Cannot load modules/mod_ssl.so into server

The problem was OpenSSL version.

I was installed Win 32 version before, but I should install Win64 OpenSSL v1.0.2j Light (from here). Also, "Copy DLLs to Windows System directory" option must be checked in the installation wizard.

After installing it, everything worked correctly!

I'd a problem with running mod_ssl on simply oldest Apache/2.4.41 version on Windows Server 2016, witch perfect works on Windows 10 Pro. Fix solution for WS2016 consist in updating to the new Apache/2.4.43 or copying mod_ssl.so from Apache/2.4.43 to Apache/2.4.41 modules.

Note: that Update httpd 2.4.41 with OpenSSL 1.1.1.e! Make sure the run time variable OPENSSL_CONF is set. Be sure you installed latest Visual C++ Redistributable for Visual Studio 2015-2019