. Your area reminds me of Modern mediterranean landscaping.

All the suggestions above are perfectly good. However, when you have a house that is entirely painted, the options are so endless that it's easy to get stuck. I'd advise either finding photos of comparable homes in colors that you really love, and reproducing a similar palette on your home… or upload a picture of your house to a colorizing site, and play around with various combos. Sherwin Williams has a Color Visualizer that is decent. I don't mind a white house, but feel that the black trim is a bit harsh. On the railing especially- it feels like it is outlining itself too much. Reduce the contrast between the body and the rail and it will enhance the house rather than overwhelm it. You have a lot of choices, so just experiment and go with what resonates with you.

To answer your question I would paint the body of the house blue, all trim white, and then the "fringe" which I think ties into your porch decking, I would paint it the gray. It is a good "grounding" color for your home. Sherwin Williams has a cool web tool. Take a pic of your house and load it onto their site. You can "color" away on your house. When I painted my house for the first time, I did not want the garage door to stick out, wanted it to blend into the house. Everyone said it would look weird, needed to be painted the same as the trim. Used the Sherwin Williams site and realized want I visioned looked good. I have neighbors of dubious design skills! Ha! Ha!

Hi Michelle - It looks like treated pine to me, and looks as though it has been recently built. If you did nothing it would fade to a grey colour within 6 months or so. This would probably blend in with the house quite well, and you wouldn't have to do a thing! Otherwise I would stain it - there are lots of stains on the market - see if there is one you like. A dark one would create a nice contrast with the house and make the fence look more like a feature. Good luck!