The cheapest non-upgrade version of Delphi was at $100 (you can find it on archive.org) and was that until Delphi 5 or so i think. Later they made that version to be for personal use only and (i think) upped the price for the next bracket and after that they made the personal version free - but only of Delphi 7. After that everything went crazy expensive, until Turbo Delphi, which IIRC had two versions, one free that allowed commercial use but didn't allow installing custom components and a "cheap" (compared to the other versions) $500 version that allowed it, but it was based on the most unstable version of Delphi ever and CodeGear killed it anyway. In recent times they have the "Starter"/"Community" free edition but the license requires that you only have something like $5k / year income, otherwise you must buy at least the next bracket that is around $1700 or so.

Funny how when the entire programming tools industry was going towards more accessible tools, Borland/CodeGear/Embarcadero went the complete opposite direction.