Hi Todd, Up here in Fargo, ND, our painting season starts in late April, and ending by Halloween. Reason? You need temps above 50deg. (reliably), so paint can level and dry correctly. Where YOU live, you could paint (almost) anytime! If you decide on a total repaint, make it easy on yourself. Pick a time of year when temps aren't too hot. Painting in the 70's is ideal. Comfortable for you, and the drying isn't too rushed. DON'T paint above 90deg, paint dries TOO fast then. On the maintenance side, sounds like you're the perfect owner! Staying AHEAD of problems is the cheapest maintenance. Before a repaint, check how much "chalking" your paint is presenting. On the south side of the house, wipe your hand across the siding. If white powder is apparent, the binders in the film have degraded enough to where the pigments are releasing. This will usually be worst on the S and W sides...where the sun slowly destroys things the fastest! Using a pressure-washer (keep the tip a FOOT away!!!), and a good siding cleaner, wash and rinse your house. Let dry. Chalking/other dirt HAS to be washed off for good primer adhesion. Use a TOP-quality primer on all surfaces after you've done the necessary feather-sanding/scraping of weaker paint areas. Then TWO coats of new color. Every 10-15 yrs. is kind of an average for a repaint. No matter how good the paint was/is, colors fade some, etc, etc.. Usually people tire of a color-scheme by then anyway! Good luck! Faron

Please provide pics so we can see what you see.

You have a really nice looking house. Would keep the brick-- it looks really good. The brown in the forward facing gable on the right side -- entry door side -- looks best with the brick. The gray may well be the trendy color of the day but the brown -- not boring -- that you have around the entry actually goes much better with the brick. Using that brown over all the rest of the painted surfaces on the entire house will make your home more classic than trendy (in my opinion, a much better look). You don't even need a different/contrasting trim color. What is needed is the two parts of your house to ... match itself by making the colors of the center and left side of your home match the right side your home..

All good thoughts. With winter still here, it is definitely not so green around the house at the moment. Looking forward to the spring show with wild flowers and everything in bloom. Neighbors on each side are using green, so I have moved away from that color. I have taken many of the different ideas and will be heading out to the house today for sampling. Excited to see what this day brings. I did give more thought about keeping the look more consistent inside and out. And of course, following the lead of the stone. Definitely decided to try some of the deep golds as ptreckel suggested. I am so ready for change I think I temporarily forgot what it feels like inside. Still bringing a few shades of gray that show up in the stone. This day will be interesting!