diff --git a/crates/ty_python_semantic/resources/mdtest/type_properties/is_single_valued.md b/crates/ty_python_semantic/resources/mdtest/type_properties/is_single_valued.md
index ae070df864..4724ba7605 100644
--- a/crates/ty_python_semantic/resources/mdtest/type_properties/is_single_valued.md
+++ b/crates/ty_python_semantic/resources/mdtest/type_properties/is_single_valued.md
@@ -71,6 +71,14 @@ class CustomNeEnum(Enum):
     def __ne__(self, other: object) -> bool:
         return False
 
+class StrEnum(str, Enum):
+    A = "a"
+    B = "b"
+
+class IntEnum(int, Enum):
+    A = 1
+    B = 2
+
 static_assert(is_single_valued(Literal[NormalEnum.NO]))
 static_assert(is_single_valued(Literal[NormalEnum.YES]))
 static_assert(not is_single_valued(NormalEnum))
@@ -89,4 +97,12 @@ static_assert(not is_single_valued(CustomEqEnum))
 static_assert(not is_single_valued(Literal[CustomNeEnum.NO]))
 static_assert(not is_single_valued(Literal[CustomNeEnum.YES]))
 static_assert(not is_single_valued(CustomNeEnum))
+
+static_assert(is_single_valued(Literal[StrEnum.A]))
+static_assert(is_single_valued(Literal[StrEnum.B]))
+static_assert(not is_single_valued(StrEnum))
+
+static_assert(is_single_valued(Literal[IntEnum.A]))
+static_assert(is_single_valued(Literal[IntEnum.B]))
+static_assert(not is_single_valued(IntEnum))
 ```
diff --git a/crates/ty_python_semantic/src/types.rs b/crates/ty_python_semantic/src/types.rs
index f23dfcbeb6..8ea970fdf4 100644
--- a/crates/ty_python_semantic/src/types.rs
+++ b/crates/ty_python_semantic/src/types.rs
@@ -222,6 +222,9 @@ bitflags! {
         ///
         /// This is similar to no object fallback above
         const META_CLASS_NO_TYPE_FALLBACK = 1 << 2;
+
+        /// Skip looking up attributes on the builtin `int` and `str` classes.
+        const MRO_NO_INT_OR_STR_LOOKUP = 1 << 3;
     }
 }
 
@@ -244,6 +247,11 @@ impl MemberLookupPolicy {
     pub(crate) const fn meta_class_no_type_fallback(self) -> bool {
         self.contains(Self::META_CLASS_NO_TYPE_FALLBACK)
     }
+
+    /// Exclude attributes defined on `int` or `str` when looking up attributes.
+    pub(crate) const fn mro_no_int_or_str_fallback(self) -> bool {
+        self.contains(Self::MRO_NO_INT_OR_STR_LOOKUP)
+    }
 }
 
 impl Default for MemberLookupPolicy {
@@ -2375,11 +2383,16 @@ impl<'db> Type<'db> {
 
             Type::EnumLiteral(_) => {
                 let check_dunder = |dunder_name, allowed_return_value| {
+                    // Note that we do explicitly exclude dunder methods on `object`, `int` and `str` here.
+                    // The reason for this is that we know that these dunder methods behave in a predictable way.
+                    // Only custom dunder methods need to be examined here, as they might break single-valuedness
+                    // by always returning `False`, for example.
                     let call_result = self.try_call_dunder_with_policy(
                         db,
                         dunder_name,
                         &mut CallArguments::positional([Type::unknown()]),
-                        MemberLookupPolicy::MRO_NO_OBJECT_FALLBACK,
+                        MemberLookupPolicy::MRO_NO_OBJECT_FALLBACK
+                            | MemberLookupPolicy::MRO_NO_INT_OR_STR_LOOKUP,
                     );
                     let call_result = call_result.as_ref();
                     call_result.is_ok_and(|bindings| {
diff --git a/crates/ty_python_semantic/src/types/class.rs b/crates/ty_python_semantic/src/types/class.rs
index 1051b768bb..a2ed282f3b 100644
--- a/crates/ty_python_semantic/src/types/class.rs
+++ b/crates/ty_python_semantic/src/types/class.rs
@@ -1442,14 +1442,21 @@ impl<'db> ClassLiteral<'db> {
                     dynamic_type_to_intersect_with.get_or_insert(Type::from(superclass));
                 }
                 ClassBase::Class(class) => {
-                    if class.is_known(db, KnownClass::Object)
+                    let known = class.known(db);
+
+                    if known == Some(KnownClass::Object)
                         // Only exclude `object` members if this is not an `object` class itself
                         && (policy.mro_no_object_fallback() && !self.is_known(db, KnownClass::Object))
                     {
                         continue;
                     }
 
-                    if class.is_known(db, KnownClass::Type) && policy.meta_class_no_type_fallback()
+                    if known == Some(KnownClass::Type) && policy.meta_class_no_type_fallback() {
+                        continue;
+                    }
+
+                    if matches!(known, Some(KnownClass::Int | KnownClass::Str))
+                        && policy.mro_no_int_or_str_fallback()
                     {
                         continue;
                     }