diff --git a/src/Xamarin.Android.Tools.AndroidSdk/ProcessUtils.cs b/src/Xamarin.Android.Tools.AndroidSdk/ProcessUtils.cs
index d002730..00074a7 100644
--- a/src/Xamarin.Android.Tools.AndroidSdk/ProcessUtils.cs
+++ b/src/Xamarin.Android.Tools.AndroidSdk/ProcessUtils.cs
@@ -173,8 +173,15 @@ internal static IEnumerable<string> FindExecutablesInPath (string executable)
 
 		internal static IEnumerable<string> FindExecutablesInDirectory (string dir, string executable)
 		{
+			if (!Directory.Exists (dir))
+				yield break;
 			foreach (var exe in ExecutableFiles (executable)) {
-				var exePath = Path.Combine (dir, exe);
+				string exePath;
+				try {
+					exePath = Path.Combine (dir, exe);
+				} catch (ArgumentException) {
+					continue;
+				}
 				if (File.Exists (exePath))
 					yield return exePath;
 			}
diff --git a/src/Xamarin.Android.Tools.AndroidSdk/Sdks/AndroidSdkBase.cs b/src/Xamarin.Android.Tools.AndroidSdk/Sdks/AndroidSdkBase.cs
index cd6c984..6aa64b8 100644
--- a/src/Xamarin.Android.Tools.AndroidSdk/Sdks/AndroidSdkBase.cs
+++ b/src/Xamarin.Android.Tools.AndroidSdk/Sdks/AndroidSdkBase.cs
@@ -292,9 +292,14 @@ static string GetExecutablePath (string? dir, string exe)
 			if (string.IsNullOrEmpty (dir))
 				return exe;
 
-			foreach (var e in ProcessUtils.ExecutableFiles (exe))
-				if (File.Exists (Path.Combine (dir, e)))
-					return e;
+			foreach (var e in ProcessUtils.ExecutableFiles (exe)) {
+				try {
+					if (File.Exists (Path.Combine (dir, e)))
+						return e;
+				} catch (ArgumentException) {
+					continue;
+				}
+			}
 			return exe;
 		}
 	}
diff --git a/tests/Xamarin.Android.Tools.AndroidSdk-Tests/AndroidSdkInfoTests.cs b/tests/Xamarin.Android.Tools.AndroidSdk-Tests/AndroidSdkInfoTests.cs
index 54dc353..d195092 100644
--- a/tests/Xamarin.Android.Tools.AndroidSdk-Tests/AndroidSdkInfoTests.cs
+++ b/tests/Xamarin.Android.Tools.AndroidSdk-Tests/AndroidSdkInfoTests.cs
@@ -146,6 +146,50 @@ public void Ndk_PathInSdk()
 			}
 		}
 
+		[Test]
+		public void Ndk_Path_InvalidChars ()
+		{
+			CreateSdks (out string root, out string jdk, out string ndk, out string sdk);
+
+			Action<TraceLevel, string> logger = (level, message) => {
+				Console.WriteLine ($"[{level}] {message}");
+				if (level == TraceLevel.Error)
+					Assert.Fail (message);
+			};
+
+			var oldPath = Environment.GetEnvironmentVariable ("PATH");
+			try {
+				Environment.SetEnvironmentVariable ("PATH", "\"C:\\IHAVEQUOTES\\\"");
+				// Check that this doesn't throw
+				new AndroidSdkInfo (logger, androidSdkPath: sdk, androidNdkPath: null, javaSdkPath: jdk);
+			} finally {
+				Environment.SetEnvironmentVariable ("PATH", oldPath);
+				Directory.Delete (root, recursive: true);
+			}
+		}
+
+		[Test]
+		public void Ndk_PathExt_InvalidChars ()
+		{
+			CreateSdks (out string root, out string jdk, out string ndk, out string sdk);
+
+			Action<TraceLevel, string> logger = (level, message) => {
+				Console.WriteLine ($"[{level}] {message}");
+				if (level == TraceLevel.Error)
+					Assert.Fail (message);
+			};
+
+			var oldPathExt = Environment.GetEnvironmentVariable ("PATHEXT");
+			try {
+				Environment.SetEnvironmentVariable ("PATHEXT", string.Join (Path.PathSeparator.ToString (), "\"", ".EXE", ".BAT"));
+				// Check that this doesn't throw
+				new AndroidSdkInfo (logger, androidSdkPath: sdk, androidNdkPath: null, javaSdkPath: jdk);
+			} finally {
+				Environment.SetEnvironmentVariable ("PATHEXT", oldPathExt);
+				Directory.Delete (root, recursive: true);
+			}
+		}
+
 		[Test]
 		public void Ndk_AndroidSdkDoesNotExist ()
 		{