I love olive, it looks good year round, whether trees are in bloom, autumn color, or against snow. That said, my only concern would be that you don't go too dark. . Tribbix' Mountain Moss does seem nice. I have used Bennington Gray, which is sometimes cream and sometimes slightly olive greenish, depending on the light. You might want to look at Providence Olive, too. My two picks look far less green, in isolation, than does the Moss, but I think that when you put them next to the brick the green comes forward. Both of them change a lot throughout the day. We used SW fireweed for the clapboards, SW ripe olive for door and shutters, and BM compatible cream for the windows and other trim. So you know I love your color scheme.

Your home is very nice but the problem you're having deciding what route to go is that your home is a mishmash of different styles. The roof screams coastal south yet the brick yells colonial. Add the shutters (colonial) and the Roman pillars (colonial) and it amounts to a split personality. The first thing I would suggest is getting rid of the fake shutters. Unless shutters actually have a purpose it's better to ditch them. The columns are a little more problematic because to change them will incur significant costs. I would go with a simple square column for their chameleon-like properties. But make sure the dimensions work in relations to the size of the home. As much as I am an avid gardener I agree that the shrubbery at the house perimeter needs to go. It overwhelms the home and makes it appear much more squat than it actually is. I don't have a problem with the other greenery, though. I have no experience painting brick in such an environment. Bricks helps release humidity in a building. In Canada where I live, painting brick can be problematic. The continual effect of moisture trapped in the brick can deteriorate it over time. While I live in the north I have a place in south Florida. Most painted homes I see are stucco which lends itself to paint. Paint would be an easy and cheaper fix in the short term, but I believe it would require constant attention and over time the costs could multiply. I think your dissatisfaction in your home's appearance is less because of the brickwork but because of the stark contrast of a very light roof against dark facade. Try painting your front door a different color (the red just accentuates the colonial vibe) that works with the brick and the roof before making the leap to painting the whole house. I suggest SW's Sea Serpent. Paint the columns (not the door color) as well but a muted shade like SW's White Flour to get an idea of what your home could look like without going all in on the facade. I noticed you used an app for a combo of house paint and shutter colors complimented with blue and white greenery. As an expert gardener, I have to say my experience with blue and white florals paired with rich dark greenery , which are absolutely sensational, really only work in environments that enjoy a lot of shade. It's the shade aspect of the colorations that makes the pairings so luminous. In a sun drenched environment like south Florida they look washed out. My final suggestion if cost is not an issue would be to hire someone, after investigating the effect of paint on brick, to stucco your home's exterior. No better time after pulling out the foundation plantings.

You could paint your fireplace, but it looks like you like orange (pillows). I would get some new artwork for over the fireplace with orange in it. Then I think I would paint the shelves white...(You have white in the kitchen) with back of them the wall color like you have now. Then I would hang some white sheers on the lower windows to soften things up.. If it still looks dark, then I would paint the fireplace or retile it with the tile you have on your kitchen backsplash if possible.

Is there a reason you want to paint the brick? It is because you're chasing the all-white look? Or is the brick truly bad? I had a painted brick fireplace at my other house, was there when I moved in and frankly it looked cheap. I did have it repainted a different color which improved it -- but painted brick is not an attractive look IMO. If it's truly horrible gold or pink brick or something, then go for it, but if it's a perfectly service traditional red, brown, or grey brick I'd work with it. Posting a pic would help responses.