diff --git a/beets/util/__init__.py b/beets/util/__init__.py
index fd998ddef..e12264b9d 100644
--- a/beets/util/__init__.py
+++ b/beets/util/__init__.py
@@ -644,7 +644,7 @@ def unique_path(path: AnyStr) -> AnyStr:
 
     byte_path = os.fsencode(path)
     base, ext = os.path.splitext(byte_path)
-    match = re.search(rb"\.(\d)+$", base)
+    match = re.search(rb"\.(\d+)$", base)
     if match:
         num = int(match.group(1))
         base = base[: match.start()]
diff --git a/docs/changelog.rst b/docs/changelog.rst
index 75bb94499..bfb97468d 100644
--- a/docs/changelog.rst
+++ b/docs/changelog.rst
@@ -19,6 +19,10 @@ Bug fixes
 - A date range query written back to front (for example ``added:2024..2020``) no
   longer crashes with an uncaught ``ValueError``. The endpoints are now swapped,
   so such a range means the same as ``added:2020..2024``.
+- Deduplicating a file whose name already ends in a counter of two or more
+  digits no longer restarts the numbering: ``track.10.mp3`` now yields
+  ``track.11.mp3`` instead of ``track.1.mp3``. The counter was matched with
+  ``\.(\d)+$``, which captures only the final digit.
 
 ..
     For plugin developers
diff --git a/test/test_util.py b/test/test_util.py
index f2c9f5c4b..f08d9b47a 100644
--- a/test/test_util.py
+++ b/test/test_util.py
@@ -428,6 +428,11 @@ class UniquePathTest(BeetsTestCase):
         path = util.unique_path(self.base / "x.1.mp3")
         assert path == str(self.base / "x.3.mp3")
 
+    def test_conflicting_file_with_multi_digit_number_increases_number(self):
+        (self.base / "w.10.mp3").touch()
+        path = util.unique_path(self.base / "w.10.mp3")
+        assert path == str(self.base / "w.11.mp3")
+
 
 class MkDirAllTest(BeetsTestCase):
     def test_mkdirall(self):