I TOTALLY agree that you have to sample some colors on site Paint large cardboard sections that you can move around to different sides and times of day only problem with that is that exterior paint itself probably don't come in sample sizes like interiors-- and in some cases there could be difference between an interior paint's final appearance and an exterior paint's just remember to use the same sheen factor--cause with exterior paint you will likely need some sheen--not just a flat paint... IF you have a PC vs Mac product BM has app that lets you import a photo (of your house/room) and then paint it with color choices I can't use it because I am on an IPad most of the time and IPads/Apple products don't do Flash (thank you so MUCH Steve Jobs)... there are couple of other paint companies that do the same thing results might not be as great as photoshopped example by paint designer but gives you idea... also check out This Old House and HGTV there are home makeovers and examples of different styles of homes with various color choices...

From the pics that you posted, the only thing that really looks white is your garage door. Unless the whole house is in need of a paint job, I would paint the fascia a darker color. That may be enough to change the whole look of the house.

It's a great house. These 'shed' houses look best to me monochromatic- I would paint everything (except the stone) Sherwin Williams Black Fox or Urbane Bronze. When you can afford it the deck handrails could use updating ( I would replace some sections with stadium stairs and others with glass). Otherwise punch up the landscaping a bit and you are good to go. The pine next to the house is so pretty, I don't love the cedar between the garage and the entrance, it looks like it is in the way?

lots of things you can do. I'd first lose that reddish brown trim color, paint the garage door, add some more modern lights, numbers and take away that lattice! you could replace all of that beat up wood w/some cedar or redwood slats. easy to diy. give them a coat of marine varnish would kind of look like this. imagine the darker garage door color painted around your windows. So this photoshop I got from this: it's Westhighland White and Analytical Gray. notice all the wood accents. the address above the garage, the hardscape, plants. Here are some color combos to go w/the base color your home has the potential. I don't know what's up w/the asphalt, but you need proper edging along the sides. Brick, gravel, pavers, whatever, just do something. it's easy enough to DIY see how these edge the driveway? you can make them yourself. lots of tutorials. you could even do these cement pavers all along the side of the driveway for a more modern look add in the black pebble rock, maybe some DG. I like the wood fence. put your address in big numbers on the front of it. you have a huge expanse of grass, so don't be afraid to do something diff beds under the window