Replace all windows on the second floor or just the broken one?
I have been the owner of my house (built in 1925) for a little over a year. Previous owners replaced the windows on the first floor with Anderson casements, which I am not thrilled with but at least they are energy efficient. The upstairs windows are the original single pane wood, and I noticed a lot of heat loss last winter before putting plastic sheeting up.
A few weeks ago, I had my upstairs bedroom window open, and it broke when I closed it. I had a guy come and look into just replacing the glass, but balked when he saw that the windows are the very old ones with pulleys and weights.
I live in North Dakota. It is now November. The storm window by itself isn't going to cut it when temperatures don't get above 0 F, so I need a new window ASAP.
I had a Anderson guy come out and take measurements today, and he did so for all the windows in the house. My question is, should I go ahead and replace all of my upstairs windows at the same time, even if it means using all of what I have saved so far? Or is it better to just do the bedroom window and wait to do the others when I'm not so rushed and have time to shop around?
(If I was starting from scratch I'd be looking into just refurbishing the old windows to keep the period character of the house, but with the downstairs windows and steel siding, I think the horse has already left the barn on that front.)