diff --git a/Assets/Tests/Editor/NativeCliInstallerTests.cs b/Assets/Tests/Editor/NativeCliInstallerTests.cs
index e9f87194e9..1189c378f4 100644
--- a/Assets/Tests/Editor/NativeCliInstallerTests.cs
+++ b/Assets/Tests/Editor/NativeCliInstallerTests.cs
@@ -514,6 +514,20 @@ public void BuildPathWithInstallDirectory_OnWindowsMovesExistingNativeInstallDir
             Assert.That(result, Is.EqualTo("C:\\Users\\ExampleUser\\Programs\\uloop\\bin;C:\\npm"));
         }
 
+        [Test]
+        public void BuildPathWithInstallDirectory_OnWindowsRemovesTrailingSeparatorDuplicate()
+        {
+            // Verifies that a trailing separator does not preserve a duplicate native install directory.
+            string result = NativeCliInstallPathResolver.BuildPathWithInstallDirectory(
+                "C:\\npm;C:\\Users\\ExampleUser\\Programs\\uloop\\bin\\;C:\\Tools",
+                "C:\\Users\\ExampleUser\\Programs\\uloop\\bin",
+                RuntimePlatform.WindowsEditor);
+
+            Assert.That(
+                result,
+                Is.EqualTo("C:\\Users\\ExampleUser\\Programs\\uloop\\bin;C:\\npm;C:\\Tools"));
+        }
+
         [Test]
         public void BuildPathWithInstallDirectory_OnMacPrependsMissingNativeInstallDir()
         {
diff --git a/Packages/src/Editor/Infrastructure/CLI/NativeCliInstallPathResolver.cs b/Packages/src/Editor/Infrastructure/CLI/NativeCliInstallPathResolver.cs
index 9661180f47..10c7be305c 100644
--- a/Packages/src/Editor/Infrastructure/CLI/NativeCliInstallPathResolver.cs
+++ b/Packages/src/Editor/Infrastructure/CLI/NativeCliInstallPathResolver.cs
@@ -43,10 +43,15 @@ internal static string BuildPathWithInstallDirectory(
                 new[] { separator },
                 StringSplitOptions.RemoveEmptyEntries);
             StringComparison comparison = GetPathComparison(platform);
+            string normalizedInstallDirectory = NormalizePathForComparison(installDirectory, platform);
             StringBuilder builder = new(installDirectory);
             foreach (string entry in entries)
             {
-                if (string.Equals(entry, installDirectory, comparison))
+                if (!string.IsNullOrWhiteSpace(entry)
+                    && string.Equals(
+                        NormalizePathForComparison(entry, platform),
+                        normalizedInstallDirectory,
+                        comparison))
                 {
                     continue;
                 }