diff --git a/lib/repl.js b/lib/repl.js
index ab9f1bf56dce1e..290cecd69c3a9a 100644
--- a/lib/repl.js
+++ b/lib/repl.js
@@ -220,7 +220,7 @@ function REPLServer(prompt,
   eval_ = eval_ || defaultEval;
 
   function defaultEval(code, context, file, cb) {
-    var err, result, retry = false;
+    var err, result, retry = false, input = code, wrappedErr;
     // first, create the Script object to check the syntax
     while (true) {
       try {
@@ -238,14 +238,23 @@ function REPLServer(prompt,
         debug('parse error %j', code, e);
         if (self.replMode === exports.REPL_MODE_MAGIC &&
             e.message === BLOCK_SCOPED_ERROR &&
-            !retry) {
-          retry = true;
+            !retry || self.wrappedCmd) {
+          if (self.wrappedCmd) {
+            self.wrappedCmd = false;
+            // unwrap and try again
+            code = `${input.substring(1, input.length - 2)}\n`;
+            wrappedErr = e;
+          } else {
+            retry = true;
+          }
           continue;
         }
-        if (isRecoverableError(e, self))
-          err = new Recoverable(e);
+        // preserve original error for wrapped command
+        const error = wrappedErr || e;
+        if (isRecoverableError(error, self))
+          err = new Recoverable(error);
         else
-          err = e;
+          err = error;
       }
       break;
     }
@@ -418,6 +427,7 @@ function REPLServer(prompt,
         // to wrap it in parentheses, so that it will be interpreted as
         // an expression.
         evalCmd = '(' + evalCmd + ')\n';
+        self.wrappedCmd = true;
       } else {
         // otherwise we just append a \n so that it will be either
         // terminated, or continued onto the next expression if it's an
@@ -435,6 +445,7 @@ function REPLServer(prompt,
       debug('finish', e, ret);
       self.memory(cmd);
 
+      self.wrappedCmd = false;
       if (e && !self.bufferedCommand && cmd.trim().match(/^npm /)) {
         self.outputStream.write('npm should be run outside of the ' +
                                 'node repl, in your normal shell.\n' +
diff --git a/test/parallel/test-repl.js b/test/parallel/test-repl.js
index 7ec9f1c3637349..ab7df802ada8d5 100644
--- a/test/parallel/test-repl.js
+++ b/test/parallel/test-repl.js
@@ -323,6 +323,8 @@ function error_test() {
     { client: client_unix, send: 'function x(s) {\nreturn s.replace(/.*/,"");\n}',
       expect: prompt_multiline + prompt_multiline +
             'undefined\n' + prompt_unix },
+    { client: client_unix, send: '{ var x = 4; }',
+      expect: 'undefined\n' + prompt_unix },
   ]);
 }