Enumeration

Nmap

PORT     STATE SERVICE            VERSION
21/tcp   open  ftp                zFTPServer 6.0 build 2011-10-17
242/tcp  open  http               Apache httpd 2.2.21 ((Win32) PHP/5.3.8)
3145/tcp open  zftp-admin         zFTPServer admin
3389/tcp open  ssl/ms-wbt-server?

Windows Server 2008 box. An ancient zFTPServer on 21, an HTTP app on the non-standard port 242 sitting behind HTTP Basic auth, the zFTPServer admin interface on 3145, and RDP on 3389. The name of the box is the hint: authentication is the whole game here.

Enumeration

Nmap

The two ports that matter — a Nexus web service and SMB:

PORT     STATE SERVICE       VERSION
445/tcp  open  microsoft-ds
8081/tcp open  http          Sonatype Nexus Repository Manager OSS 3.21.0-05

A Windows host with a web service on port 8081 — Sonatype Nexus Repository Manager OSS 3.21.0-05. SMB (445) is also exposed, which becomes relevant for privilege escalation later.

Enumeration

Nmap

PORT      STATE SERVICE VERSION
21/tcp    open  ftp     vsftpd 3.0.3
22/tcp    open  ssh     OpenSSH 8.3 (protocol 2.0)
80/tcp    open  http    Apache httpd 2.4.46 ((Fedora))
3000/tcp  open  http    Node.js (Express middleware)
27017/tcp open  mongodb MongoDB 4.2.9

Fedora box with a busy surface. Anonymous FTP is allowed but the listing hangs and holds nothing. Port 80 is a stock Drupal 9.0.6 install page (/core/install.php) — a red herring that goes nowhere. The two ports that matter are the MongoDB on 27017 (exposed with no auth) and the Node.js/Express app on 3000.

Enumeration

Nmap

PORT    STATE SERVICE VERSION
22/tcp  open  ssh     OpenSSH 7.9p1 Debian 10+deb10u2 (protocol 2.0)
873/tcp open  rsync   (protocol version 31)

Two ports. SSH accepts both pubkey and password auth but we have no creds, so it stays shut for now. That leaves rsync on 873 – a daemon that ships wide open more often than it should.

Enumeration

Nmap

PORT      STATE SERVICE     VERSION
21/tcp    open  ftp         vsftpd 3.0.3
22/tcp    open  ssh         OpenSSH 8.0 (protocol 2.0)
80/tcp    open  http        Apache httpd 2.4.37 ((centos))
139/tcp   open  netbios-ssn Samba smbd 4.6.2
445/tcp   open  netbios-ssn Samba smbd 4.6.2
50000/tcp open  http        Werkzeug httpd 1.0.1 (Python 3.6.8)

Six ports. FTP allows anonymous login but has nothing useful, port 80 is a stock Apache/CentOS test page, and SSH is a dead end. The two things worth chasing are SMB (for a username) and the Werkzeug dev server on 50000.

Enumeration

Nmap

PORT      STATE SERVICE      VERSION
8080/tcp  open  http-proxy   (custom web app + REST API)
12445/tcp open  netbios-ssn  Samba smbd 4.6.2
18030/tcp open  http         Apache httpd 2.4.46 ((Unix))
43022/tcp open  ssh          OpenSSH 8.4 (protocol 2.0)

Everything is on non-standard ports. SMB (12445) and the Apache instance on 18030 turn out to be dead ends — the static site on 18030 is just a landing page, and Samba exposes nothing interesting. SSH sits on 43022, so keep that port in mind: any creds we find get tried there.

Enumeration

Nmap

The exposed surface is minimal — SMB is the only port in play:

PORT    STATE SERVICE      VERSION
445/tcp open  microsoft-ds

An old Windows host exposing SMB. Post-exploitation sysinfo confirms the target: Windows Server 2008 (6.0 Build 6001, SP1), x86, workgroup member. That 32-bit architecture matters — it kills one of the two rabbit holes below.

Enumeration

Nmap

PORT     STATE SERVICE       VERSION
80/tcp   open  http          Microsoft IIS httpd 10.0 (redirects to H2 Database Engine)
135/tcp  open  msrpc         Microsoft Windows RPC
139/tcp  open  netbios-ssn
445/tcp  open  microsoft-ds
8082/tcp open  http          H2 database http console

Windows host. Port 80 redirects to an H2 Database Engine banner, and port 8082 serves the H2 web console directly. SMB (139/445) is present but gives nothing useful as an anonymous user.

Enumeration

Nmap

PORT     STATE SERVICE       VERSION
80/tcp   open  http          Microsoft IIS httpd 10.0
135/tcp  open  msrpc         Microsoft Windows RPC
139/tcp  open  netbios-ssn   Microsoft Windows netbios-ssn
445/tcp  open  microsoft-ds  Microsoft Windows Server 2008 R2 - 2012 microsoft-ds
1221/tcp open  ftp           Microsoft ftpd
1435/tcp open  ms-sql-s      Microsoft SQL Server 2017 14.00.1000.00; RTM
3389/tcp open  ms-wbt-server Microsoft Terminal Services
5985/tcp open  http          Microsoft HTTPAPI httpd 2.0 (WinRM)

Windows Server 2019 box — the 445 fingerprint reads 2008 R2 - 2012, but that SMB banner is unreliable; systeminfo from the shell later confirms Server 2019. The interesting detail is the two services parked on non-standard ports: FTP on 1221 and MSSQL on 1435. IIS on 80 serves nothing useful, so the FTP is the way in.

Enumeration

Nmap

PORT     STATE SERVICE    VERSION
21/tcp   open  ftp        vsftpd 3.0.3
22/tcp   open  ssh        OpenSSH 7.9p1 Debian 10+deb10u2 (protocol 2.0)
80/tcp   open  http       Apache httpd 2.4.38 ((Debian))
5437/tcp open  postgresql PostgreSQL DB 11.3 - 11.9

Four services on a Debian 10 (Buster) box. FTP rejects anonymous login, SSH is a dead end without creds, and Apache serves nothing worth fuzzing. The odd one out is PostgreSQL on 5437 — not the default 5432. A database exposed straight to the network, on a port someone deliberately moved, is where the attention goes.