diff --git a/changes/4005-sergiosim.md b/changes/4005-sergiosim.md
new file mode 100644
index 0000000000..abb526712d
--- /dev/null
+++ b/changes/4005-sergiosim.md
@@ -0,0 +1 @@
+Fix Json strategy failure for the complex nested field
diff --git a/pydantic/_hypothesis_plugin.py b/pydantic/_hypothesis_plugin.py
index 890e192cca..e4f604def1 100644
--- a/pydantic/_hypothesis_plugin.py
+++ b/pydantic/_hypothesis_plugin.py
@@ -34,6 +34,7 @@
 import pydantic
 import pydantic.color
 import pydantic.types
+from pydantic.utils import lenient_issubclass
 
 # FilePath and DirectoryPath are explicitly unsupported, as we'd have to create
 # them on-disk, and that's unsafe in general without being told *where* to do so.
@@ -222,8 +223,9 @@ def resolve_json(cls):  # type: ignore[no-untyped-def]
             base=st.one_of(st.none(), st.booleans(), st.integers(), finite, st.text()),
             extend=lambda x: st.lists(x) | st.dictionaries(st.text(), x),  # type: ignore
         )
+    inner_type = getattr(cls, 'inner_type', None)
     return st.builds(
-        json.dumps,
+        cls.inner_type.json if lenient_issubclass(inner_type, pydantic.BaseModel) else json.dumps,
         inner,
         ensure_ascii=st.booleans(),
         indent=st.none() | st.integers(0, 16),
diff --git a/tests/test_hypothesis_plugin.py b/tests/test_hypothesis_plugin.py
index ad3538826d..5ca99db4ea 100644
--- a/tests/test_hypothesis_plugin.py
+++ b/tests/test_hypothesis_plugin.py
@@ -67,6 +67,7 @@ class JsonModel(pydantic.BaseModel):
         json_str: pydantic.Json[str]
         json_int_or_str: pydantic.Json[typing.Union[int, str]]
         json_list_of_float: pydantic.Json[typing.List[float]]
+        json_pydantic_model: pydantic.Json[pydantic.BaseModel]
 
     class ConstrainedNumbersModel(pydantic.BaseModel):
         conintt: pydantic.conint(gt=10, lt=100)