The quickest way to get Win64 and Win32 binary builds of the youngest OpenSSL, you should get them from Shining Light Productions – Win32 OpenSSL.
Despite the link name, you can get the Win64 binaries from there too..
Besides binaries, they also have the source to build them from, and any other redistributable you’d need.
They run on virtually any Windows version, though I only used them on NT based Windows versions of XP/2003 and younger.
Two notes:
- you usually need the Visual C++ 2008 redistributables, of which there is both an x86 and an x64 version (the OpenSSL installer just tells you it is missing, and assumes you know if it is the x86 or x64 one).
- unless you are a software developer wanting to link to OpenSSL, the “Light” versions of the installs suffice.
–jeroen