https://bugs.winehq.org/show_bug.cgi?id=41158
--- Comment #6 from Austin English austinenglish@gmail.com --- (In reply to Adrien Fernandes from comment #5)
No, in pkgsrc, when you "bootstrapped" in 64 bits, you can NOT build in 32 bits. You have to make a new pkgsrc prefix in 32 bits. I already tried on NetBSD i386 and it perfectly built but I didn't try on NetBSD amd64 to build i386 Wine
Can you attach logs with --enable-win64?