diff --git a/lib/instance.js b/lib/instance.js
index 4bda3db52..0a7ef3711 100644
--- a/lib/instance.js
+++ b/lib/instance.js
@@ -250,9 +250,14 @@ class Instance {
      * @method checkEnvironment
      * @public
      */
-    checkEnvironment() {
+	checkEnvironment() {
+        // Count how many instances this CLI is managing
+        const instances = this.system.globalConfig.get('instances', {});
+        const isMultiSite = Object.keys(instances).length > 1;
+
         if (
             this.system.production &&
+            !isMultiSite &&
             Config.exists(path.join(this.dir, 'config.development.json')) &&
             !Config.exists(path.join(this.dir, 'config.production.json'))
         ) {