diff --git a/fastapi/routing.py b/fastapi/routing.py
index a8e12eb60..5a0e0272e 100644
--- a/fastapi/routing.py
+++ b/fastapi/routing.py
@@ -676,6 +676,52 @@ class APIRoute(routing.Route):
         return match, child_scope
 
 
+def _detect_route_conflicts(
+    new_route: "APIRoute",
+    existing_routes: Sequence[BaseRoute],
+) -> List[str]:
+    """
+    Detect and warn about route conflicts.
+
+    Checks if route patterns could shadow each other. Only warns when HTTP methods overlap.
+    """
+    import warnings
+
+    conflicts = []
+
+    if not isinstance(new_route, APIRoute):
+        return conflicts
+
+    for existing in existing_routes:
+        if not isinstance(existing, APIRoute):
+            continue
+
+        if not (new_route.methods & existing.methods):
+            continue
+
+        if new_route.path == existing.path:
+            continue
+
+        methods_str = ", ".join(sorted(new_route.methods))
+
+        if new_route.path_regex.match(existing.path):
+            conflicts.append(
+                f"Route {new_route.path} ({methods_str}) "
+                f"may shadow existing route {existing.path}"
+            )
+        elif existing.path_regex.match(new_route.path):
+            conflicts.append(
+                f"Route {new_route.path} ({methods_str}) "
+                f"may be shadowed by existing route {existing.path}"
+            )
+
+    if conflicts:
+        for conflict in conflicts:
+            warnings.warn(conflict, UserWarning, stacklevel=4)
+
+    return conflicts
+
+
 class APIRouter(routing.Router):
     """
     `APIRouter` class, used to group *path operations*, for example to structure
@@ -1042,6 +1088,8 @@ class APIRouter(routing.Router):
             openapi_extra=openapi_extra,
             generate_unique_id_function=current_generate_unique_id,
         )
+        # Detect and warn about potential route conflicts
+        _detect_route_conflicts(route, self.routes)
         self.routes.append(route)
 
     def api_route(
diff --git a/tests/test_route_conflicts.py b/tests/test_route_conflicts.py
new file mode 100644
index 000000000..9b7664508
--- /dev/null
+++ b/tests/test_route_conflicts.py
@@ -0,0 +1,312 @@
+import warnings
+
+from fastapi import FastAPI
+from fastapi.routing import APIRouter
+from fastapi.testclient import TestClient
+
+
+def test_route_conflict_warning_dynamic_before_static():
+    """Dynamic route registered before static route should warn."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.get("/items/sync")  # This will be shadowed!
+        def sync_items():
+            return {"action": "sync"}
+
+        # Should have warning
+        assert len(w) == 1
+        assert "shadow" in str(w[0].message).lower()
+        assert "/items/sync" in str(w[0].message)
+        assert "/items/{item_id}" in str(w[0].message)
+
+
+def test_route_conflict_warning_static_before_dynamic():
+    """Static route before dynamic should work but warn about potential conflict."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        # Should warn about potential conflict
+        assert len(w) == 1
+        assert "shadow" in str(w[0].message).lower()
+
+
+def test_no_conflict_different_methods():
+    """Different HTTP methods should not conflict."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.post("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+        # Should NOT warn (different methods)
+        assert len(w) == 0
+
+
+def test_no_conflict_different_paths():
+    """Completely different paths should not conflict."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.get("/products/sync")
+        def sync_products():
+            return {"action": "sync"}
+
+        # Should NOT warn (different paths)
+        assert len(w) == 0
+
+
+def test_actual_routing_behavior_static_before_dynamic():
+    """Verify that static-before-dynamic actually works correctly."""
+    app = FastAPI()
+
+    with warnings.catch_warnings():
+        warnings.simplefilter("ignore")
+
+        @app.get("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+    client = TestClient(app)
+
+    # Static route should match
+    response = client.get("/items/sync")
+    assert response.json() == {"action": "sync"}
+
+    # Dynamic route should match others
+    response = client.get("/items/123")
+    assert response.json() == {"item_id": "123"}
+
+
+def test_actual_routing_behavior_dynamic_before_static():
+    """Verify that dynamic-before-static causes shadowing."""
+    app = FastAPI()
+
+    with warnings.catch_warnings():
+        warnings.simplefilter("ignore")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.get("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+    client = TestClient(app)
+
+    # Dynamic route will match everything (including "sync")
+    response = client.get("/items/sync")
+    assert response.json() == {"item_id": "sync"}
+
+    # Dynamic route should still match others
+    response = client.get("/items/123")
+    assert response.json() == {"item_id": "123"}
+
+
+def test_router_conflict_detection():
+    """Test conflict detection works with APIRouter."""
+    router = APIRouter()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @router.get("/users/{user_id}")
+        def get_user(user_id: str):
+            return {"user_id": user_id}
+
+        @router.get("/users/me")
+        def get_current_user():
+            return {"user": "current"}
+
+        # Should warn
+        assert len(w) == 1
+        assert "shadow" in str(w[0].message).lower()
+
+
+def test_multiple_conflicts():
+    """Test detection of multiple route conflicts."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.get("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+        @app.get("/items/export")
+        def export_items():
+            return {"action": "export"}
+
+        # Should have 2 warnings (sync and export both shadowed)
+        assert len(w) == 2
+
+
+def test_nested_path_conflict():
+    """Test conflict detection with nested paths."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/users/{user_id}/posts/{post_id}")
+        def get_user_post(user_id: str, post_id: str):
+            return {"user_id": user_id, "post_id": post_id}
+
+        @app.get("/users/me/posts/{post_id}")
+        def get_my_post(post_id: str):
+            return {"user": "me", "post_id": post_id}
+
+        # Should warn
+        assert len(w) == 1
+
+
+def test_no_duplicate_warnings_same_route():
+    """Adding the same static route twice should not cause conflict warnings."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/sync")
+        def sync_items_v1():
+            return {"version": 1}
+
+        # FastAPI will overwrite the route, but should not warn about conflict with itself
+        # (The path regex won't match its own literal path if they're identical)
+
+    # Should have 0 warnings
+    assert len(w) == 0
+
+
+def test_conflict_with_router_prefix():
+    """Test conflict detection when router has a prefix."""
+    app = FastAPI()
+    router = APIRouter(prefix="/api/v1")
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @router.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @router.get("/items/special")
+        def get_special_item():
+            return {"special": True}
+
+        # Should warn during router setup
+        assert len(w) == 1
+
+        # Including router in app may generate another warning, suppress it
+        with warnings.catch_warnings():
+            warnings.simplefilter("ignore")
+            app.include_router(router)
+
+    client = TestClient(app)
+    # Verify the routes work correctly with prefix
+    response = client.get("/api/v1/items/123")
+    assert response.status_code == 200
+
+
+def test_post_vs_get_no_conflict():
+    """POST and GET to same path patterns should not conflict."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.post("/items/{item_id}")
+        def update_item(item_id: str):
+            return {"updated": item_id}
+
+        @app.get("/items/sync")
+        def sync_items():
+            return {"action": "sync"}
+
+        # Should only warn for GET /items/sync vs GET /items/{item_id}
+        # Should NOT warn about POST /items/{item_id}
+        assert len(w) == 1
+        assert "GET" in str(w[0].message) or "methods" in str(w[0].message).lower()
+
+
+def test_complex_multi_param_paths():
+    """Test conflict detection with multiple path parameters."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/api/{version}/items/{item_id}")
+        def get_item_versioned(version: str, item_id: str):
+            return {"version": version, "item_id": item_id}
+
+        @app.get("/api/v1/items/special")
+        def get_special_item():
+            return {"special": True}
+
+        # Should warn - /api/{version}/items/{item_id} can match /api/v1/items/special
+        assert len(w) == 1
+        assert "/api/v1/items/special" in str(w[0].message)
+        assert "/api/{version}/items/{item_id}" in str(w[0].message)
+
+
+def test_no_conflict_different_param_depth():
+    """Test no conflict when paths have different depth."""
+    app = FastAPI()
+
+    with warnings.catch_warnings(record=True) as w:
+        warnings.simplefilter("always")
+
+        @app.get("/items/{item_id}")
+        def get_item(item_id: str):
+            return {"item_id": item_id}
+
+        @app.get("/categories/special")
+        def get_special_category():
+            return {"category": "special"}
+
+        # Should NOT warn - completely different paths
+        assert len(w) == 0