diff --git a/src/dstack/_internal/cli/services/presets/agent.py b/src/dstack/_internal/cli/services/presets/agent.py
index 64cedcfa6..b92535db5 100644
--- a/src/dstack/_internal/cli/services/presets/agent.py
+++ b/src/dstack/_internal/cli/services/presets/agent.py
@@ -9,7 +9,7 @@
 from dataclasses import dataclass
 from datetime import datetime, timezone
 from pathlib import Path
-from typing import Any, AsyncIterator, Callable, Literal, Optional, Sequence, get_args
+from typing import Any, AsyncIterator, Callable, Iterable, Literal, Optional, Sequence, get_args
 
 import psutil
 from pydantic import ValidationError
@@ -314,10 +314,16 @@ def agent_alive() -> bool:
                 offset_store=offset_store,
             )
         )
+        descendants = _process_descendants(proc.pid)
+        descendant_watcher = asyncio.create_task(_watch_process_descendants(proc.pid, descendants))
         try:
             returncode = await proc.wait()
             output = await collect_task
         finally:
+            descendant_watcher.cancel()
+            with suppress(asyncio.CancelledError):
+                await descendant_watcher
+            _terminate_processes(descendants.values())
             # Never leave the collector orphaned when an await above raises
             # (cancellation, interrupt, or a wait failure).
             if not collect_task.done():
@@ -585,6 +591,7 @@ async def _terminate_process(proc: asyncio.subprocess.Process) -> None:
         await asyncio.to_thread(_terminate_windows_process_tree, proc.pid)
         await proc.wait()
         return
+    _terminate_processes(_process_descendants(proc.pid).values())
     # The Windows branch returns above; Pyright still checks these POSIX-only APIs on Windows.
     if hasattr(os, "killpg"):
         with suppress(ProcessLookupError):
@@ -613,6 +620,7 @@ def terminate_agent_process(agent: Optional[PresetSessionProcess]) -> None:
     if IS_WINDOWS:
         _terminate_windows_process_tree(agent_pid)
         return
+    _terminate_processes(_process_descendants(agent_pid).values())
     with suppress(OSError):
         os.killpg(agent_pid, signal.SIGTERM)  # pyright: ignore[reportAttributeAccessIssue]
     for _ in range(_TERMINATE_GRACE_SECONDS * 10):
@@ -623,6 +631,34 @@ def terminate_agent_process(agent: Optional[PresetSessionProcess]) -> None:
         os.killpg(agent_pid, signal.SIGKILL)  # pyright: ignore[reportAttributeAccessIssue]
 
 
+def _process_descendants(pid: int) -> dict[int, psutil.Process]:
+    try:
+        processes = psutil.Process(pid).children(recursive=True)
+    except psutil.NoSuchProcess:
+        return {}
+    return {process.pid: process for process in processes}
+
+
+async def _watch_process_descendants(pid: int, descendants: dict[int, psutil.Process]) -> None:
+    while True:
+        descendants.update(_process_descendants(pid))
+        if not pid_running(pid):
+            return
+        await asyncio.sleep(0.05)
+
+
+def _terminate_processes(processes: Iterable[psutil.Process]) -> None:
+    processes = list(processes)
+    for process in processes:
+        with suppress(psutil.NoSuchProcess):
+            process.terminate()
+    _, alive = psutil.wait_procs(processes, timeout=_TERMINATE_GRACE_SECONDS)
+    for process in alive:
+        with suppress(psutil.NoSuchProcess):
+            process.kill()
+    psutil.wait_procs(alive, timeout=_TERMINATE_GRACE_SECONDS)
+
+
 def _terminate_windows_process_tree(pid: int) -> None:
     try:
         root = psutil.Process(pid)
diff --git a/src/tests/_internal/cli/services/presets/test_agent.py b/src/tests/_internal/cli/services/presets/test_agent.py
index f101258c5..ee4622e24 100644
--- a/src/tests/_internal/cli/services/presets/test_agent.py
+++ b/src/tests/_internal/cli/services/presets/test_agent.py
@@ -18,6 +18,7 @@
     ClaudeAuth,
     _build_claude_command,
     _prepare_subprocess_command,
+    _run_claude_process,
     _terminate_process,
     build_preset_agent_env,
     get_claude_auth,
@@ -481,6 +482,57 @@ async def test_terminates_windows_process_tree(self):
         assert proc.returncode is not None
         assert not psutil.pid_exists(child_pid)
 
+    @pytest.mark.skipif(IS_WINDOWS, reason="exercises POSIX process groups")
+    @pytest.mark.asyncio
+    async def test_terminates_detached_process_tree(self):
+        proc = await asyncio.create_subprocess_exec(
+            sys.executable,
+            "-c",
+            (
+                "import subprocess,sys,time; "
+                "p=subprocess.Popen([sys.executable,'-c','import time; time.sleep(60)'], "
+                "start_new_session=True); print(p.pid,flush=True); time.sleep(60)"
+            ),
+            start_new_session=True,
+            stdout=asyncio.subprocess.PIPE,
+        )
+        assert proc.stdout is not None
+        child_pid = int((await proc.stdout.readline()).decode())
+
+        await _terminate_process(proc)
+
+        assert proc.returncode is not None
+        assert not psutil.pid_exists(child_pid)
+
+    @pytest.mark.skipif(IS_WINDOWS, reason="exercises POSIX process groups")
+    @pytest.mark.asyncio
+    async def test_cleans_detached_process_after_agent_exits(self, tmp_path):
+        child_pid_path = tmp_path / "child.pid"
+        script = tmp_path / "agent.py"
+        script.write_text(
+            "import pathlib, subprocess, sys, time; "
+            "child = subprocess.Popen([sys.executable, '-c', 'import time; time.sleep(60)'], "
+            "start_new_session=True); "
+            "pathlib.Path(sys.argv[1]).write_text(str(child.pid)); "
+            'print(\'{"type": "result", "structured_output": {"ok": true}}\', flush=True); '
+            "time.sleep(0.2)"
+        )
+        workspace, session = _agent_setup(tmp_path)
+
+        output, returncode = await _run_claude_process(
+            command=[sys.executable, str(script), str(child_pid_path)],
+            prompt="prompt",
+            env=_subprocess_env(),
+            workspace=workspace,
+            redacted_values=(),
+            session=session,
+            offset_store=open_session_offsets(session),
+        )
+
+        assert returncode == 0
+        assert output.report_data == {"ok": True}
+        assert not psutil.pid_exists(int(child_pid_path.read_text()))
+
 
 class TestRecordMirror:
     def test_mirrors_complete_lines_redacted(self, tmp_path):