diff --git a/images/win/scripts/Tests/Tools.Tests.ps1 b/images/win/scripts/Tests/Tools.Tests.ps1
index 80dbfbea7..9c91ac55b 100644
--- a/images/win/scripts/Tests/Tools.Tests.ps1
+++ b/images/win/scripts/Tests/Tools.Tests.ps1
@@ -225,8 +225,16 @@ Describe "SQL OLEDB Driver" {
 }
 
 Describe "OpenSSL" {
-    It "OpenSSL" {
+    It "OpenSSL Version" {
         $OpenSSLVersion = (Get-ToolsetContent).openssl.version
         openssl version | Should -BeLike "* ${OpenSSLVersion}*"
     }
+
+    It "OpenSSL Path" {
+        (Get-Command openssl).Source -eq (Join-Path ${env:ProgramFiles} 'OpenSSL\bin\openssl.exe') | Should -Be $true
+    }
+
+    It "OpenSSL Full package" {
+        Join-Path ${env:ProgramFiles} 'OpenSSL\include' | Should -Exist
+    }
 }