diff --git a/assets/settings/default.json b/assets/settings/default.json
index b193c0f60d0087972381f4f85f2b864b52fdbc7d..6593c3b192cb9ac388c67170fe20787bdbcf1bbc 100644
--- a/assets/settings/default.json
+++ b/assets/settings/default.json
@@ -1831,8 +1831,8 @@
         "    (",
         "        # multi-char path: first char (not opening delimiter, space, or box drawing char)",
         "        [^({\\[<\"'`\\ \\u2500-\\u257F]",
-        "        # middle chars: non-space, and colon/paren only if not followed by digit/paren",
-        "        ([^\\ :(]|[:(][^0-9()])*",
+        "        # middle chars: non-space, and colon/paren only if not followed by digit/paren/space",
+        "        ([^\\ :(]|[:(][^0-9()\\ ])*",
         "        # last char: not closing delimiter or colon",
         "        [^()}\\]>\"'`.,;:\\ ]",
         "    |",
diff --git a/crates/terminal/src/terminal_hyperlinks.rs b/crates/terminal/src/terminal_hyperlinks.rs
index d239f680f9e2ecbd3d320e731d3cc74303a552ed..0ca6cb2edd916019a4a7822830faa1fdfaa238f3 100644
--- a/crates/terminal/src/terminal_hyperlinks.rs
+++ b/crates/terminal/src/terminal_hyperlinks.rs
@@ -905,6 +905,18 @@ mod tests {
                 );
             }
 
+            #[test]
+            // <https://github.com/zed-industries/zed/issues/50531>
+            fn issue_50531() {
+                // Paths preceded by "N:" prefix (e.g. grep output line numbers)
+                // should still be clickable
+                test_path!("0: ‹«foo/👉bar.txt»›");
+                test_path!("0: ‹«👉foo/bar.txt»›");
+                test_path!("42: ‹«👉foo/bar.txt»›");
+                test_path!("1: ‹«/👉test/cool.rs»›");
+                test_path!("1: ‹«/👉test/cool.rs»:«4»:«2»›");
+            }
+
             #[test]
             // <https://github.com/zed-industries/zed/issues/46795>
             fn issue_46795() {