$1500 will be tight for a quality window with that many units in that size and configuration. Labor I am not sure about but seems low as well.

I agree the budget is tight but I do dislike bow windows so you are on the right track just simple windows flat on that wall. Remove the shutters they do not work with your plan and do not work with those windows anyway.Get a new front door with a lot more glass , lose the storm door and if you want a screen door get a phantom

I would agree with it being overscale.

there are a few houses in our area that still have these, and they all do look like they are ready to fall off any moment.

i'd go flat framed to the house. i'd be wary of trying to go all modernist a la your photos at this time, that transition will cost more than just changing one window unit, and a half redone house looks rather frankensteinish. these flat windows will still look appropriate when/if you do move on to changing the siding and other windows tho.

first this.... now.

later you can be more forceful when you can complete the look.

Looks like you need a new bow window. Everytime i see a situaton such as yours, a quick fix just leads to more issues. There is absolutely no way you will fiind any quality bay or bow window for anything close to 1500 , that is ridiculously unrealistic. Unless your home is in the amazon. lol

Both Okna windows and Soft lite window make great bays and bows. They are super efficient and very strong. based on your pics, i would opt for another bow window. A quality bow with a good installer will not cause sagging or water issues.

Consider getting rid of the bow window and replacing it with a picture window and side operating windows.

Have you gotten estimates already?

What brand of window did you price out?

That price would be bare minimum for wholesale cost with zero mark up.

The only way I could sell it that cheap is to inflate my install cost.

If you dislike the existing bow window, and prefer a more modern look, I don't see the point of replacing with another bow window. One large modern window in appropriate scale could give you more of what you're looking for.

I’d agrees with some of the other about changing the configuration , really dislike bay/bowbwindows and really dislike it on your house. I’d consider going with a picture with 2 double hung flankers. Or maybe 3 larger double hungs, what you have there catches my eye in a bad way.

Id cut that to a 15 degree bay/bow to reduce the projection if you’re dead set on a bay/ bow

I'm sure you can do a cantilevered window like you propose, but I don't think it will look as modern as you think.

Unless you're ready to undertake a major renovation, I think you should look at a new landscaping plan. Your foundation plants are not enhancing your house.