Can DHCP Server detect client windows version?

I think it's a good question but i don't think that is possible with Microsoft DHCP. The DHCP work with the mac address not with OS. What you can do is to make reservation for special computer, that way the reservation will allow those computer to have the settings you want and if you want something more complex you can put some vlan with it. Juniper and cisco have their own dhcp server with more option but you'll have to check.
belolw microsoft link for DHCP
https://learn.microsoft.com/en-us/windows-server/troubleshoot/dynamic-host-configuration-protocol-basics