diff --git a/src/System.Management.Automation/engine/ExperimentalFeature/ExperimentalFeature.cs b/src/System.Management.Automation/engine/ExperimentalFeature/ExperimentalFeature.cs
index 25d9b6e2743..1ddc7adca24 100644
--- a/src/System.Management.Automation/engine/ExperimentalFeature/ExperimentalFeature.cs
+++ b/src/System.Management.Automation/engine/ExperimentalFeature/ExperimentalFeature.cs
@@ -24,6 +24,7 @@ public class ExperimentalFeature
         internal const string PSModuleAutoLoadSkipOfflineFilesFeatureName = "PSModuleAutoLoadSkipOfflineFiles";
         internal const string PSFeedbackProvider = "PSFeedbackProvider";
         internal const string PSCommandWithArgs = "PSCommandWithArgs";
+        internal const string PSNativeWindowsTildeExpansion = nameof(PSNativeWindowsTildeExpansion);
 
         #endregion
 
@@ -124,6 +125,10 @@ static ExperimentalFeature()
                 new ExperimentalFeature(
                     name: PSCommandWithArgs,
                     description: "Enable `-CommandWithArgs` parameter for pwsh"),
+                new ExperimentalFeature(
+                    name: PSNativeWindowsTildeExpansion,
+                    description: "On windows, expand unquoted tilde (`~`) with the user's current home folder."
+                )
             };
 
             EngineExperimentalFeatures = new ReadOnlyCollection<ExperimentalFeature>(engineFeatures);
diff --git a/src/System.Management.Automation/engine/NativeCommandParameterBinder.cs b/src/System.Management.Automation/engine/NativeCommandParameterBinder.cs
index 7149f0a2e40..0124b01332c 100644
--- a/src/System.Management.Automation/engine/NativeCommandParameterBinder.cs
+++ b/src/System.Management.Automation/engine/NativeCommandParameterBinder.cs
@@ -328,7 +328,7 @@ private void AppendOneNativeArgument(ExecutionContext context, CommandParameterI
         }
 
         /// <summary>
-        /// On Windows, just append <paramref name="arg"/>.
+        /// On Windows, do tilde expansion, otherwise just append <paramref name="arg"/>.
         /// On Unix, do globbing as appropriate, otherwise just append <paramref name="arg"/>.
         /// </summary>
         /// <param name="arg">The argument that possibly needs expansion.</param>
@@ -400,23 +400,20 @@ private void PossiblyGlobArg(string arg, CommandParameterInternal parameter, boo
             {
                 // Even if there are no wildcards, we still need to possibly
                 // expand ~ into the filesystem provider home directory path
-                ProviderInfo fileSystemProvider = Context.EngineSessionState.GetSingleProvider(FileSystemProvider.ProviderName);
-                string home = fileSystemProvider.Home;
-                if (string.Equals(arg, "~"))
+                if (ExpandTilde(arg, parameter))
                 {
-                    _arguments.Append(home);
-                    AddToArgumentList(parameter, home);
                     argExpanded = true;
                 }
-                else if (arg.StartsWith("~/", StringComparison.OrdinalIgnoreCase))
+            }
+#else
+            if (!usedQuotes && ExperimentalFeature.IsEnabled(ExperimentalFeature.PSNativeWindowsTildeExpansion))
+            {
+                if (ExpandTilde(arg, parameter))
                 {
-                    var replacementString = string.Concat(home, arg.AsSpan(1));
-                    _arguments.Append(replacementString);
-                    AddToArgumentList(parameter, replacementString);
                     argExpanded = true;
                 }
             }
-#endif // UNIX
+#endif
 
             if (!argExpanded)
             {
@@ -425,6 +422,33 @@ private void PossiblyGlobArg(string arg, CommandParameterInternal parameter, boo
             }
         }
 
+        /// <summary>
+        /// Replace tilde for unquoted arguments in the form ~ and ~/. For windows, ~\ is also expanded.
+        /// </summary>
+        /// <param name="arg">The argument that possibly needs expansion.</param>
+        /// <param name="parameter">The parameter associated with the operation.</param>
+        /// <returns>True if tilde expansion occurred.</returns>
+        private bool ExpandTilde(string arg, CommandParameterInternal parameter)
+        {
+            var fileSystemProvider = Context.EngineSessionState.GetSingleProvider(FileSystemProvider.ProviderName);
+            var home = fileSystemProvider.Home;
+            if (string.Equals(arg, "~"))
+            {
+                _arguments.Append(home);
+                AddToArgumentList(parameter, home);
+                return true;
+            }
+            else if (arg.StartsWith("~/") || (OperatingSystem.IsWindows() && arg.StartsWith(@"~\")))
+            {
+                var replacementString = string.Concat(home, arg.AsSpan(1));
+                _arguments.Append(replacementString);
+                AddToArgumentList(parameter, replacementString);
+                return true;
+            }
+
+            return false;
+        }
+
         /// <summary>
         /// Check to see if the string contains spaces and therefore must be quoted.
         /// </summary>
diff --git a/test/powershell/Language/Scripting/NativeExecution/NativeWindowsTildeExpansion.Tests.ps1 b/test/powershell/Language/Scripting/NativeExecution/NativeWindowsTildeExpansion.Tests.ps1
new file mode 100644
index 00000000000..04156099fa4
--- /dev/null
+++ b/test/powershell/Language/Scripting/NativeExecution/NativeWindowsTildeExpansion.Tests.ps1
@@ -0,0 +1,32 @@
+# Copyright (c) Microsoft Corporation.
+# Licensed under the MIT License.
+
+Describe 'Native Windows tilde expansion tests' -tags "CI" {
+    BeforeAll {
+        $originalDefaultParams = $PSDefaultParameterValues.Clone()
+        $PSDefaultParameterValues["it:skip"] = -Not $IsWindows
+        $EnabledExperimentalFeatures.Contains('PSNativeWindowsTildeExpansion') | Should -BeTrue
+    }
+
+    AfterAll {
+        $global:PSDefaultParameterValues = $originalDefaultParams
+    }
+
+    # Test ~ expansion
+    It 'Tilde should be replaced by the filesystem provider home directory' {
+        cmd /c echo ~ | Should -BeExactly ($ExecutionContext.SessionState.Provider.Get("FileSystem").Home)
+    }
+    # Test ~ expansion with a path fragment (e.g. ~/foo)
+    It '~/foo should be replaced by the <filesystem provider home directory>/foo' {
+        cmd /c echo ~/foo | Should -BeExactly "$($ExecutionContext.SessionState.Provider.Get("FileSystem").Home)/foo"
+        cmd /c echo ~\foo | Should -BeExactly "$($ExecutionContext.SessionState.Provider.Get("FileSystem").Home)\foo"
+    }
+	It '~ should not be replaced when quoted' {
+		cmd /c echo '~' | Should -BeExactly '~'
+		cmd /c echo "~" | Should -BeExactly '~'
+		cmd /c echo '~/foo' | Should -BeExactly '~/foo'
+		cmd /c echo "~/foo" | Should -BeExactly '~/foo'
+        cmd /c echo '~\foo' | Should -BeExactly '~\foo'
+		cmd /c echo "~\foo" | Should -BeExactly '~\foo'
+	}
+}
diff --git a/test/tools/TestMetadata.json b/test/tools/TestMetadata.json
index 66dc8572d37..cd94ce83a79 100644
--- a/test/tools/TestMetadata.json
+++ b/test/tools/TestMetadata.json
@@ -2,6 +2,7 @@
   "ExperimentalFeatures": {
     "ExpTest.FeatureOne": [ "test/powershell/engine/ExperimentalFeature/ExperimentalFeature.Basic.Tests.ps1" ],
     "PSCultureInvariantReplaceOperator": [ "test/powershell/Language/Operators/ReplaceOperator.Tests.ps1" ],
-    "Microsoft.PowerShell.Utility.PSManageBreakpointsInRunspace": [ "test/powershell/Modules/Microsoft.PowerShell.Utility/RunspaceBreakpointManagement.Tests.ps1" ]
+    "Microsoft.PowerShell.Utility.PSManageBreakpointsInRunspace": [ "test/powershell/Modules/Microsoft.PowerShell.Utility/RunspaceBreakpointManagement.Tests.ps1" ],
+    "PSNativeWindowsTildeExpansion": [ "test/powershell/Language/Scripting/NativeExecution/NativeWindowsTildeExpansion.Tests.ps1" ]
   }
 }