diff --git a/src/libraries/System.Private.CoreLib/src/System/IO/Enumeration/FileSystemEnumerableFactory.cs b/src/libraries/System.Private.CoreLib/src/System/IO/Enumeration/FileSystemEnumerableFactory.cs
index cd2f9fb2f35387..7693dbe99d0b1a 100644
--- a/src/libraries/System.Private.CoreLib/src/System/IO/Enumeration/FileSystemEnumerableFactory.cs
+++ b/src/libraries/System.Private.CoreLib/src/System/IO/Enumeration/FileSystemEnumerableFactory.cs
@@ -35,6 +35,54 @@ internal static bool NormalizeInputs(ref string directory, ref string expression
             if (directory.Contains('\0'))
                 throw new ArgumentException(SR.Argument_NullCharInPath, directory);
 
+#if WINDOWS
+            // Trim trailing whitespace and periods from directory path, but preserve directory separators.
+            // Windows normalizes trailing spaces and periods away when resolving paths, but if we don't
+            // trim them here, the returned file paths will contain trailing spaces/periods which causes
+            // issues with File.Exists and other file operations.
+            //
+            // Examples:
+            //   "C:\test "      → "C:\test"      (remove trailing space)
+            //   "C:\test."      → "C:\test"      (remove trailing period)
+            //   "C:\test\ "     → "C:\test\"     (preserve separator, remove space)
+            //   "C:\test\. "    → "C:\test\"     (preserve separator, remove period and space)
+            //   "C:\test\\ "    → "C:\test\\"    (preserve separators, remove space)
+            //
+            // Special cases we don't trim:
+            //   "."             → "."             (relative path reference)
+            //   ".."            → ".."            (parent directory reference)
+            //   " "             → " "             (only spaces - would result in empty)
+            //   "\\?\C:\test."  → "\\?\C:\test." (extended path syntax - no normalization)
+            //
+            // Algorithm: Trim trailing spaces/periods, but only if:
+            // 1. Result is non-empty
+            // 2. Path does not use extended syntax (\\?\ or \\.\)
+
+            // Don't trim paths using extended syntax (\\?\ or \\.\) as they explicitly disable normalization
+            // Check for extended path syntax on Windows
+            // Extended paths are paths like \\?\C:\ or \\.\device
+            // While paths like "//?/C:/" will work, they're treated the same as "\\.\" paths.
+            // Skipping of normalization will *only* occur if back slashes ('\') are used.
+            ReadOnlySpan<char> path = directory.AsSpan();
+            const int DevicePrefixLength = 4;
+            bool isExtended = path.Length >= DevicePrefixLength
+                && path[0] == '\\'
+                && (path[1] == '\\' || path[1] == '?')
+                && path[2] == '?'
+                && path[3] == '\\';
+
+            if (!isExtended)
+            {
+                string trimmed = directory.TrimEnd(' ', '.');
+
+                // Only apply the trim if it results in a non-empty string
+                if (trimmed.Length > 0)
+                {
+                    directory = trimmed;
+                }
+            }
+#endif
+
             // We always allowed breaking the passed ref directory and filter to be separated
             // any way the user wanted. Looking for "C:\foo\*.cs" could be passed as "C:\" and
             // "foo\*.cs" or "C:\foo" and "*.cs", for example. As such we need to combine and
diff --git a/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Directory/GetFiles.cs b/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Directory/GetFiles.cs
index 279fb28a558256..bb2bf3436dd345 100644
--- a/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Directory/GetFiles.cs
+++ b/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Directory/GetFiles.cs
@@ -222,17 +222,16 @@ public void WindowsEnumerateFilesWithTrailingSpacePeriod(string fileName)
         }
 
         [Theory]
-        [MemberData(nameof(TestData.WindowsTrailingProblematicFileNames), MemberType = typeof(TestData))]
         [PlatformSpecific(TestPlatforms.Windows)]
-        [ActiveIssue("https://github.com/dotnet/runtime/issues/113120")]
-        public void WindowsEnumerateDirectoryWithTrailingSpacePeriod(string dirName)
+        [MemberData(nameof(TestData.WindowsTrailingProblematicFileNames), MemberType = typeof(TestData))]
+        public void EnumerateDirectoryWithTrailingSpacePeriod(string dirName)
         {
             DirectoryInfo parentDir = Directory.CreateDirectory(GetTestFilePath());
             string problematicDirPath = Path.Combine(parentDir.FullName, dirName);
-            Directory.CreateDirectory(@"\\?\" + problematicDirPath);
+            Directory.CreateDirectory(problematicDirPath);
 
             string normalFileName = "normalfile.txt";
-            string filePath = Path.Combine(problematicDirPath, normalFileName);
+            string filePath = Path.Combine(Path.GetFullPath(problematicDirPath), normalFileName);
             File.Create(filePath).Dispose();
 
             string[] files = GetEntries(problematicDirPath);
diff --git a/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Enumeration/RootTests.cs b/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Enumeration/RootTests.cs
index 501e2011efd3ad..e5a9eef764e3fb 100644
--- a/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Enumeration/RootTests.cs
+++ b/src/libraries/System.Runtime/tests/System.IO.FileSystem.Tests/Enumeration/RootTests.cs
@@ -30,6 +30,24 @@ protected override bool ShouldRecurseIntoEntry(ref FileSystemEntry entry)
             }
         }
 
+        private class OriginalRootDirectoryEnumerator : FileSystemEnumerator<string>
+        {
+            public string CapturedOriginalRootDirectory { get; private set; }
+
+            public OriginalRootDirectoryEnumerator(string directory, EnumerationOptions options)
+                : base(directory, options)
+            {
+            }
+
+            protected override bool ShouldIncludeEntry(ref FileSystemEntry entry) => true;
+
+            protected override string TransformEntry(ref FileSystemEntry entry)
+            {
+                CapturedOriginalRootDirectory = new string(entry.OriginalRootDirectory);
+                return entry.ToFullPath();
+            }
+        }
+
         [Fact]
         [SkipOnPlatform(TestPlatforms.Android, "Test could not work on android since accessing '/' isn't allowed.")]
         public void CanRecurseFromRoot()
@@ -55,5 +73,43 @@ public void CanRecurseFromRoot()
                 Assert.NotNull(recursed.LastDirectory);
             }
         }
+
+        [Theory]
+        [InlineData("/")]
+        [InlineData("//")]
+        [InlineData("///")]
+        public void OriginalRootDirectoryPreservesInput(string trailingSeparators)
+        {
+            // OriginalRootDirectory should preserve the exact input path provided by the user,
+            // including trailing directory separators. This is important for backward compatibility with
+            // code that relies on the exact format of the original path when using FileSystemEnumerator directly.
+            // Note: This tests direct FileSystemEnumerator usage, not Directory.GetFiles which goes through
+            // NormalizeInputs and trims trailing spaces/periods.
+
+            DirectoryInfo testDir = Directory.CreateDirectory(Path.Combine(Path.GetTempPath(), Path.GetRandomFileName()));
+            try
+            {
+                // Create a test file
+                string testFile = Path.Combine(testDir.FullName, "test.txt");
+                File.WriteAllText(testFile, "test");
+
+                string pathWithTrailingSeparators = testDir.FullName + trailingSeparators;
+
+                using (var enumerator = new OriginalRootDirectoryEnumerator(
+                    pathWithTrailingSeparators,
+                    new EnumerationOptions { RecurseSubdirectories = false }))
+                {
+                    if (enumerator.MoveNext())
+                    {
+                        // OriginalRootDirectory should match the input path exactly
+                        Assert.Equal(pathWithTrailingSeparators, enumerator.CapturedOriginalRootDirectory);
+                    }
+                }
+            }
+            finally
+            {
+                testDir.Delete(true);
+            }
+        }
     }
 }