diff --git a/src/System.Management.Automation/engine/regex.cs b/src/System.Management.Automation/engine/regex.cs
index 2c4ade7cb5f..df418d2f22c 100644
--- a/src/System.Management.Automation/engine/regex.cs
+++ b/src/System.Management.Automation/engine/regex.cs
@@ -282,7 +282,7 @@ public static string Escape(string pattern)
         /// </param>
         /// <returns>True if the string has wild card chars, false otherwise..</returns>
         /// <remarks>
-        /// Currently { '*', '?', '[' } are considered wild card chars and
+        /// Currently { '*', '?', '[', ']' } are considered wild card chars and
         /// '`' is the escape character.
         /// </remarks>
         public static bool ContainsWildcardCharacters(string pattern)
@@ -293,24 +293,43 @@ public static bool ContainsWildcardCharacters(string pattern)
             }
 
             bool result = false;
+            bool leftBracket = false;
 
             for (int index = 0; index < pattern.Length; ++index)
             {
                 if (IsWildcardChar(pattern[index]))
                 {
+                    // If '[' or ']' is present alone, then it should not be treated as wildcard chars
+                    //
+                    // Check if both the '[' and the ']' brackets are present.
+                    // If present they should be in order, first '[' and then ']'
+                    // Otherwise, just treat ('[' or ']') as normal literal
+
+                    // Check if we got '['
+                    if (pattern[index] == '[')
+                    {
+                        // got '['.
+                        leftBracket = true;
+                        continue;
+                    }
+                    else if (!leftBracket && pattern[index] == ']')
+                    {
+                        // got the ']' without the '['. Ignore the ']' and continue
+                        continue;
+                    }
+
                     result = true;
                     break;
                 }
 
                 // If it is an escape character then advance past
                 // the next character
-
                 if (pattern[index] == escapeChar)
                 {
                     ++index;
                 }
             }
-
+            
             return result;
         }
 
@@ -1347,4 +1366,3 @@ internal static string Parse(WildcardPattern wildcardPattern)
         }
     }
 }
-
diff --git a/test/powershell/Modules/Microsoft.PowerShell.Management/Test-Path.Tests.ps1 b/test/powershell/Modules/Microsoft.PowerShell.Management/Test-Path.Tests.ps1
index 48a80d8e0b8..be051b221dc 100644
--- a/test/powershell/Modules/Microsoft.PowerShell.Management/Test-Path.Tests.ps1
+++ b/test/powershell/Modules/Microsoft.PowerShell.Management/Test-Path.Tests.ps1
@@ -2,6 +2,31 @@
 # Licensed under the MIT License.
 Describe "Test-Path" -Tags "CI" {
     BeforeAll {
+        $testDirnames = @(
+            'WildCardCommandA'
+            '['
+            'goose]'
+            'du[[ck'
+            'du][ck'
+            'duck]]'
+        )
+
+        $testFailDirnames = @(
+            'WildCardCommand'
+            ']'
+            'goos]e'
+            'du[ck'
+            'du]ck'
+            'du]]ck'
+            'duc]k]'
+        )
+
+        foreach($currentDir in $testDirNames)
+        {
+            $expandedFile = Join-Path $TestDrive -ChildPath $currentDir
+            New-Item -Path $expandedFile -ItemType Directory 
+        }
+    
         $testdirectory = $TestDrive
         $testfilename = New-Item -path $testdirectory -Name testfile.txt -ItemType file -Value 1 -force
 
@@ -141,4 +166,17 @@ Describe "Test-Path" -Tags "CI" {
         Test-Path Env:\PATH  | Should -BeTrue
     }
 
+    It "Validate Test-Path scenario where DestinationPath has incomplete brackets" {
+        foreach($currentDir in $testDirNames)
+        {
+            $expandedFile = Join-Path $TestDrive -ChildPath $currentDir
+            Test-Path -Path $expandedFile | Should Be $True
+        }
+
+        foreach($currentDir in $testFailDirnames)
+        {
+            $expandedFile = Join-Path $TestDrive -ChildPath $currentDir
+            Test-Path -Path $expandedFile | Should Be $False
+        }
+    }
 }