diff --git a/packages/flutter_tools/lib/src/base/command_help.dart b/packages/flutter_tools/lib/src/base/command_help.dart
index 55b51bc3792..128458168ec 100644
--- a/packages/flutter_tools/lib/src/base/command_help.dart
+++ b/packages/flutter_tools/lib/src/base/command_help.dart
@@ -261,6 +261,13 @@ class CommandHelpOption {
     // pad according to the raw text
     message.write(''.padLeft(width - parentheticalText.length));
     message.write(_terminal.color(parentheticalText, TerminalColor.grey));
+
+    // Terminals seem to require this because we have both boldened and colored
+    // a line. Otherwise the next line comes out bold until a reset bold.
+    if (_terminal.supportsColor) {
+      message.write(AnsiTerminal.resetBold);
+    }
+
     return message.toString();
   }
 
diff --git a/packages/flutter_tools/test/general.shard/base/command_help_test.dart b/packages/flutter_tools/test/general.shard/base/command_help_test.dart
index 40f7d01fca3..5116c976eb0 100644
--- a/packages/flutter_tools/test/general.shard/base/command_help_test.dart
+++ b/packages/flutter_tools/test/general.shard/base/command_help_test.dart
@@ -75,6 +75,21 @@ void _testMessageLength({
 void main() {
   group('CommandHelp', () {
     group('toString', () {
+      testWithoutContext('ends with a resetBold when it has parenthetical text', () {
+        final Platform platform = FakePlatform(stdoutSupportsAnsi: true);
+        final AnsiTerminal terminal = AnsiTerminal(stdio: null, platform: platform);
+
+        final CommandHelpOption commandHelpOption = CommandHelpOption(
+          'tester',
+          'for testing',
+          platform: platform,
+          outputPreferences: OutputPreferences.test(showColor: true),
+          terminal: terminal,
+          logger: BufferLogger.test(),
+          inParenthesis: 'Parenthetical',
+        );
+        expect(commandHelpOption.toString(), endsWith(AnsiTerminal.resetBold));
+      });
 
       testWithoutContext('should have a bold command key', () {
         final CommandHelp commandHelp = _createCommandHelp(
@@ -109,16 +124,16 @@ void main() {
           wrapColumn: maxLineWidth,
         );
 
-        expect(commandHelp.L.toString(), endsWith('\x1B[1;30m(debugDumpLayerTree)\x1B[39m'));
-        expect(commandHelp.P.toString(), endsWith('\x1B[1;30m(WidgetsApp.showPerformanceOverlay)\x1B[39m'));
-        expect(commandHelp.S.toString(), endsWith('\x1B[1;30m(debugDumpSemantics)\x1B[39m'));
-        expect(commandHelp.U.toString(), endsWith('\x1B[1;30m(debugDumpSemantics)\x1B[39m'));
-        expect(commandHelp.a.toString(), endsWith('\x1B[1;30m(debugProfileWidgetBuilds)\x1B[39m'));
-        expect(commandHelp.i.toString(), endsWith('\x1B[1;30m(WidgetsApp.showWidgetInspectorOverride)\x1B[39m'));
-        expect(commandHelp.o.toString(), endsWith('\x1B[1;30m(defaultTargetPlatform)\x1B[39m'));
-        expect(commandHelp.p.toString(), endsWith('\x1B[1;30m(debugPaintSizeEnabled)\x1B[39m'));
-        expect(commandHelp.t.toString(), endsWith('\x1B[1;30m(debugDumpRenderTree)\x1B[39m'));
-        expect(commandHelp.w.toString(), endsWith('\x1B[1;30m(debugDumpApp)\x1B[39m'));
+        expect(commandHelp.L.toString(), endsWith('\x1B[1;30m(debugDumpLayerTree)\x1B[39m\x1b[22m'));
+        expect(commandHelp.P.toString(), endsWith('\x1B[1;30m(WidgetsApp.showPerformanceOverlay)\x1B[39m\x1b[22m'));
+        expect(commandHelp.S.toString(), endsWith('\x1B[1;30m(debugDumpSemantics)\x1B[39m\x1b[22m'));
+        expect(commandHelp.U.toString(), endsWith('\x1B[1;30m(debugDumpSemantics)\x1B[39m\x1b[22m'));
+        expect(commandHelp.a.toString(), endsWith('\x1B[1;30m(debugProfileWidgetBuilds)\x1B[39m\x1b[22m'));
+        expect(commandHelp.i.toString(), endsWith('\x1B[1;30m(WidgetsApp.showWidgetInspectorOverride)\x1B[39m\x1b[22m'));
+        expect(commandHelp.o.toString(), endsWith('\x1B[1;30m(defaultTargetPlatform)\x1B[39m\x1b[22m'));
+        expect(commandHelp.p.toString(), endsWith('\x1B[1;30m(debugPaintSizeEnabled)\x1B[39m\x1b[22m'));
+        expect(commandHelp.t.toString(), endsWith('\x1B[1;30m(debugDumpRenderTree)\x1B[39m\x1b[22m'));
+        expect(commandHelp.w.toString(), endsWith('\x1B[1;30m(debugDumpApp)\x1B[39m\x1b[22m'));
       });
 
       testWithoutContext('should not create a help text longer than maxLineWidth without ansi support', () {
@@ -159,24 +174,24 @@ void main() {
           wrapColumn: maxLineWidth,
         );
 
-        expect(commandHelp.L.toString(), equals('\x1B[1mL\x1B[22m Dump layer tree to the console.                               \x1B[1;30m(debugDumpLayerTree)\x1B[39m'));
-        expect(commandHelp.P.toString(), equals('\x1B[1mP\x1B[22m Toggle performance overlay.                    \x1B[1;30m(WidgetsApp.showPerformanceOverlay)\x1B[39m'));
+        expect(commandHelp.L.toString(), equals('\x1B[1mL\x1B[22m Dump layer tree to the console.                               \x1B[1;30m(debugDumpLayerTree)\x1B[39m\x1b[22m'));
+        expect(commandHelp.P.toString(), equals('\x1B[1mP\x1B[22m Toggle performance overlay.                    \x1B[1;30m(WidgetsApp.showPerformanceOverlay)\x1B[39m\x1b[22m'));
         expect(commandHelp.R.toString(), equals('\x1B[1mR\x1B[22m Hot restart.'));
-        expect(commandHelp.S.toString(), equals('\x1B[1mS\x1B[22m Dump accessibility tree in traversal order.                   \x1B[1;30m(debugDumpSemantics)\x1B[39m'));
-        expect(commandHelp.U.toString(), equals('\x1B[1mU\x1B[22m Dump accessibility tree in inverse hit test order.            \x1B[1;30m(debugDumpSemantics)\x1B[39m'));
-        expect(commandHelp.a.toString(), equals('\x1B[1ma\x1B[22m Toggle timeline events for all widget build methods.    \x1B[1;30m(debugProfileWidgetBuilds)\x1B[39m'));
+        expect(commandHelp.S.toString(), equals('\x1B[1mS\x1B[22m Dump accessibility tree in traversal order.                   \x1B[1;30m(debugDumpSemantics)\x1B[39m\x1b[22m'));
+        expect(commandHelp.U.toString(), equals('\x1B[1mU\x1B[22m Dump accessibility tree in inverse hit test order.            \x1B[1;30m(debugDumpSemantics)\x1B[39m\x1b[22m'));
+        expect(commandHelp.a.toString(), equals('\x1B[1ma\x1B[22m Toggle timeline events for all widget build methods.    \x1B[1;30m(debugProfileWidgetBuilds)\x1B[39m\x1b[22m'));
         expect(commandHelp.d.toString(), equals('\x1B[1md\x1B[22m Detach (terminate "flutter run" but leave application running).'));
         expect(commandHelp.g.toString(), equals('\x1B[1mg\x1B[22m Run source code generators.'));
         expect(commandHelp.h.toString(), equals('\x1B[1mh\x1B[22m Repeat this help message.'));
-        expect(commandHelp.i.toString(), equals('\x1B[1mi\x1B[22m Toggle widget inspector.                  \x1B[1;30m(WidgetsApp.showWidgetInspectorOverride)\x1B[39m'));
-        expect(commandHelp.o.toString(), equals('\x1B[1mo\x1B[22m Simulate different operating systems.                      \x1B[1;30m(defaultTargetPlatform)\x1B[39m'));
-        expect(commandHelp.p.toString(), equals('\x1B[1mp\x1B[22m Toggle the display of construction lines.                  \x1B[1;30m(debugPaintSizeEnabled)\x1B[39m'));
+        expect(commandHelp.i.toString(), equals('\x1B[1mi\x1B[22m Toggle widget inspector.                  \x1B[1;30m(WidgetsApp.showWidgetInspectorOverride)\x1B[39m\x1b[22m'));
+        expect(commandHelp.o.toString(), equals('\x1B[1mo\x1B[22m Simulate different operating systems.                      \x1B[1;30m(defaultTargetPlatform)\x1B[39m\x1b[22m'));
+        expect(commandHelp.p.toString(), equals('\x1B[1mp\x1B[22m Toggle the display of construction lines.                  \x1B[1;30m(debugPaintSizeEnabled)\x1B[39m\x1b[22m'));
         expect(commandHelp.q.toString(), equals('\x1B[1mq\x1B[22m Quit (terminate the application on the device).'));
         expect(commandHelp.r.toString(), equals('\x1B[1mr\x1B[22m Hot reload. $fire$fire$fire'));
         expect(commandHelp.s.toString(), equals('\x1B[1ms\x1B[22m Save a screenshot to flutter.png.'));
-        expect(commandHelp.t.toString(), equals('\x1B[1mt\x1B[22m Dump rendering tree to the console.                          \x1B[1;30m(debugDumpRenderTree)\x1B[39m'));
+        expect(commandHelp.t.toString(), equals('\x1B[1mt\x1B[22m Dump rendering tree to the console.                          \x1B[1;30m(debugDumpRenderTree)\x1B[39m\x1b[22m'));
         expect(commandHelp.v.toString(), equals('\x1B[1mv\x1B[22m Launch DevTools.'));
-        expect(commandHelp.w.toString(), equals('\x1B[1mw\x1B[22m Dump widget hierarchy to the console.                               \x1B[1;30m(debugDumpApp)\x1B[39m'));
+        expect(commandHelp.w.toString(), equals('\x1B[1mw\x1B[22m Dump widget hierarchy to the console.                               \x1B[1;30m(debugDumpApp)\x1B[39m\x1b[22m'));
         expect(commandHelp.z.toString(), equals('\x1B[1mz\x1B[22m Toggle elevation checker.'));
       });