Yes, you need to know the rough opening. You need that to be able to find a window that will fit and meets your desires. I'd take off the interior trim to be able to measure accurately. If you take off the exterior, the framing will still be covered by the nailing flange. Looks like a pretty simple job though. You might not be able to get a single window unless you go with a picture window..but a combo unit (movable-fixed-movable) in many styles...slider, casement, double hung, should be easy. Hopefully they didn't have a weird window on hand and then framed to fit. The problem I see is that it looks like they did some strange stuff there. Thats a garden window between 2 casements, with some sort of wood frame for support. Maybe there was originally a picture window in the middle. That would be a very common configuration. Go easy when taking it apart, you can donate the old windows to Habitat and get a charity donation credit on your taxes.
The house was built in 1949 and has 2x6 framing with a layer of brick veneer. I was hoping to fit replacement windows without the nailing flange. Do you think this would work if I just mount the replacement window into the 2x6 window frame and caulk/seal appropriately? I guess I'll need to go get a better sawzall if I'll be ripping out 12 windows.....
It is more difficult to flash windows without a nailing flange, but flashing them behind brick is even more difficult. There are self-adhesive flashings that can fit tightly to the side of a window frame. Once the first leg of the frame is cut(after nails), it is usually like a house of cards and the rest comes out more easily.
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