diff --git a/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs b/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
index c51437bae4f2c..6448f7cc42d4b 100644
--- a/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
+++ b/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
@@ -61,7 +61,7 @@ public static partial class PlatformDetection
 
         // Windows Server 2022
         public static bool IsWindows10Version20348OrGreater => IsWindowsVersionOrLater(10, 0, 20348);
-
+        public static bool IsWindows10Version20348OrLower => IsWindowsVersionOrEarlier(10, 0, 20348);
 
         // Windows 11 aka 21H2
         public static bool IsWindows10Version22000OrGreater => IsWindowsVersionOrLater(10, 0, 22000);
@@ -179,6 +179,11 @@ internal static bool IsWindowsVersionOrLater(int major, int minor, int build = -
             return IsWindows && GetWindowsVersionObject() >= (build != -1 ? new Version(major, minor, build) : new Version(major, minor));
         }
 
+        internal static bool IsWindowsVersionOrEarlier(int major, int minor, int build = -1)
+        {
+            return IsWindows && GetWindowsVersionObject() <= (build != -1 ? new Version(major, minor, build) : new Version(major, minor));
+        }
+
         private static int s_isInAppContainer = -1;
         public static bool IsInAppContainer
         {
diff --git a/src/libraries/System.Net.Quic/tests/FunctionalTests/MsQuicTests.cs b/src/libraries/System.Net.Quic/tests/FunctionalTests/MsQuicTests.cs
index fe8a3eb1d9a2e..2876d33551a6c 100644
--- a/src/libraries/System.Net.Quic/tests/FunctionalTests/MsQuicTests.cs
+++ b/src/libraries/System.Net.Quic/tests/FunctionalTests/MsQuicTests.cs
@@ -105,9 +105,14 @@ public async Task ConnectWithCertificateChain()
             clientConnection.Dispose();
         }
 
-        [Fact]
+        [ConditionalFact]
         public async Task UntrustedClientCertificateFails()
         {
+            if (PlatformDetection.IsWindows10Version20348OrLower)
+            {
+                throw new SkipTestException("Client certificates are not supported on Windows Server 2022.");
+            }
+
             var listenerOptions = new QuicListenerOptions();
             listenerOptions.ListenEndPoint = new IPEndPoint(IPAddress.Loopback, 0);
             listenerOptions.ServerAuthenticationOptions = GetSslServerAuthenticationOptions();
@@ -334,11 +339,16 @@ public async Task ConnectWithCertificateForLoopbackIP_IndicatesExpectedError(str
             (QuicConnection clientConnection, QuicConnection serverConnection) = await CreateConnectedQuicConnection(clientOptions, listenerOptions);
         }
 
-        [Theory]
+        [ConditionalTheory]
         [InlineData(true)]
         [InlineData(false)]
         public async Task ConnectWithClientCertificate(bool sendCertificate)
         {
+            if (PlatformDetection.IsWindows10Version20348OrLower)
+            {
+                throw new SkipTestException("Client certificates are not supported on Windows Server 2022.");
+            }
+
             bool clientCertificateOK = false;
 
             var listenerOptions = new QuicListenerOptions();