diff --git a/images/win/toolsets/toolset-2016.json b/images/win/toolsets/toolset-2016.json
index 492f309c2..851e3060f 100644
--- a/images/win/toolsets/toolset-2016.json
+++ b/images/win/toolsets/toolset-2016.json
@@ -391,7 +391,10 @@
             { "name": "innosetup" },
             { "name": "jq" },
             { "name": "NuGet.CommandLine" },
-            { "name": "openssl.light" },
+            {
+                "name": "openssl.light",
+                "args": [ "--version=1.1.1.20181020" ]
+            },
             { "name": "packer" },
             { "name": "strawberryperl" },
             { "name": "pulumi" },
diff --git a/images/win/toolsets/toolset-2019.json b/images/win/toolsets/toolset-2019.json
index b25ab22c5..04095117c 100644
--- a/images/win/toolsets/toolset-2019.json
+++ b/images/win/toolsets/toolset-2019.json
@@ -421,7 +421,10 @@
             { "name": "innosetup" },
             { "name": "jq" },
             { "name": "NuGet.CommandLine" },
-            { "name": "openssl.light" },
+            {
+                "name": "openssl.light",
+                "args": [ "--version=1.1.1.20181020" ]
+            },
             { "name": "packer" },
             { "name": "strawberryperl" },
             { "name": "pulumi" },
diff --git a/images/win/toolsets/toolset-2022.json b/images/win/toolsets/toolset-2022.json
index 0cf6a0a90..922bcecd8 100644
--- a/images/win/toolsets/toolset-2022.json
+++ b/images/win/toolsets/toolset-2022.json
@@ -246,7 +246,10 @@
             { "name": "Bicep" },
             { "name": "jq" },
             { "name": "NuGet.CommandLine" },
-            { "name": "openssl.light" },
+            {
+                "name": "openssl.light",
+                "args": [ "--version=1.1.1.20181020" ]
+            },
             { "name": "packer" },
             { "name": "pulumi" },
             { "name": "tortoisesvn" },