Metasploitable 3 Windows Walkthrough [repack] Jun 2026

Metasploitable 3 hosts an instance of ManageEngine that is vulnerable to a file upload vulnerability ().

Here’s a structured walkthrough for . This assumes you have the VM set up (built via Packer/Vagrant) and running on a host-only network with Kali Linux as the attacker machine.

enum4linux -a 192.168.56.102

HTTP/HTTPS Web Services (IIS, Jenkins, WebDAV) metasploitable 3 windows walkthrough

Run basic environment discovery commands inside your active shell:

: Use the auxiliary module auxiliary/scanner/smb/smb_ms17_010 to see if the target is vulnerable.

The suggester will likely highlight the exploits or "KiTrap0D" (though KiTrap0D is for older kernels, Metasploitable 3 is vulnerable to specific memory corruption exploits like MS16-016 or MS16-075 ). Metasploitable 3 hosts an instance of ManageEngine that

Ensure the VM is set to Host-Only or NAT Network to keep it isolated from the internet . 2. Reconnaissance (Information Gathering)

Search for the Jenkins script console exploit in Metasploit.

If getsystem fails, migrate to a high‑integrity process: enum4linux -a 192

: exploit/windows/http/manageengine_connectionid_write Action : Set your RHOSTS to the target IP. Set PAYLOAD to windows/meterpreter/reverse_tcp . Execute exploit to gain a Meterpreter shell. 3. Exploiting SMB: EternalBlue (MS17-010)

If you are in a native shell (Evil-WinRM or cmd):