diff --git a/flow/record/fieldtypes/__init__.py b/flow/record/fieldtypes/__init__.py
index 95f62b8b..ed1337f9 100644
--- a/flow/record/fieldtypes/__init__.py
+++ b/flow/record/fieldtypes/__init__.py
@@ -722,6 +722,16 @@ class posix_path(pathlib.PurePosixPath, path):
 class windows_path(pathlib.PureWindowsPath, path):
     def __repr__(self) -> str:
         s = str(self)
+        # Only use repr() if we have surrogates that need escaping
+        try:
+            s.encode("utf-8")
+        except UnicodeEncodeError:
+            # Has surrogates - use repr but fix the over-escaping
+            s = repr(s)[1:-1]  # This escapes surrogates as \udcXX
+            s = s.replace("\\\\", "\\")  # Fix double backslashes
+            s = s.replace("\\'", "'")  # Fix over-escaped quotes
+            s = s.replace('\\"', '"')  # Fix over-escaped double quotes
+
         quote = "'"
         if "'" in s:
             if '"' in s:
diff --git a/tests/record/test_record.py b/tests/record/test_record.py
index ff46904a..4a507de2 100644
--- a/tests/record/test_record.py
+++ b/tests/record/test_record.py
@@ -29,6 +29,7 @@
     set_ignored_fields_for_comparison,
 )
 from flow.record.exceptions import RecordDescriptorError
+from flow.record.fieldtypes import windows_path
 from flow.record.stream import RecordFieldRewriter
 
 if TYPE_CHECKING:
@@ -307,7 +308,7 @@ def isatty() -> bool:
     writer = RecordPrinter(getattr(sys.stdout, "buffer", sys.stdout))
     writer.write(record)
 
-    out, err = capsys.readouterr()
+    out, _ = capsys.readouterr()
     expected = "<test/a a_string='hello' common='world' a_count=10>\n"
     assert out == expected
 
@@ -317,9 +318,13 @@ def test_record_printer_stdout_surrogateescape(capsys: pytest.CaptureFixture) ->
         "test/a",
         [
             ("string", "name"),
+            ("path", "value"),
         ],
     )
-    record = Record(b"R\xc3\xa9\xeamy")
+    record = Record(
+        b"R\xc3\xa9\xeamy",
+        windows_path(b"\x43\x3a\x5c\xc3\xa4\xc3\x84\xe4".decode(errors="surrogateescape")),
+    )
 
     # fake capsys to be a tty.
     def isatty() -> bool:
@@ -330,8 +335,8 @@ def isatty() -> bool:
     writer = RecordPrinter(getattr(sys.stdout, "buffer", sys.stdout))
     writer.write(record)
 
-    out, err = capsys.readouterr()
-    expected = "<test/a name='Ré\\udceamy'>\n"
+    out, _ = capsys.readouterr()
+    expected = "<test/a name='Ré\\udceamy' value='C:\\äÄ\\udce4'>\n"
     assert out == expected