Yes it is possible to make windows longer by yourself. It is easier that make them wider.

We did ourselves, saving money. You need just right tool to cut blocks/bricks or wood. We have cyder blocks exterior with stucco. Now windows look better.

Some ideas

Please post a close-up clear picture of the brick. It's hard to tell if a gray roof would be the right choice. I would not paint the brick, you will be creating a maintenance problem. You cannot really choose a color for the trim & area around windows until roof color is determined. First you say the windows are new and want to keep them then you say you could put new windows in that are 17" longer - have you priced that out? Lanscaping should not be done until the roof and painting are done - you don't want workers messing it up. Hopefully you have addressed concealing the AC unit. Also those tall planters in the front entry make that space look too small

First, you have a ranch style home built in the Frank Lloyd Wright tradition of using minimal windows in rooms where privacy was honored. The windows were arranged toward the ceiling so that furniture could be placed anywhere. The brick can be removed all or in part just like siding. Make sure that if you have the windows replaced that there is a proper header above the windows!!! This will limit the length but not the width. As for changing the color of the brick; you can stain or paint brick with great success. Behr has a Stucco, Brick & Masonry Paint as well as a brick and stone stain.

If it were my home I would embrace the natural brick color, remove and cap 1/3 of the brick and enlarge the windows to bring in natural lighting. A natural cedar siding above the brick would allow you to have little or no annual maintenance.

Enjoy this beautiful home.

I need much better pics of the house .

Better pictures would help. I like the current windows. They do have advantages.

Think what you mainly need is a lighter paint scheme. I would remove the planters from the entry. They close it in. Maybe they would be better near the bottom step, but out further.

Why do you want larger windows - for the exterior appearance or for more light indoors?

Does the brick go all the way around the house?

Hard to tell whether it would be a good idea to paint the brick since we can't see it in your dark photos. Pictures with daylight on the front of the house would help a lot. Colour matters.

If you do change the brick, use stain not paint. Romabio.

I brightened your picture but not sure whether it is an accurate representation. From what I see the colour is attractive and complements the style of the house. Don't make the newbee mistake of "Gray is "in style" so I have to paint my house gray to update it." You have to take into account the style of your house and gray is all wrong for your house style.

And FYI, Mid-century modern homes are very "in" now if that matters to you.

All good ideas from Houzzers so far. I would just add: no shutters on this house; they would not be appropriate to the style. Of course, you have to deal with what you want to do with the windows first anyway.

This is not the real color I was going for. I was trying to apply a charcoal gray to the trim and space between the windows and not the brown this turned out to be

Keep the stairs to the entrance clear and install planters or wall planters in front or on the blank walls on either side of the entrance. The bushes are overgrown and IMO a different rhythm for the bushes should be established.

The brick is lovely, don't paint it. Stick to a warm color for the roof. If you make the windows bigger, you'll have to mess with the brick, so don't, unless it is dark inside.

Oops, had put the wrong picture above under my comments.

Thanks so much for all the comments! They have been great at helping me think of options I had not considered at all. You all are great to share your thoughts and ideas!

I've been trying to get more pictures in better light, which has been challenging. I am also posting a few pics of the side and back of the house. There are shadows in the pics, but they seem unavoidable.

The brick is interesting - depending on the light, it can look quite different Sometimes it takes on a pinkish hue, while other times it is more terra cotta and other times more brownish in color. And the brick is darker closer to the ground and lighter higher up.

Based on your great ideas, I am now leaning towards a conservative approach and considering changing the paint colors only for now and see how that works (and still replace the roof, which is a necessity). I realize that if painting and making other changes doesn't turn out the way I would like, I can always go back and reconsider more major approaches like painting the brick and/or enlarging windows.

I had been riding around town, looking for houses with painted brick, trying to get ideas. I'm including here a picture of a house I saw and liked. While it is a far different (and more attractive!) style than mine, I noticed that its' color isn't too different from our brick. That has lead me to consider the possibility of painting the area between the windows to be almond, matching the windows, and also to use the almond color in all areas that are currently painted the color that was trying to match the brick. And then use black for the trim where I currently have teal

If I were to just change paint colors (and not paint brick or change windows), I am thinking of something like the picture below.

I would really like to have more of the accent color on the front of the house. I originally felt I couldn't have shutters because of the window placement, but now I am wondering if it is a possibility after all. I would love to hear your thoughts on possibly adding some shutters after all.

Sorry that the colors aren't great, but I was trying to best be able to try on some various Sherwin William colors.

I'm including one more picture - this one before we took down the foundation shrubs a few days ago. We anticipate having a new substantial foundation planting, just not as straight across as this was and not as overgrown. We will have a variety of different plant types and different plant heights also. I realize that the plants will make a big difference. We do plan to remove the vines currently growing on trellises on the house, once we get the new planting done. Left them up just for now.

I really appreciate the suggestion to move the planters down (getting rid of all our big shrubs makes things look very different!) And I like the idea of adding a flower box on the areas to the side of the entrance, but they would only look good here for about half the year, I'm afraid. That did get me thinking about the possibility of having a rectangular accent piece of scrollwork in those areas instead.

I would appreciate any thoughts you have about these possible paint colors (without painting the brick, at least for now) as well as possibly adding shutters. Also possibly adding scrollwork pieces on the two sides of the entrance.

Again, thanks so much for all of your great input! It is so much help to me!

No shutters, they will look silly on those small windows.

I renovation I saw a while back addressed the issue that the windows did not allow for egress from bedrooms in an emergency. (I am not sure if these are bedrooms in your house or not.) But the idea is that they altered some windows to make them larger and were able to work it into the design. It doesn't have to be these two, I just picked the middle one on each side.

Your brick is a classic MCM colour, and I would lean in to that style of house. A close-by neighbourhood of mine has a lot of classic MCM homes and they are being re-done so beautifully. The ones I like best keep the original brick colours, accented with dark colours - and not always the original dark brown neutrals. Dark blues are popular, and one has an almost-black eggplant trim and door that looks great with the warm brick tones.

As others have said, shutters are the wrong style for your house so avoid them. Look up Eichler homes to see the vibe of this style, and to get ideas for appropriate landscaping. Tall grasses would look wonderful, along with spiky things like yucca. Blue tones in the evergreens would look great with your brick colour e.g. some of the blue junipers that can be tall, medium or ground-cover sized.

An inspiration pic?