diff --git a/internal/telegram/files.go b/internal/telegram/files.go
index b9dbd46..1085fb5 100644
--- a/internal/telegram/files.go
+++ b/internal/telegram/files.go
@@ -160,8 +160,8 @@ func (c *Client) DownloadFileSync(key string) (*File, error) {
 	}
 
 	name := fmt.Sprintf("%s_%s",
-		strings.NewReplacer(":", "_", "/", "_").Replace(key),
-		filepath.Base(entry.name))
+		sanitizeDownloadFileName(key),
+		sanitizeDownloadFileName(entry.name))
 	path := filepath.Join(c.config.Storage.FilesDir, name)
 
 	ctx := context.Background()
@@ -175,6 +175,24 @@ func (c *Client) DownloadFileSync(key string) (*File, error) {
 	return file, nil
 }
 
+// sanitizeDownloadFileName makes Telegram-provided names safe on Windows too.
+// Photo registry names contain ':' by design, and document names are remote
+// input, so both halves of the generated local name must be sanitized.
+func sanitizeDownloadFileName(name string) string {
+	name = filepath.Base(name)
+	name = strings.Map(func(r rune) rune {
+		if r < 32 || strings.ContainsRune(`<>:"/\|?*`, r) {
+			return '_'
+		}
+		return r
+	}, name)
+	name = strings.TrimRight(name, " .")
+	if name == "" {
+		return "download"
+	}
+	return name
+}
+
 // inputPeer resolves a canonical chat ID to a tg InputPeer
 // via the peers manager (handles access hashes).
 func (c *Client) inputPeer(ctx context.Context, chatID int64) (tg.InputPeerClass, error) {
diff --git a/internal/telegram/files_test.go b/internal/telegram/files_test.go
new file mode 100644
index 0000000..018bd0f
--- /dev/null
+++ b/internal/telegram/files_test.go
@@ -0,0 +1,16 @@
+package telegram
+
+import "testing"
+
+func TestSanitizeDownloadFileName(t *testing.T) {
+	tests := map[string]string{
+		"photo:5211047124492479647:y.jpg": "photo_5211047124492479647_y.jpg",
+		`question<1>:"draft"?.pdf`:        "question_1___draft__.pdf",
+		"trailing. ":                      "trailing",
+	}
+	for input, want := range tests {
+		if got := sanitizeDownloadFileName(input); got != want {
+			t.Errorf("sanitizeDownloadFileName(%q) = %q, want %q", input, got, want)
+		}
+	}
+}