diff --git a/test/TEST-27-STDOUTFILE/Makefile b/test/TEST-27-STDOUTFILE/Makefile
new file mode 120000
index 0000000000..e9f93b1104
--- /dev/null
+++ b/test/TEST-27-STDOUTFILE/Makefile
@@ -0,0 +1 @@
+../TEST-01-BASIC/Makefile
\ No newline at end of file
diff --git a/test/TEST-27-STDOUTFILE/test.sh b/test/TEST-27-STDOUTFILE/test.sh
new file mode 100755
index 0000000000..724dbef231
--- /dev/null
+++ b/test/TEST-27-STDOUTFILE/test.sh
@@ -0,0 +1,52 @@
+#!/bin/bash
+# -*- mode: shell-script; indent-tabs-mode: nil; sh-basic-offset: 4; -*-
+# ex: ts=8 sw=4 sts=4 et filetype=sh
+set -e
+TEST_DESCRIPTION="test StandardOutput=file:"
+
+. $TEST_BASE_DIR/test-functions
+
+test_setup() {
+    create_empty_image
+    mkdir -p $TESTDIR/root
+    mount ${LOOPDEV}p1 $TESTDIR/root
+
+    (
+        LOG_LEVEL=5
+        eval $(udevadm info --export --query=env --name=${LOOPDEV}p2)
+
+        inst_binary cmp
+
+        setup_basic_environment
+
+        # mask some services that we do not want to run in these tests
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-hwdb-update.service
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-journal-catalog-update.service
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-networkd.service
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-networkd.socket
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-resolved.service
+        ln -fs /dev/null $initdir/etc/systemd/system/systemd-machined.service
+
+        # setup the testsuite service
+        cat >$initdir/etc/systemd/system/testsuite.service <<EOF
+[Unit]
+Description=Testsuite service
+
+[Service]
+ExecStart=/testsuite.sh
+Type=oneshot
+StandardOutput=tty
+StandardError=tty
+NotifyAccess=all
+EOF
+        cp testsuite.sh $initdir/
+
+        setup_testsuite
+    ) || return 1
+    setup_nspawn_root
+
+    ddebug "umount $TESTDIR/root"
+    umount $TESTDIR/root
+}
+
+do_test "$@"
diff --git a/test/TEST-27-STDOUTFILE/testsuite.sh b/test/TEST-27-STDOUTFILE/testsuite.sh
new file mode 100755
index 0000000000..75559e03e5
--- /dev/null
+++ b/test/TEST-27-STDOUTFILE/testsuite.sh
@@ -0,0 +1,40 @@
+#!/bin/bash
+# -*- mode: shell-script; indent-tabs-mode: nil; sh-basic-offset: 4; -*-
+# ex: ts=8 sw=4 sts=4 et filetype=sh
+set -ex
+set -o pipefail
+
+systemd-analyze set-log-level debug
+systemd-analyze set-log-target console
+
+systemd-run --unit=one -p StandardOutput=file:/tmp/stdout -p StandardError=file:/tmp/stderr -p Type=exec sh -c 'echo x ; echo y >&2'
+cmp /tmp/stdout <<EOF
+x
+EOF
+cmp /tmp/stderr <<EOF
+y
+EOF
+
+systemd-run --unit=two -p StandardOutput=file:/tmp/stdout -p StandardError=file:/tmp/stderr -p Type=exec sh -c 'echo z ; echo a >&2'
+cmp /tmp/stdout <<EOF
+z
+EOF
+cmp /tmp/stderr <<EOF
+a
+EOF
+
+systemd-run --unit=three -p StandardOutput=append:/tmp/stdout -p StandardError=append:/tmp/stderr -p Type=exec sh -c 'echo b ; echo c >&2'
+cmp /tmp/stdout <<EOF
+z
+b
+EOF
+cmp /tmp/stderr <<EOF
+a
+c
+EOF
+
+systemd-analyze set-log-level info
+
+echo OK > /testok
+
+exit 0