• Please be aware: Kaspersky Anti-Virus has been deprecated
    With the upgrade to Plesk Obsidian 18.0.64, "Kaspersky Anti-Virus for Servers" will be automatically removed from the servers it is installed on. We recommend that you migrate to Sophos Anti-Virus for Servers.
  • The Horde webmail has been deprecated. Its complete removal is scheduled for April 2025. For details and recommended actions, see the Feature and Deprecation Plan.
  • We’re working on enhancing the Monitoring feature in Plesk, and we could really use your expertise! If you’re open to sharing your experiences with server and website monitoring or providing feedback, we’d love to have a one-hour online meeting with you.

Windows 2008 Webedition

Pretty certain it works even if Parallels don't list it - one of the major UK web hosts is running Plesk 10 on Web Server 2008 on their dedicated servers.
 
Yes, It's listed as a work'able OS.

http://www.parallels.com/products/plesk/requirements/

Check the link above. It lists this OS's for Windows:

Supported Windows Operating Systems
•Windows Server 2008 R2 (Datacenter, Enterprise, and Standard Editions)
•Windows Server 2008 SP2 (Datacenter, Enterprise, and Standard Editions)
•Windows Server 2003 R2 (Datacenter, Enterprise, Standard, and Web Editions)
•Windows Server 2003 SP2 (Datacenter, Enterprise, Standard, and Web Editions)
•Windows Server 2003 SP1 (Datacenter, Standard Editions)
For Windows Server 2008, you should add the Web Server role before installation of Plesk 10. For Windows Server 2003, Internet Information Services (IIS) should be preinstalled with World Wide Web (WWW) Service and File Transfer Protocol (FTP) Service support. Plesk Panel 10 supports IIS 7 native API.
 
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