| Windows 95 | WinNT 4.0 | Windows 98 | Windows 98 SE/ME* | Windows 2000 | Windows XP | Windows Vista | Windows 7 | Windows 8.1 | |
| DirectX | 8.0 | 5.0 | 9.0c (Dec 2006) | 9.0c (Nov 2007) | 9.0c (Feb 2010) | 9.0c (Jun 2010) | 11.0 | 11.1 | 11.2 |
| Office | 2000 | 2002 | 2002 | 2002 | 2003 | 2010 | 2010 | 2016 | 2019 |
| .NET | None | 1.1 | 2.0 | 2.0 | 2.0 SP2 | 4.0 | 4.6.1 | 4.8 | 4.8 |
| Visual Studio | 6.0 | 7.0 | 6.0 | 6.0 | 8.0 | 10.0 | 10.0 | 16.11 | 17.6¹ |
| iTunes | None | None | None | None | 7.3.2 | 12.1.3 | 12.1.3 | 12.10.11 | 12.10.11 |
| Firefox | 2.0.0 Mozilla 1.7.13 | 2.0.0.20 | 2.0.0.20 | 10.0.12 | 12.0 | x86: 52.9 x64: Waterfox 46 Both: Serpent¹ | x86: 52.9 x64: Waterfox 53 Both: Serpent¹ | 115.14¹ | 115.14¹ |
| ACDSee | 4.0 | 5.0 | 5.0 | 8.0 | 8.1 | 17.1 / Pro 7.1 | 17.1 / Pro 7.1 | x86: 25.1 / Pro 11.2 x64: Latest / Pro 16.0 | x86: 25.1 / Pro 11.2 x64: Latest / Pro 16.0 |
| VMware Workstation | None | 4.5.3 | None | None | 6.5.5 | x86: 7.1.6 x64: 10.0.7 | x86: 10.0.7 x64: 11.1.2 / 12.0.0 | x86: 10.0.7 x64: 15.5.7 | Latest |
| Python | 2.5.4 | 2.5.4 | 2.5.4 | 2.6.6 / 2.7.1 | 2.7.10 / 3.2.5 | 3.4.4 | 3.7.9 | 3.8.10 | Latest |
| Internet Explorer | 5.5 SP2 | 6.0 SP1 | 6.0 SP1 | 6.0 SP1 | 6.0 SP1 | 8.0 | 9.0.190¹ | Latest | Latest |
| Acrobat Reader | 5.1 | 6.0.2 | 5.1 | 7.0.9 | 9.5.5 | 10.1.16 / 11.0.8 | 11.0.23 | Latest | Latest |
| Daemon Tools | 2.70 | 3.47 | 3.47 | 3.47 | 4.35.6 | 10.2 / Pro 7.0 | 10.2 / Pro 7.0 | Latest | Latest |
| Nero | 6.3.1 | 6.3.1 | 7.2.3 | 7.2.3 | 8.3.20.0 | x86: 2016 x64: 9.4.44 | 2016 | Latest | Latest |
| CMake | 2.0.6 | 2.6.4 | 2.6.4 | 3.4.3 | 3.4.3 | x86: 3.13.5 x64: None | x86: 3.13.5 x64: None | Latest | Latest |
| Skype | None | None | 3.8.0 | 3.8.0 | 5.0.0 | 7.38.0 | 7.41.0 | Latest | Latest |
| Java | 1.5.5 | 1.5.5 | 1.5.22 | 1.6.31 | 1.6.31 | 1.7.80 | 1.8.421¹ | Latest | Latest |
| Delphi | 7.0 | 7.0 | 7.0 | 7.0 | 2009 | 10.0.1 | 10.2.3 | Latest | Latest |
| Maple | 10 | 11 | 11 | 11 | 14 | 2015 | 2020.2 | Latest | Latest |
| μTorrent | 1.7.7 | 1.7.7 | 1.8.4 | 2.2.1 | 2.2.1 | 3.5.4 | 3.5.4 | Latest | Latest |
| The Bat! | 2.12.04 | 2.12.04 | 2.12.04 | 3.99.30 | 8.8.9 | 9.1.18 | 9.1.18 | Latest | Latest |
| K-Lite | None | None | 3.4.5 | 7.1.0 | 7.1.0 | 13.8.5 | 16.7.6 | Latest | Latest |
| GIT | None | None | None | 1.7.11 | 1.9.5 | 2.9.3 (Tortoise 1.8.16) | 2.37.1 (Tortoise 2.4) | Latest | Latest |
| Subversion | 1.3.2 | 1.5.6 | 1.5.6 | 1.6.23 | 1.6.23 | 1.12.2 (Tortoise 1.8.12) | 1.14.1 (Tortoise 1.9.7) | Latest (Tortoise 1.14.5) | Latest |
| Media Player | 7.0 | 7.1 | 7.1 | 9.0 | 9.0 | 11.0 | 11.0 | Final | Final |
| MSVC Executable | 8.0 | 8.0 | 8.0 | 9.0 | 9.0 | 14.1 | Latest | Latest | Latest |
| WinRAR | 3.80 | 3.93 | 3.93 | 3.93 | 4.11 | 6.02 | Latest | Latest | Latest |
| QuickTime | 6.3 | 6.5.2 | 6.5.2 | 6.5.2 | 7.1.6 | 7.7.6 | Final | Final | Final |
| VLC | 0.8.4a | 0.8.4a | 0.8.6i | 1.1.11 | 1.1.11 | 3.0.20² | Latest | Latest | Latest |
| Flash Player | 7.0.73 | 9.0.28 | 9.0.289 | 11.1 Plugin / 10.3 IE | 10.1 | Final | Final | Final | Final |
| Far Manager | 1.70 | 1.75 | 1.75 | 1.75 | Latest | Latest | Latest | Latest | Latest |
| 7-zip | 9.20 | 9.20 | 9.30 | 9.30 | Latest | Latest | Latest | Latest | Latest |