Metasploitable 3 Windows Walkthrough -
Metasploitable 3 often has : NAT (internet) and Host-Only (192.168.56.x). You can pivot into the host-only network.
To build the Windows environment, you typically need a hypervisor like VirtualBox and automation software: Prerequisites VirtualBox : Clone the repository and run build_win2008.ps1 (for Windows) or build_win2008.sh (for Linux/macOS). Deployment : After the build completes, run vagrant up to launch the VM. : The default credentials for the machine are vagrant/vagrant 2. Reconnaissance and Scanning
vagrant up
A typical Metasploitable 3 Windows scan reveals an extensive list of vulnerable entry points: Microsoft FTP Service Port 22: OpenSSH Port 80/443/8484: IIS web server and Jenkins CI/CD tool Port 445: SMB (Server Message Block) Port 1433: Microsoft SQL Server Port 3306: MySQL Database Port 4848: GlassFish Server Application Port 5985/5986: WinRM (Windows Remote Management) Port 8020/8030: ManageEngine Desktop Central 3. Phase 2: Vulnerability Analysis & Exploitation Vectors metasploitable 3 windows walkthrough
Metasploitable 3 provides a fantastic playground for learning the kill chain. In this walkthrough, we covered:
nmap -p- -sV -sC -O -T4 192.168.56.101 -oA metasploitable3_win Use code with caution. Key Discoveries from the Scan
Once in Jenkins, go to "Manage Jenkins" -> "Script Console". This is a Groovy script executor. You can run: Metasploitable 3 often has : NAT (internet) and
Metasploitable 3 is notoriously unstable under heavy SMB exploits. Don't use EternalBlue. Use exploit/windows/smb/ms17_010_psexec instead, which is less aggressive, or stick to WinRM.
SMB is a goldmine. Use enum4linux to gather user accounts and shares: enum4linux -a 192.168.56.101 Use code with caution. You will likely find usernames like vagrant and admin . 3. Enumerating HTTP (Port 80 & 8500)
Use Metasploit's SMB login scanner to identify valid credentials: Deployment : After the build completes, run vagrant
Unlike a simple VM download, Metasploitable 3 must be using Packer and Vagrant. Here’s the streamlined process.
Check for anonymous SMB access using smbclient -L //10.0.2.15/ .
Looking for more? Try the "Metasploitable 3 Linux vs Windows" comparison, or set up a domain controller and practice lateral movement with PsExec.
In Metasploit, search for glassfish_deployer . Configuration:
