diff --git a/packages/python-sdk/e2b/sandbox/_git/parse.py b/packages/python-sdk/e2b/sandbox/_git/parse.py
index e6cea693af..7ae83ce2c1 100644
--- a/packages/python-sdk/e2b/sandbox/_git/parse.py
+++ b/packages/python-sdk/e2b/sandbox/_git/parse.py
@@ -125,9 +125,7 @@ def parse_git_status(output: str) -> GitStatus:
         ahead_part = None if ahead_start == -1 else branch_info[ahead_start + 2 : -1]
         normalized_branch = _normalize_branch_name(branch_part)
         raw_branch = branch_part
-        is_detached = raw_branch.startswith("HEAD (detached at ") or (
-            "detached" in raw_branch
-        )
+        is_detached = raw_branch.startswith("HEAD (detached at ")
 
         if is_detached or normalized_branch.startswith("HEAD"):
             detached = True
diff --git a/packages/python-sdk/tests/bugs/test_parse_git_status_detached.py b/packages/python-sdk/tests/bugs/test_parse_git_status_detached.py
new file mode 100644
index 0000000000..4695af8bd4
--- /dev/null
+++ b/packages/python-sdk/tests/bugs/test_parse_git_status_detached.py
@@ -0,0 +1,11 @@
+from e2b.sandbox._git.parse import parse_git_status
+
+
+def test_upstream_with_detached_in_name_is_not_detached_head():
+    # Branch 'main' tracking 'origin/detached-work': NOT a detached HEAD.
+    # Previously "detached" in raw_branch caused a false positive.
+    output = "## main...origin/detached-work\n"
+    status = parse_git_status(output)
+    assert not status.detached
+    assert status.current_branch == "main"
+    assert status.upstream == "origin/detached-work"