diff --git a/doc/source/whatsnew/v2.0.0.rst b/doc/source/whatsnew/v2.0.0.rst
index 74319b0444659..ee6f8b81e3b5b 100644
--- a/doc/source/whatsnew/v2.0.0.rst
+++ b/doc/source/whatsnew/v2.0.0.rst
@@ -813,6 +813,7 @@ Deprecations
 - Deprecated :meth:`DataFrame.pad` in favor of :meth:`DataFrame.ffill` (:issue:`33396`)
 - Deprecated :meth:`DataFrame.backfill` in favor of :meth:`DataFrame.bfill` (:issue:`33396`)
 - Deprecated :meth:`~pandas.io.stata.StataReader.close`. Use :class:`~pandas.io.stata.StataReader` as a context manager instead (:issue:`49228`)
+- Deprecated producing a scalar when iterating over a :class:`.DataFrameGroupBy` or a :class:`.SeriesGroupBy` that has been grouped by a ``level`` parameter that is a list of length 1; a tuple of length one will be returned instead (:issue:`51583`)
 
 .. ---------------------------------------------------------------------------
 .. _whatsnew_200.prior_deprecations:
diff --git a/pandas/core/groupby/groupby.py b/pandas/core/groupby/groupby.py
index 96f39bb99e544..f0cf9abc5bbaf 100644
--- a/pandas/core/groupby/groupby.py
+++ b/pandas/core/groupby/groupby.py
@@ -68,6 +68,7 @@ class providing the base-class of operations.
     cache_readonly,
     doc,
 )
+from pandas.util._exceptions import find_stack_level
 
 from pandas.core.dtypes.cast import ensure_dtype_can_hold_na
 from pandas.core.dtypes.common import (
@@ -76,6 +77,7 @@ class providing the base-class of operations.
     is_hashable,
     is_integer,
     is_integer_dtype,
+    is_list_like,
     is_numeric_dtype,
     is_object_dtype,
     is_scalar,
@@ -626,6 +628,7 @@ class BaseGroupBy(PandasObject, SelectionMixin[NDFrameT], GroupByIndexingMixin):
     axis: AxisInt
     grouper: ops.BaseGrouper
     keys: _KeysArgType | None = None
+    level: IndexLabel | None = None
     group_keys: bool | lib.NoDefault
 
     @final
@@ -810,7 +813,19 @@ def __iter__(self) -> Iterator[tuple[Hashable, NDFrameT]]:
         for each group
         """
         keys = self.keys
+        level = self.level
         result = self.grouper.get_iterator(self._selected_obj, axis=self.axis)
+        # error: Argument 1 to "len" has incompatible type "Hashable"; expected "Sized"
+        if is_list_like(level) and len(level) == 1:  # type: ignore[arg-type]
+            # GH 51583
+            warnings.warn(
+                "Creating a Groupby object with a length-1 list-like "
+                "level parameter will yield indexes as tuples in a future version. "
+                "To keep indexes as scalars, create Groupby objects with "
+                "a scalar level parameter instead.",
+                FutureWarning,
+                stacklevel=find_stack_level(),
+            )
         if isinstance(keys, list) and len(keys) == 1:
             # GH#42795 - when keys is a list, return tuples even when length is 1
             result = (((key,), group) for key, group in result)
diff --git a/pandas/tests/groupby/test_groupby.py b/pandas/tests/groupby/test_groupby.py
index ea4bb42fb7ee1..2441be4528c99 100644
--- a/pandas/tests/groupby/test_groupby.py
+++ b/pandas/tests/groupby/test_groupby.py
@@ -2709,6 +2709,24 @@ def test_single_element_list_grouping():
     assert result == expected
 
 
+@pytest.mark.parametrize(
+    "level_arg, multiindex", [([0], False), ((0,), False), ([0], True), ((0,), True)]
+)
+def test_single_element_listlike_level_grouping_deprecation(level_arg, multiindex):
+    # GH 51583
+    df = DataFrame({"a": [1, 2], "b": [3, 4], "c": [5, 6]}, index=["x", "y"])
+    if multiindex:
+        df = df.set_index(["a", "b"])
+    depr_msg = (
+        "Creating a Groupby object with a length-1 list-like "
+        "level parameter will yield indexes as tuples in a future version. "
+        "To keep indexes as scalars, create Groupby objects with "
+        "a scalar level parameter instead."
+    )
+    with tm.assert_produces_warning(FutureWarning, match=depr_msg):
+        [key for key, _ in df.groupby(level=level_arg)]
+
+
 @pytest.mark.parametrize("func", ["sum", "cumsum", "cumprod", "prod"])
 def test_groupby_avoid_casting_to_float(func):
     # GH#37493