March 7, 1988 — "Smalltalk/V 286 is available now and costs $199.95, the company said. Registered users of Digitalk's Smalltalk/V can upgrade for $75 until June 1."

https://books.google.com/books?id=CD8EAAAAMBAJ&lpg=PA25&dq=d...

September 1991 — "Smalltalk/V code is portable between the Windows and the OS/2 versions. And the resulting application carries no runtime charges. All for just $499.95."

(Advert on the last page of "The Smalltalk Report")

https://rmod-files.lille.inria.fr/Archives/TheSmalltalkRepor...