diff --git a/.github/scripts/dependency_age.py b/.github/scripts/dependency_age.py
index ff3a46adde4..67d9a76152f 100644
--- a/.github/scripts/dependency_age.py
+++ b/.github/scripts/dependency_age.py
@@ -439,7 +439,7 @@ def validate_lockfiles(args: argparse.Namespace) -> int:
             elif published_at > cutoff:
                 hours_remaining = int((published_at - cutoff).total_seconds() / 3600) + 1
                 group_id, artifact_id, version = gav.split(":", 2)
-                baseline_version = next((c[len(f"{group_id}:{artifact_id}:"):] for c in baseline_coords if c.startswith(f"{group_id}:{artifact_id}:")), None)
+                baseline_version = highest_baseline_version(baseline_coords, group_id, artifact_id)
                 eligible = find_eligible_version(
                     group_id=group_id, artifact_id=artifact_id,
                     too_new_version=version, baseline_version=baseline_version,
@@ -678,6 +678,15 @@ def fetch_available_versions(group_id: str, artifact_id: str, repo_urls: list[st
     return []
 
 
+# select the highest baseline version of group:artifact present in a lockfile.
+def highest_baseline_version(baseline_coords: set[str], group_id: str, artifact_id: str) -> str | None:
+    prefix = f"{group_id}:{artifact_id}:"
+    versions = [coord[len(prefix):] for coord in baseline_coords if coord.startswith(prefix)]
+    if not versions:
+        return None
+    return max(versions, key=_version_sort_key)
+
+
 # for a too-new coordinate, walk backward through available versions to find the newest one
 # that meets the age cutoff and is newer than the baseline version
 def find_eligible_version(
diff --git a/.github/scripts/tests/test_dependency_age.py b/.github/scripts/tests/test_dependency_age.py
index 6813497e11a..0ceef182d71 100644
--- a/.github/scripts/tests/test_dependency_age.py
+++ b/.github/scripts/tests/test_dependency_age.py
@@ -1,3 +1,6 @@
+import argparse
+import contextlib
+import io
 import json
 import os
 import re
@@ -6,7 +9,9 @@
 import sys
 import tempfile
 import unittest
+from datetime import datetime, timezone
 from pathlib import Path
+from unittest import mock
 
 REPO_ROOT = Path(__file__).resolve().parents[3]
 SCRIPT = REPO_ROOT / ".github/scripts/dependency_age.py"
@@ -469,6 +474,24 @@ def test_summary_groups_outcomes_into_sections(self) -> None:
         self.assertIn("com.example:update-lib:4.0.0", updated_block)
         self.assertIn("updated to `3.9.0`", updated_block)
 
+    def test_highest_baseline_version_picks_newest_of_coexisting_pins(self) -> None:
+        # A single lockfile can pin the same artifact at several versions (one per Gradle
+        # configuration). The baseline should be the newest so that only versions higher than
+        # the highest existing version are considered upgrades.
+        baseline_coords = {
+            "ch.qos.logback:logback-core:1.1.11",
+            "ch.qos.logback:logback-core:1.2.13",
+            "ch.qos.logback:logback-core:1.5.34",
+            "com.example:unrelated:9.9.9",
+        }
+        self.assertEqual(
+            dependency_age.highest_baseline_version(baseline_coords, "ch.qos.logback", "logback-core"),
+            "1.5.34",
+        )
+        self.assertIsNone(
+            dependency_age.highest_baseline_version(baseline_coords, "ch.qos.logback", "logback-classic")
+        )
+
     def test_summary_omits_empty_sections(self) -> None:
         # only too-new violations -> only the "reverted" section should appear
         summary = dependency_age.build_validation_summary(