Replacement Windows

[Joel NA]

Need to replace 13 windows in a prospective investment property--all the same size basically. Local dealer wanted to know if I wanted to replace the whole window or if I wanted replacement inserts. I wasn't quite sure how to answer this-- I'd like all new windows, of course, but I could go inserts and repairs existing sills, etc myself. I've painted and repaired countless exteriors, but I've never actually replaced windows so I'm a little ignorant on the process.

Any thoughts out there on replacing windows? My first quote was around $5000 but I don't know if that was replacement inserts or whole windows.

Thanks in advance!