diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_block_file/is_block_file.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_block_file/is_block_file.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_block_file/is_block_file.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_block_file/is_block_file.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_block_file(file_status s) noexcept
@@ -71,16 +69,25 @@
 
 TEST_CASE(test_is_block_file_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_block_file(file, ec) == false);
+    TEST_CHECK(is_block_file(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_block_file(file));
+    TEST_CHECK_THROW(filesystem_error, is_block_file(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_char_file/is_character_file.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_char_file/is_character_file.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_char_file/is_character_file.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_char_file/is_character_file.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_character_file(file_status s) noexcept
@@ -71,16 +69,25 @@
 
 TEST_CASE(test_is_character_file_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_character_file(file, ec) == false);
+    TEST_CHECK(is_character_file(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_character_file(file));
+    TEST_CHECK_THROW(filesystem_error, is_character_file(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_directory/is_directory.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_directory/is_directory.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_directory/is_directory.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_directory/is_directory.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_directory(file_status s) noexcept
@@ -79,16 +77,25 @@
 
 TEST_CASE(test_is_directory_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path dir2 = env.create_dir("dir/dir2");
+    const path p = env.create_dir("dir/dir2");
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_directory(dir2, ec) == false);
+    TEST_CHECK(is_directory(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_directory(dir2));
+    TEST_CHECK_THROW(filesystem_error, is_directory(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_empty/is_empty.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_empty/is_empty.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_empty/is_empty.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_empty/is_empty.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_empty(path const& p);
@@ -69,24 +67,42 @@
 
 TEST_CASE(test_is_empty_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path dir2 = env.create_dir("dir/dir2");
+    const path p = env.create_dir("dir/dir2");
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_empty(dir2, ec) == false);
+    TEST_CHECK(is_empty(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_empty(dir2));
+    TEST_CHECK_THROW(filesystem_error, is_empty(p));
 }
 
 TEST_CASE(test_directory_access_denied)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path dir = GetWindowsInaccessibleDir();
+    if (dir.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
     const path file1 = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec = GetTestEC();
     TEST_CHECK(is_empty(dir, ec) == false);
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_fifo/is_fifo.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_fifo/is_fifo.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_fifo/is_fifo.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_fifo/is_fifo.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_fifo(file_status s) noexcept
@@ -71,16 +69,25 @@
 
 TEST_CASE(test_is_fifo_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_fifo(file, ec) == false);
+    TEST_CHECK(is_fifo(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_fifo(file));
+    TEST_CHECK_THROW(filesystem_error, is_fifo(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_other/is_other.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_other/is_other.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_other/is_other.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_other/is_other.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_other(file_status s) noexcept
@@ -71,16 +69,25 @@
 
 TEST_CASE(test_is_other_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_other(file, ec) == false);
+    TEST_CHECK(is_other(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_other(file));
+    TEST_CHECK_THROW(filesystem_error, is_other(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_regular_file/is_regular_file.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_regular_file/is_regular_file.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_regular_file/is_regular_file.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_regular_file/is_regular_file.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_regular_file(file_status s) noexcept
@@ -74,16 +72,25 @@
 
 TEST_CASE(test_is_regular_file_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_regular_file(file, ec) == false);
+    TEST_CHECK(is_regular_file(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_regular_file(file));
+    TEST_CHECK_THROW(filesystem_error, is_regular_file(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_socket/is_socket.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_socket/is_socket.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_socket/is_socket.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_socket/is_socket.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_socket(file_status s) noexcept
@@ -71,16 +69,25 @@
 
 TEST_CASE(test_is_socket_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_socket(file, ec) == false);
+    TEST_CHECK(is_socket(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_socket(file));
+    TEST_CHECK_THROW(filesystem_error, is_socket(p));
 }
 
 TEST_SUITE_END()
diff --git a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_symlink/is_symlink.pass.cpp b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_symlink/is_symlink.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_symlink/is_symlink.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/fs.op.funcs/fs.op.is_symlink/is_symlink.pass.cpp
@@ -8,8 +8,6 @@
 
 // UNSUPPORTED: c++03
 
-// XFAIL: LIBCXX-WINDOWS-FIXME
-
 // <filesystem>
 
 // bool is_symlink(file_status s) noexcept
@@ -93,16 +91,25 @@
 
 TEST_CASE(test_is_symlink_fails)
 {
+#ifdef _WIN32
+    // Windows doesn't support setting perms::none to trigger failures
+    // reading directories; test using a special inaccessible directory
+    // instead.
+    const path p = GetWindowsInaccessibleDir();
+    if (p.empty())
+        TEST_UNSUPPORTED();
+#else
     scoped_test_env env;
     const path dir = env.create_dir("dir");
-    const path file = env.create_file("dir/file", 42);
+    const path p = env.create_file("dir/file", 42);
     permissions(dir, perms::none);
+#endif
 
     std::error_code ec;
-    TEST_CHECK(is_symlink(file, ec) == false);
+    TEST_CHECK(is_symlink(p, ec) == false);
     TEST_CHECK(ec);
 
-    TEST_CHECK_THROW(filesystem_error, is_symlink(file));
+    TEST_CHECK_THROW(filesystem_error, is_symlink(p));
 }
 
 TEST_SUITE_END()