Question: I have a directory on my server at

/home/dave/www/images/site (ext3)

which I want to mount directly to my Windows computer so that I can transfer data easily via command line tool. Is that something possible?

Answer: 
If the server is local, you may want to look into creating Samba shares, which will behave exactly like a standard Windows share if configured correctly.

FTP and SCP also come to mind. If this server will be reached across the internet, I would highly recommend SCP.

[WinSCP](http://winscp.net/eng/docs/commandline) has a great command-line utility, as well as a corresponding graphical version.
Check out these links on using Samba:

[Install Samba Server on Ubuntu](http://www.howtogeek.com/howto/ubuntu/install-samba-server-on-ubuntu/)

[Configuring SAMBA](https://help.ubuntu.com/6.06/ubuntu/serverguide/C/configuring-samba.html)

[The Unofficial Samba HOWTO](http://www.oregontechsupport.com/samba/)