diff --git a/changes/1823.misc.rst b/changes/1823.misc.rst
new file mode 100644
index 000000000..8708d462b
--- /dev/null
+++ b/changes/1823.misc.rst
@@ -0,0 +1 @@
+Fixed failing tests on a Windows 11 development environment.
diff --git a/src/briefcase/console.py b/src/briefcase/console.py
index 4a2081f1f..06f1563a6 100644
--- a/src/briefcase/console.py
+++ b/src/briefcase/console.py
@@ -536,7 +536,7 @@ def is_interactive(self):
         should be specifically disabled in non-interactive sessions.
         """
         # `sys.__stdout__` is used because Rich captures and redirects `sys.stdout`
-        return sys.__stdout__.isatty()
+        return os.isatty(sys.__stdout__.fileno())
 
     @property
     def is_color_enabled(self):
diff --git a/tests/console/conftest.py b/tests/console/conftest.py
index c1ec12941..52bd89683 100644
--- a/tests/console/conftest.py
+++ b/tests/console/conftest.py
@@ -1,4 +1,4 @@
-import sys
+import os
 from unittest import mock
 
 import pytest
@@ -11,7 +11,7 @@ def console(monkeypatch) -> Console:
     console = Console()
     console.input = mock.MagicMock(spec_set=input)
     # default console is always interactive
-    monkeypatch.setattr(sys.__stdout__, "isatty", lambda: True)
+    monkeypatch.setattr(os, "isatty", lambda _: True)
     return console
 
 
@@ -24,5 +24,5 @@ def disabled_console() -> Console:
 
 @pytest.fixture
 def non_interactive_console(console, monkeypatch) -> Console:
-    monkeypatch.setattr(sys.__stdout__, "isatty", lambda: False)
+    monkeypatch.setattr(os, "isatty", lambda _: False)
     yield console