diff --git a/mypy/meet.py b/mypy/meet.py
index 353af59367ad..63305c2bb236 100644
--- a/mypy/meet.py
+++ b/mypy/meet.py
@@ -170,7 +170,9 @@ def narrow_declared_type(declared: Type, narrowed: Type) -> Type:
     ):
         # We put this branch early to get T(bound=Union[A, B]) instead of
         # Union[T(bound=A), T(bound=B)] that will be confusing for users.
-        return declared.copy_modified(upper_bound=original_narrowed)
+        return declared.copy_modified(
+            upper_bound=narrow_declared_type(declared.upper_bound, original_narrowed)
+        )
     elif not is_overlapping_types(declared, narrowed, prohibit_none_typevar_overlap=True):
         if state.strict_optional:
             return UninhabitedType()
diff --git a/test-data/unit/check-typeguard.test b/test-data/unit/check-typeguard.test
index 93e665e4548c..b15458d5819a 100644
--- a/test-data/unit/check-typeguard.test
+++ b/test-data/unit/check-typeguard.test
@@ -825,6 +825,26 @@ def handle(model: Model) -> int:
     return 0
 [builtins fixtures/tuple.pyi]
 
+[case testTypeGuardedTypeDoesNotLeakTypeVar]
+# flags: --debug-serialize
+# https://github.com/python/mypy/issues/20015
+from typing import Generic, TypeVar, TypeGuard
+
+class A: ...
+class B: ...
+
+def is_a(_: object) -> TypeGuard[A]: return True
+def is_b(_: object) -> TypeGuard[B]: return True
+
+_T = TypeVar("_T")
+
+class Foo(Generic[_T]):
+    def __init__(self, v: _T) -> None:
+        if is_a(v) or is_b(v):
+            self.v = v
+[builtins fixtures/tuple.pyi]
+[typing fixtures/typing-full.pyi]
+
 [case testTypeGuardRestrictTypeVarUnion]
 from typing import Union, TypeVar
 from typing_extensions import TypeGuard
diff --git a/test-data/unit/fixtures/typing-full.pyi b/test-data/unit/fixtures/typing-full.pyi
index 3757e868552e..1a63deaa727d 100644
--- a/test-data/unit/fixtures/typing-full.pyi
+++ b/test-data/unit/fixtures/typing-full.pyi
@@ -34,6 +34,7 @@ no_type_check = 0
 ClassVar = 0
 Final = 0
 TypedDict = 0
+TypeGuard = 0
 NoReturn = 0
 NewType = 0
 Self = 0