diff --git a/pyrefly/lib/alt/call.rs b/pyrefly/lib/alt/call.rs
index c89e8f0092..06fee8a548 100644
--- a/pyrefly/lib/alt/call.rs
+++ b/pyrefly/lib/alt/call.rs
@@ -687,13 +687,34 @@ impl<'a, Ans: LookupAnswer> AnswersSolver<'a, Ans> {
     ) -> Type {
         // Based on https://typing.readthedocs.io/en/latest/spec/constructors.html.
         let vs = if let Some(hint) = hint {
-            let vs = self
-                .solver()
-                .freshen_class_targs(cls.targs_mut(), self.uniques);
-
-            self.is_subset_eq(&self.heap.mk_class_type(cls.clone()), hint.ty());
-            self.solver().generalize_class_targs(cls.targs_mut());
-            vs
+            // Constructor hints may be unions that contain non-instance branches
+            // (for example `T | Box[T]`). Constraining against the full union can
+            // bind unrelated type variables and over-specialize this constructor.
+            // Only pre-specialize from concrete instance branches of the same class.
+            // If multiple concrete branches of the same class are present (for
+            // example `Box[int] | Box[str]`), skip pre-specialization entirely so
+            // constructor inference does not depend on union member ordering.
+            let mut matching_class_hints =
+                hint.ty().clone().into_unions().into_iter().filter(|ty| {
+                    matches!(ty, Type::ClassType(_))
+                        && ty.qname() == Some(cls.qname())
+                        && !ty.contains_type_variable()
+                        && !ty.may_contain_quantified_var()
+                });
+            let class_hint = match (matching_class_hints.next(), matching_class_hints.next()) {
+                (Some(class_hint), None) => Some(class_hint),
+                _ => None,
+            };
+            if let Some(class_hint) = class_hint {
+                let vs = self
+                    .solver()
+                    .freshen_class_targs(cls.targs_mut(), self.uniques);
+                self.is_subset_eq(&self.heap.mk_class_type(cls.clone()), &class_hint);
+                self.solver().generalize_class_targs(cls.targs_mut());
+                vs
+            } else {
+                QuantifiedHandle::empty()
+            }
         } else {
             QuantifiedHandle::empty()
         };
diff --git a/pyrefly/lib/test/constructors.rs b/pyrefly/lib/test/constructors.rs
index 1d3fcbaf92..eaa74a1559 100644
--- a/pyrefly/lib/test/constructors.rs
+++ b/pyrefly/lib/test/constructors.rs
@@ -793,6 +793,51 @@ B([A("oops")])  # E: `str` is not assignable to upper bound `A | int` of type va
     "#,
 );
 
+testcase!(
+    test_init_overload_inline_constructor_with_union_hint,
+    r#"
+from collections.abc import Iterable, Mapping
+from typing import Generic, Never, SupportsInt, TypeVar, overload
+
+TCo = TypeVar("TCo", covariant=True)
+T = TypeVar("T")
+
+class Box(Generic[TCo]):
+    @overload
+    def __init__(self: "Box[Never]", val: Mapping[Never, SupportsInt], /) -> None: ...
+    @overload
+    def __init__(self: "Box[T]", val: Mapping[T, SupportsInt], /) -> None: ...
+    def __init__(self, val: object, /) -> None:
+        pass
+
+def process(items: Iterable[tuple[T | Box[T], int]]) -> Box[T]: ...
+
+process(((Box({1: 1}), 1),))
+    "#,
+);
+
+testcase!(
+    test_init_overload_inline_constructor_with_multiple_concrete_union_hints,
+    r#"
+from collections.abc import Iterable
+from typing import Generic, TypeVar, overload
+
+T = TypeVar("T")
+
+class Box(Generic[T]):
+    @overload
+    def __init__(self: "Box[int]", val: int, /) -> None: ...
+    @overload
+    def __init__(self: "Box[str]", val: str, /) -> None: ...
+    def __init__(self, val: int | str, /) -> None:
+        pass
+
+def process(items: Iterable[tuple[Box[int] | Box[str], int]]) -> None: ...
+
+process(((Box("x"), 1),))
+    "#,
+);
+
 testcase!(
     test_init_overload_with_self,
     r#"