diff --git a/tests/test_class_sh_shared_ptr_copy_move.cpp b/tests/test_class_sh_shared_ptr_copy_move.cpp
new file mode 100644
index 000000000..1d4ec3cdf
--- /dev/null
+++ b/tests/test_class_sh_shared_ptr_copy_move.cpp
@@ -0,0 +1,112 @@
+#include <pybind11/smart_holder.h>
+
+#include "pybind11_tests.h"
+
+#include <memory>
+#include <string>
+#include <vector>
+
+namespace pybind11_tests {
+namespace {
+
+const std::string fooNames[] = {"ShPtr_", "SmHld_"};
+
+template <int SerNo>
+struct Foo {
+    std::string history;
+    explicit Foo(const std::string &history_) : history(history_) {}
+    Foo(const Foo &other) : history(other.history + "_CpCtor") {}
+    Foo(Foo &&other) noexcept : history(other.history + "_MvCtor") {}
+    Foo &operator=(const Foo &other) {
+        history = other.history + "_OpEqLv";
+        return *this;
+    }
+    Foo &operator=(Foo &&other) noexcept {
+        history = other.history + "_OpEqRv";
+        return *this;
+    }
+    std::string get_history() const { return "Foo" + fooNames[SerNo] + history; }
+};
+
+using FooShPtr = Foo<0>;
+using FooSmHld = Foo<1>;
+
+struct Outer {
+    std::shared_ptr<FooShPtr> ShPtr;
+    std::shared_ptr<FooSmHld> SmHld;
+    Outer()
+        : ShPtr(std::make_shared<FooShPtr>("Outer")), SmHld(std::make_shared<FooSmHld>("Outer")) {}
+    std::shared_ptr<FooShPtr> getShPtr() const { return ShPtr; }
+    std::shared_ptr<FooSmHld> getSmHld() const { return SmHld; }
+};
+
+} // namespace
+} // namespace pybind11_tests
+
+PYBIND11_TYPE_CASTER_BASE_HOLDER(pybind11_tests::FooShPtr,
+                                 std::shared_ptr<pybind11_tests::FooShPtr>)
+PYBIND11_SMART_HOLDER_TYPE_CASTERS(pybind11_tests::FooSmHld)
+
+namespace pybind11_tests {
+
+TEST_SUBMODULE(class_sh_shared_ptr_copy_move, m) {
+    namespace py = pybind11;
+
+    py::class_<FooShPtr, std::shared_ptr<FooShPtr>>(m, "FooShPtr")
+        .def("get_history", &FooShPtr::get_history);
+    py::classh<FooSmHld>(m, "FooSmHld").def("get_history", &FooSmHld::get_history);
+
+    auto outer = py::class_<Outer>(m, "Outer").def(py::init());
+#define MAKE_PROP(PropTyp)                                                                        \
+    MAKE_PROP_FOO(ShPtr, PropTyp)                                                                 \
+    MAKE_PROP_FOO(SmHld, PropTyp)
+
+#define MAKE_PROP_FOO(FooTyp, PropTyp)                                                            \
+    .def_##PropTyp(#FooTyp "_" #PropTyp "_default", &Outer::FooTyp)                               \
+        .def_##PropTyp(                                                                           \
+            #FooTyp "_" #PropTyp "_copy", &Outer::FooTyp, py::return_value_policy::copy)          \
+        .def_##PropTyp(                                                                           \
+            #FooTyp "_" #PropTyp "_move", &Outer::FooTyp, py::return_value_policy::move)
+    outer MAKE_PROP(readonly) MAKE_PROP(readwrite);
+#undef MAKE_PROP_FOO
+
+#define MAKE_PROP_FOO(FooTyp, PropTyp)                                                            \
+    .def_##PropTyp(#FooTyp "_property_" #PropTyp "_default", &Outer::FooTyp)                      \
+        .def_property_##PropTyp(#FooTyp "_property_" #PropTyp "_copy",                            \
+                                &Outer::get##FooTyp,                                              \
+                                py::return_value_policy::copy)                                    \
+        .def_property_##PropTyp(#FooTyp "_property_" #PropTyp "_move",                            \
+                                &Outer::get##FooTyp,                                              \
+                                py::return_value_policy::move)
+    outer MAKE_PROP(readonly);
+#undef MAKE_PROP_FOO
+#undef MAKE_PROP
+
+    m.def("test_ShPtr_copy", []() {
+        auto o = std::make_shared<FooShPtr>("copy");
+        auto l = py::list();
+        l.append(o);
+        return l;
+    });
+    m.def("test_SmHld_copy", []() {
+        auto o = std::make_shared<FooSmHld>("copy");
+        auto l = py::list();
+        l.append(o);
+        return l;
+    });
+
+    m.def("test_ShPtr_move", []() {
+        auto o = std::make_shared<FooShPtr>("move");
+        auto l = py::list();
+        l.append(std::move(o));
+        return l;
+    });
+    m.def("test_SmHld_move", []() {
+        auto o = std::make_shared<FooSmHld>("move");
+        auto l = py::list();
+        l.append(std::move(o));
+        return l;
+    });
+}
+
+} // namespace pybind11_tests
diff --git a/tests/test_class_sh_shared_ptr_copy_move.py b/tests/test_class_sh_shared_ptr_copy_move.py
new file mode 100644
index 000000000..067bb47d2
--- /dev/null
+++ b/tests/test_class_sh_shared_ptr_copy_move.py
@@ -0,0 +1,41 @@
+from __future__ import annotations
+
+from pybind11_tests import class_sh_shared_ptr_copy_move as m
+
+
+def test_shptr_copy():
+    txt = m.test_ShPtr_copy()[0].get_history()
+    assert txt == "FooShPtr_copy"
+
+
+def test_smhld_copy():
+    txt = m.test_SmHld_copy()[0].get_history()
+    assert txt == "FooSmHld_copy"
+
+
+def test_shptr_move():
+    txt = m.test_ShPtr_move()[0].get_history()
+    assert txt == "FooShPtr_move"
+
+
+def test_smhld_move():
+    txt = m.test_SmHld_move()[0].get_history()
+    assert txt == "FooSmHld_move"
+
+
+def _check_property(foo_typ, prop_typ, policy):
+    o = m.Outer()
+    name = f"{foo_typ}_{prop_typ}_{policy}"
+    history = f"Foo{foo_typ}_Outer"
+    f = getattr(o, name)
+    assert f.get_history() == history
+    # and try again to check that o did not get changed
+    f = getattr(o, name)
+    assert f.get_history() == history
+
+
+def test_properties():
+    for prop_typ in ("readonly", "readwrite", "property_readonly"):
+        for foo_typ in ("ShPtr", "SmHld"):
+            for policy in ("default", "copy", "move"):
+                _check_property(foo_typ, prop_typ, policy)