diff --git a/Library/Homebrew/autobump_constants.rb b/Library/Homebrew/autobump_constants.rb
index d39f513dc4..0803803fe6 100644
--- a/Library/Homebrew/autobump_constants.rb
+++ b/Library/Homebrew/autobump_constants.rb
@@ -6,4 +6,5 @@ NO_AUTOBUMP_REASONS_LIST = T.let({
   incompatible_version_format: "incompatible version format",
   bumped_by_upstream:          "bumped by upstream",
   extract_plist:               "livecheck uses `:extract_plist` strategy",
+  latest_version:              "`version` is set to `:latest`",
 }.freeze, T::Hash[Symbol, String])
diff --git a/Library/Homebrew/cask/dsl.rb b/Library/Homebrew/cask/dsl.rb
index d05d7a0058..2387eabb30 100644
--- a/Library/Homebrew/cask/dsl.rb
+++ b/Library/Homebrew/cask/dsl.rb
@@ -177,6 +177,7 @@ module Cask
     sig { returns(T::Boolean) }
     def livecheck_defined? = @livecheck_defined
 
+    sig { void }
     def set_no_autobump!
       return if @livecheck.strategy != :extract_plist
 
@@ -359,6 +360,8 @@ module Cask
           raise CaskInvalidError.new(cask, "invalid 'version' value: #{arg.inspect}")
         end
 
+        no_autobump! because: :latest_version if arg == :latest
+
         DSL::Version.new(arg)
       end
     end