Don't install it on top of you old installation.

cd /usr/ports/www/apache13
make deinstall
 - or -
pkg_delete -f apache-1.3.xx

cd /usr/ports/www/apache13-modssl
make install clean
make certificate (optional)

Your original httpd.conf won't be deleted. You can use the new one
(httpd.conf-dist) as a reference for the SSL directives and migrate your
settings. You should also manually replace the old startup script with the
new one ( as it is slightly different (it enables mod_ssl
at startup).

> I am currently running /usr/ports/www/apache13 and I want to switch to
> /usr/ports/www/apache13-modssl.  Has anyone make this transition?  I
> don't know what to expect and I don't have a freebsd test box right now.
>   I am worried about the ports dependent on apache13-- what happens to
> them if I just install apache13-modssl on top?  I do use portupgrade.

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