I was trying to compile OpenSSH with a different OpenSSL installation.  However, OpenSSH's ./configure command kept failing with the error listed below.  I have included the full sequence of shell commands I used.

$ tar zxf openssl-1.0.0a.tar.gz
$ cd openssl-1.0.0a
$ ./Configure --prefix=/Users/dstebila/Downloads/dev/build darwin64-x86_64-cc
...
$ make
$ make install
$ cd ..
$ tar zxf openssh-SNAP-20100901.tar.gz
$ cd openssh
$ ./configure --prefix=/Users/dstebila/Downloads/dev/build --with-ssl-dir=/Users/dstebila/Downloads/dev/build
...
checking build system type... x86_64-apple-darwin10.4.0
...
checking OpenSSL header version... 1000001f (OpenSSL 1.0.0a 1 Jun 2010)
checking OpenSSL library version... 9080cf (OpenSSL 0.9.8l 5 Nov 2009)
checking whether OpenSSL's headers match the library... no
configure: error: Your OpenSSL headers do not match your
library. Check config.log for details.
...

I also tried adding LDFLAGS and CPPFLAGS to the ./configure command as indicated below, but the same error occurred.

$ ./configure --prefix=/Users/dstebila/Downloads/dev/build --with-ssl-dir=/Users/dstebila/Downloads/dev/build LDFLAGS=-L/Users/dstebila/Downloads/dev/build/lib CPPFLAGS=-I/Users/dstebila/Downloads/dev/build/include