diff --git a/modules/caddyhttp/fileserver/matcher_test.go b/modules/caddyhttp/fileserver/matcher_test.go
index 36483fcd9..4342d5d31 100644
--- a/modules/caddyhttp/fileserver/matcher_test.go
+++ b/modules/caddyhttp/fileserver/matcher_test.go
@@ -20,7 +20,9 @@ import (
 	"net/http/httptest"
 	"net/url"
 	"os"
+	"path/filepath"
 	"runtime"
+	"strings"
 	"testing"
 
 	"github.com/caddyserver/caddy/v2"
@@ -28,6 +30,13 @@ import (
 	"github.com/caddyserver/caddy/v2/modules/caddyhttp"
 )
 
+type testCase struct {
+	path         string
+	expectedPath string
+	expectedType string
+	matched      bool
+}
+
 func TestFileMatcher(t *testing.T) {
 	// Windows doesn't like colons in files names
 	isWindows := runtime.GOOS == "windows"
@@ -45,12 +54,7 @@ func TestFileMatcher(t *testing.T) {
 		f.Close()
 	}
 
-	for i, tc := range []struct {
-		path         string
-		expectedPath string
-		expectedType string
-		matched      bool
-	}{
+	for i, tc := range []testCase{
 		{
 			path:         "/foo.txt",
 			expectedPath: "/foo.txt",
@@ -115,51 +119,72 @@ func TestFileMatcher(t *testing.T) {
 			expectedType: "file",
 			matched:      !isWindows,
 		},
-		{
-			path:         "/foodir/secr%5Cet.txt",
-			expectedPath: "/foodir/secr\\et.txt",
-			expectedType: "file",
-			matched:      true,
-		},
 	} {
-		m := &MatchFile{
-			fsmap:    &filesystems.FileSystemMap{},
-			Root:     "./testdata",
-			TryFiles: []string{"{http.request.uri.path}", "{http.request.uri.path}/"},
-		}
+		fileMatcherTest(t, i, tc)
+	}
+}
 
-		u, err := url.Parse(tc.path)
-		if err != nil {
-			t.Errorf("Test %d: parsing path: %v", i, err)
-		}
+func TestFileMatcherNonWindows(t *testing.T) {
+	if runtime.GOOS == "windows" {
+		return
+	}
 
-		req := &http.Request{URL: u}
-		repl := caddyhttp.NewTestReplacer(req)
+	// this is impossible to test on Windows, but tests a security patch for other platforms
+	tc := testCase{
+		path:         "/foodir/secr%5Cet.txt",
+		expectedPath: "/foodir/secr\\et.txt",
+		expectedType: "file",
+		matched:      true,
+	}
 
-		result, err := m.MatchWithError(req)
-		if err != nil {
-			t.Errorf("Test %d: unexpected error: %v", i, err)
-		}
-		if result != tc.matched {
-			t.Errorf("Test %d: expected match=%t, got %t", i, tc.matched, result)
-		}
+	f, err := os.Create(filepath.Join("testdata", strings.TrimPrefix(tc.expectedPath, "/")))
+	if err != nil {
+		t.Fatalf("could not create test file: %v", err)
+	}
+	defer f.Close()
+	defer os.Remove(f.Name())
 
-		rel, ok := repl.Get("http.matchers.file.relative")
-		if !ok && result {
-			t.Errorf("Test %d: expected replacer value", i)
-		}
-		if !result {
-			continue
-		}
+	fileMatcherTest(t, 0, tc)
+}
 
-		if rel != tc.expectedPath {
-			t.Errorf("Test %d: actual path: %v, expected: %v", i, rel, tc.expectedPath)
-		}
+func fileMatcherTest(t *testing.T, i int, tc testCase) {
+	m := &MatchFile{
+		fsmap:    &filesystems.FileSystemMap{},
+		Root:     "./testdata",
+		TryFiles: []string{"{http.request.uri.path}", "{http.request.uri.path}/"},
+	}
 
-		fileType, _ := repl.Get("http.matchers.file.type")
-		if fileType != tc.expectedType {
-			t.Errorf("Test %d: actual file type: %v, expected: %v", i, fileType, tc.expectedType)
-		}
+	u, err := url.Parse(tc.path)
+	if err != nil {
+		t.Errorf("Test %d: parsing path: %v", i, err)
+	}
+
+	req := &http.Request{URL: u}
+	repl := caddyhttp.NewTestReplacer(req)
+
+	result, err := m.MatchWithError(req)
+	if err != nil {
+		t.Errorf("Test %d: unexpected error: %v", i, err)
+	}
+	if result != tc.matched {
+		t.Errorf("Test %d: expected match=%t, got %t", i, tc.matched, result)
+	}
+
+	rel, ok := repl.Get("http.matchers.file.relative")
+	if !ok && result {
+		t.Errorf("Test %d: expected replacer value", i)
+	}
+	if !result {
+		return
+	}
+
+	if rel != tc.expectedPath {
+		t.Errorf("Test %d: actual path: %v, expected: %v", i, rel, tc.expectedPath)
+	}
+
+	fileType, _ := repl.Get("http.matchers.file.type")
+	if fileType != tc.expectedType {
+		t.Errorf("Test %d: actual file type: %v, expected: %v", i, fileType, tc.expectedType)
 	}
 }
 
diff --git "a/modules/caddyhttp/fileserver/testdata/foodir/secr\\et.txt" "b/modules/caddyhttp/fileserver/testdata/foodir/secr\\et.txt"
deleted file mode 100644
index e69de29bb..000000000