diff --git a/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs b/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
index 266ddd4ca613b5..78778594782ebb 100644
--- a/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
+++ b/src/libraries/Common/tests/TestUtilities/System/PlatformDetection.Windows.cs
@@ -24,6 +24,7 @@ public static partial class PlatformDetection
         public static bool IsWindows8x => IsWindows && GetWindowsVersion() == 6 && (GetWindowsMinorVersion() == 2 || GetWindowsMinorVersion() == 3);
         public static bool IsWindows8xOrLater => IsWindowsVersionOrLater(6, 2);
         public static bool IsWindows10OrLater => IsWindowsVersionOrLater(10, 0);
+        public static bool IsWindowsServer2022 => IsWindows && IsNotWindowsNanoServer && GetWindowsVersion() == 10 && GetWindowsMinorVersion() == 0 && GetWindowsBuildVersion() == 20348;
         public static bool IsWindowsNanoServer => IsWindows && (IsNotWindowsIoTCore && GetWindowsInstallationType().Equals("Nano Server", StringComparison.OrdinalIgnoreCase));
         public static bool IsWindowsServerCore => IsWindows && GetWindowsInstallationType().Equals("Server Core", StringComparison.OrdinalIgnoreCase);
         public static int WindowsVersion => IsWindows ? (int)GetWindowsVersion() : -1;
@@ -170,6 +171,7 @@ internal static Version GetWindowsVersionObject()
 
         internal static uint GetWindowsVersion() => (uint)GetWindowsVersionObject().Major;
         internal static uint GetWindowsMinorVersion() => (uint)GetWindowsVersionObject().Minor;
+        internal static uint GetWindowsBuildVersion() => (uint)GetWindowsVersionObject().Build;
 
         internal static bool IsWindowsVersionOrLater(int major, int minor, int build = -1)
         {
diff --git a/src/libraries/System.Net.Http.WinHttpHandler/tests/FunctionalTests/BidirectionStreamingTest.cs b/src/libraries/System.Net.Http.WinHttpHandler/tests/FunctionalTests/BidirectionStreamingTest.cs
index 0277ca26e817a2..a395739ac95221 100644
--- a/src/libraries/System.Net.Http.WinHttpHandler/tests/FunctionalTests/BidirectionStreamingTest.cs
+++ b/src/libraries/System.Net.Http.WinHttpHandler/tests/FunctionalTests/BidirectionStreamingTest.cs
@@ -22,9 +22,9 @@ public BidirectionStreamingTest(ITestOutputHelper output) : base(output)
 
         // Build number suggested by the WinHttp team.
         // It can be reduced if bidirectional streaming is backported.
-        public static bool OsSupportsWinHttpBidirectionalStreaming => Environment.OSVersion.Version >= new Version(10, 0, 22357, 0);
+        public static bool OsSupportsWinHttpBidirectionalStreaming => Environment.OSVersion.Version >= new Version(10, 0, 22357, 0) || PlatformDetection.IsWindowsServer2022;
 
-        public static bool TestsEnabled => OsSupportsWinHttpBidirectionalStreaming && PlatformDetection.SupportsAlpn;
+        public static bool TestsEnabled => OsSupportsWinHttpBidirectionalStreaming && PlatformDetection.SupportsAlpn && !PlatformDetection.IsWindowsServer2022;
 
         public static bool TestsBackwardsCompatibilityEnabled => !OsSupportsWinHttpBidirectionalStreaming && PlatformDetection.SupportsAlpn;