diff --git a/activesupport/CHANGELOG.md b/activesupport/CHANGELOG.md
index 64d8c617b1d6c..c187e73b7ca44 100644
--- a/activesupport/CHANGELOG.md
+++ b/activesupport/CHANGELOG.md
@@ -1,3 +1,8 @@
+*   Improve error message when EventedFileUpdateChecker is used without a
+    compatible version of the Listen gem
+
+    *Hartley McGuire*
+
 *   Add `:report` behavior for Deprecation
 
     Setting `config.active_support.deprecation = :report` uses the error
diff --git a/activesupport/lib/active_support/evented_file_update_checker.rb b/activesupport/lib/active_support/evented_file_update_checker.rb
index 04211082b785b..c024a6bc10774 100644
--- a/activesupport/lib/active_support/evented_file_update_checker.rb
+++ b/activesupport/lib/active_support/evented_file_update_checker.rb
@@ -1,6 +1,6 @@
 # frozen_string_literal: true
 
-gem "listen"
+gem "listen", "~> 3.5"
 require "listen"
 
 require "set"