diff --git a/bundler/lib/bundler/settings.rb b/bundler/lib/bundler/settings.rb
index b4fc5d86d974..6a2e0e23d3c6 100644
--- a/bundler/lib/bundler/settings.rb
+++ b/bundler/lib/bundler/settings.rb
@@ -97,6 +97,11 @@ def [](name)
       converted_value(value, name)
     end
 
+    def value_for(name, config)
+      key = key_for(name)
+      converted_value(config[key], name)
+    end
+
     def set_command_option(key, value)
       if Bundler.feature_flag.forget_cli_options?
         temporary(key => value)
@@ -206,13 +211,12 @@ def pretty_values_for(exposed_key)
     # for legacy reasons, in Bundler 2, we do not respect :disable_shared_gems
     def path
       configs.each do |level, config|
-        path_key = key_for("path")
-        path_system_key = key_for("path.system")
-        disable_shared_gems_key = key_for("disable_shared_gems")
-        path = config[path_key]
-        system_path = config[path_system_key].nil? ? (config[disable_shared_gems_key].nil? ? config[disable_shared_gems_key] : !config[disable_shared_gems_key]) : config[path_system_key]
-        next if path.nil? && system_path.nil?
-        return Path.new(converted_value(path, "path"), converted_value(system_path, "system.path")) unless !path.nil? && !system_path.nil?
+        path = value_for("path", config)
+        path_system = value_for("path.system", config)
+        disabled_shared_gems = value_for("disable_shared_gems", config)
+        next if path.nil? && path_system.nil? && disabled_shared_gems.nil?
+        system_path = (path_system == true) || (disabled_shared_gems == false)
+        return Path.new(path, system_path) unless path && system_path
         path = pretty_values_for(:path)
         path.unshift(nil, "path:") unless path.empty?
         system_path = pretty_values_for("path.system")