diff --git a/src/vs/editor/common/config/editorOptions.ts b/src/vs/editor/common/config/editorOptions.ts
index d5e263848d28d21b9efdf29744cf418965a436e9..d3a94dcc623caa48bf20b93e888d02824fc854b0 100644
--- a/src/vs/editor/common/config/editorOptions.ts
+++ b/src/vs/editor/common/config/editorOptions.ts
@@ -414,7 +414,7 @@ export interface IEditorOptions {
 	 * Accept suggestions on ENTER.
 	 * Defaults to 'on'.
 	 */
-	acceptSuggestionOnEnter?: 'on' | 'smart' | 'off';
+	acceptSuggestionOnEnter?: boolean | 'on' | 'smart' | 'off';
 	/**
 	 * Accept suggestions on provider defined characters.
 	 * Defaults to true.
@@ -1655,7 +1655,7 @@ export class EditorOptionsValidator {
 			formatOnType: _boolean(opts.formatOnType, defaults.formatOnType),
 			formatOnPaste: _boolean(opts.formatOnPaste, defaults.formatOnPaste),
 			suggestOnTriggerCharacters: _boolean(opts.suggestOnTriggerCharacters, defaults.suggestOnTriggerCharacters),
-			acceptSuggestionOnEnter: _stringSet<'on' | 'smart' | 'off'>(opts.acceptSuggestionOnEnter, defaults.acceptSuggestionOnEnter, ['on', 'smart', 'off']),
+			acceptSuggestionOnEnter: typeof opts.acceptSuggestionOnEnter === 'string' ? _stringSet<'on' | 'smart' | 'off'>(opts.acceptSuggestionOnEnter, defaults.acceptSuggestionOnEnter, ['on', 'smart', 'off']) : opts.acceptSuggestionOnEnter ? 'on' : 'off',
 			acceptSuggestionOnCommitCharacter: _boolean(opts.acceptSuggestionOnCommitCharacter, defaults.acceptSuggestionOnCommitCharacter),
 			snippetSuggestions: _stringSet<'top' | 'bottom' | 'inline' | 'none'>(opts.snippetSuggestions, defaults.snippetSuggestions, ['top', 'bottom', 'inline', 'none']),
 			wordBasedSuggestions: _boolean(opts.wordBasedSuggestions, defaults.wordBasedSuggestions),
diff --git a/src/vs/editor/contrib/suggest/browser/suggestController.ts b/src/vs/editor/contrib/suggest/browser/suggestController.ts
index ea769144c92c07af3ddb4bf1c0886f02f9c41a7a..37a5ad50ff3b4a782b94db2caeb301b3486ecd2b 100644
--- a/src/vs/editor/contrib/suggest/browser/suggestController.ts
+++ b/src/vs/editor/contrib/suggest/browser/suggestController.ts
@@ -104,10 +104,7 @@ export class SuggestController implements IEditorContribution {
 		let acceptSuggestionsOnEnter = SuggestContext.AcceptSuggestionsOnEnter.bindTo(_contextKeyService);
 		let updateFromConfig = () => {
 			const { acceptSuggestionOnEnter } = this._editor.getConfiguration().contribInfo;
-			acceptSuggestionsOnEnter.set(
-				acceptSuggestionOnEnter === 'on' || acceptSuggestionOnEnter === 'smart'
-				|| (<any /*migrate from old world*/>acceptSuggestionOnEnter) === true
-			);
+			acceptSuggestionsOnEnter.set(acceptSuggestionOnEnter === 'on' || acceptSuggestionOnEnter === 'smart');
 		};
 		this._toDispose.push(this._editor.onDidChangeConfiguration((e) => updateFromConfig()));
 		updateFromConfig();
diff --git a/src/vs/monaco.d.ts b/src/vs/monaco.d.ts
index 6dafcfb34783cfc8c14b2e29b1eb1563b2f24edd..ed84ff2781a93a5acc3de6254d4f10eb0f257eac 100644
--- a/src/vs/monaco.d.ts
+++ b/src/vs/monaco.d.ts
@@ -2975,7 +2975,7 @@ declare module monaco.editor {
 		 * Accept suggestions on ENTER.
 		 * Defaults to 'on'.
 		 */
-		acceptSuggestionOnEnter?: 'on' | 'smart' | 'off';
+		acceptSuggestionOnEnter?: boolean | 'on' | 'smart' | 'off';
 		/**
 		 * Accept suggestions on provider defined characters.
 		 * Defaults to true.