Modern Apps for Windows 2000/XP RTM/XP SP1!

 The first successful application I managed getting to work is CCleaner 5.64.7577 for Windows XP RTM and earliest as Windows XP Beta 1 (Build 2410).

 
June 2025:

CCleaner 5.64.7577 (Windows Whistler Post-Beta 1 Build 2410+)

Chrome 23.0.1151.2 Dev / Chrome 22.0.1229.94 Stable (Windows 2000 SP4/Windows XP Build 2481)

Chrome 50.0.26??.? Dev (untested) / 49.0.2623.112 Stable (Windows .NET Server Build 3604 / Windows XP SP1 Beta Build 2600.1055)

Firefox 52 (Windows .NET Server Build 35?? / Windows XP SP1 Beta Build 2600.1055)

Firefox 48.0 Beta 1 / Firefox 45.9.0 ESR (Windows XP Pre-RC 1 Build 2474 / Pre-RC 1 Build 2481)

New Moon 27.10.0 (Windows XP RTM)

iTunes 12.1.3.6 (Windows XP Pre-RC 1 Build 2481+)

Firefox 23.0.1 / Firefox 17.0.11 ESR (Windows 2000 RC 2+)

Serpent (Windows .NET Server Build 3590 / Windows XP SP1+)

Mypal 68 (Windows .NET Server Build 36?? / Windows XP SP1 Beta Build 2600.1055)

Supermium 132 (Windows XP RTM)

Coming soon:
QuickTime 7.7.6 (Windows XP RTM+)
Steam XP build November 26, 2018 (Windows XP SP1+)

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