diff --git a/src/mcp/server/streamable_http.py b/src/mcp/server/streamable_http.py
index 8e8d902cc..eb2231265 100644
--- a/src/mcp/server/streamable_http.py
+++ b/src/mcp/server/streamable_http.py
@@ -188,6 +188,11 @@ def __init__(
         ] = {}
         self._sse_stream_writers: dict[RequestId, MemoryObjectSendStream[SSEEvent]] = {}
         self._terminated = False
+        # CancelScopes for active GET SSE responses, so terminate() can
+        # force-cancel all hung EventSourceResponses on Windows (python-sdk#2653).
+        # A set is used instead of a single scope because concurrent GET-start
+        # races can create multiple in-flight SSE responses.
+        self._active_get_response_scopes: set[anyio.CancelScope] = set()
         # Idle timeout cancel scope; managed by the session manager.
         self.idle_scope: anyio.CancelScope | None = None
 
@@ -742,14 +747,24 @@ async def standalone_sse_writer():
             headers=headers,
         )
 
+        scope: anyio.CancelScope | None = None
         try:
-            # This will send headers immediately and establish the SSE connection
-            await response(request.scope, request.receive, send)
-        except Exception:
+            # Guard the SSE response with a cancel scope so terminate()
+            # can force-cancel a hung EventSourceResponse on Windows
+            # where sse-starlette's TaskGroup children may not respond
+            # to cancellation promptly (python-sdk#2653).
+            scope = anyio.CancelScope()
+            self._active_get_response_scopes.add(scope)
+            with scope:
+                await response(request.scope, request.receive, send)
+        except Exception:  # pragma: lax no cover
             logger.exception("Error in standalone SSE response")
+            await self._clean_up_memory_streams(GET_STREAM_KEY)
+        finally:
+            if scope is not None:
+                self._active_get_response_scopes.discard(scope)
             await sse_stream_writer.aclose()
             await sse_stream_reader.aclose()
-            await self._clean_up_memory_streams(GET_STREAM_KEY)
 
     async def _handle_delete_request(self, request: Request, send: Send) -> None:  # pragma: no cover
         """Handle DELETE requests for explicit session termination."""
@@ -787,6 +802,12 @@ async def terminate(self) -> None:
         self._terminated = True
         logger.info(f"Terminating session: {self.mcp_session_id}")
 
+        # Cancel all in-flight GET SSE responses to prevent
+        # sse-starlette TaskGroup deadlock on Windows (python-sdk#2653).
+        for scope in self._active_get_response_scopes:
+            scope.cancel()
+        self._active_get_response_scopes.clear()
+
         # We need a copy of the keys to avoid modification during iteration
         request_stream_keys = list(self._request_streams.keys())