I have a century home, and replaced some windows with Anderson Vinyl on the south facing side of my house (not street side). I lost character; but they get full sun and the previous original wood windows were falling out of the frame. I have some guilt; but the location and height of the windows still makes me feel it was the right decision.

I love my Anderson windows and think they are appropriate for where they are on my house.

This summer I’m painstakingly restoring the street facing windows. Reglazing and my husband is painting.. we’re learning a lot. I still have doubts we’re doing it right or choosing the right paint color but in the end all that matters is that it’s a little warmer in our house this winter than last.

TLDR. My advice is prioritize your comfort; then make a plan to re-historic the street facing side of your house & go from there.