We used Renewal by Anderson in our 1934 double-wall brick home. They were the only ones that we could find that could be put into our very thick walls with our existing angled-brick outside sills. (We are in a historic preservation district, and they are strict about what kind of replacement windows can go into the original part of the house.) They are vinyl-clad on the outside and raw wood on the inside; we did the interior staining ourselves to save some money.
We did it in three waves, using a sale credit each time. Each set of windows (we did 6 at a time) cost about $4K w/ installation. There was a difference in quality among crews; the crew that did the final set wasn't quite as good, and we have had some fit issues with one window that tends not to close properly unless you fidge with it.
I would say that your DH might be able to do it if your walls are true and the windows are standard-sized. With a house that old, you may well run into size issues and have to have them custom-made unless you want to reframe to make new standard-size windows fit properly. Have the window company do the measurement -- that way if the size is wrong it's their problem, not yours.
I will say that our windows have saved us a fortune in heating and A/C, and the quiet is amazing. The front room of the house is 15 feet from the street, and you don't hear traffic at all unless someone peels out or a siren comes by.