diff --git a/src/Fable.Transforms/Python/Fable2Python.Annotation.fs b/src/Fable.Transforms/Python/Fable2Python.Annotation.fs
index 17a73dacc3..3650625fde 100644
--- a/src/Fable.Transforms/Python/Fable2Python.Annotation.fs
+++ b/src/Fable.Transforms/Python/Fable2Python.Annotation.fs
@@ -404,6 +404,33 @@ let resolveGenerics com ctx generics repeatedGenerics : Expression list * Statem
     |> List.map (typeAnnotation com ctx repeatedGenerics)
     |> Helpers.unzipArgs
 
+/// Serialize an annotation expression to its Python source form for use as a string forward
+/// reference (e.g. `Array[Example] | None` -> "Array[Example] | None"). Only the shapes
+/// `typeAnnotation` can produce need handling.
+let rec annotationToString (expr: Expression) =
+    match expr with
+    | Expression.Name { Id = Identifier id } -> id
+    | Expression.Attribute {
+                               Value = value
+                               Attr = Identifier attr
+                           } -> $"{annotationToString value}.{attr}"
+    | Expression.Subscript {
+                               Value = value
+                               Slice = slice
+                           } -> $"{annotationToString value}[{annotationToString slice}]"
+    | Expression.Tuple { Elements = elements } -> elements |> List.map annotationToString |> String.concat ", "
+    | Expression.List(elements, _) ->
+        let inner = elements |> List.map annotationToString |> String.concat ", "
+        $"[{inner}]"
+    | Expression.BinOp {
+                           Left = left
+                           Right = right
+                           Operator = BitOr
+                       } -> $"{annotationToString left} | {annotationToString right}"
+    | Expression.Constant(StringLiteral s, _) -> s
+    | Expression.Constant(NoneLiteral, _) -> "None"
+    | _ -> "Any"
+
 let rec typeAnnotation
     (com: IPythonCompiler)
     ctx
diff --git a/src/Fable.Transforms/Python/Fable2Python.Transforms.fs b/src/Fable.Transforms/Python/Fable2Python.Transforms.fs
index 8363698ca3..03c7cd96f8 100644
--- a/src/Fable.Transforms/Python/Fable2Python.Transforms.fs
+++ b/src/Fable.Transforms/Python/Fable2Python.Transforms.fs
@@ -4761,24 +4761,36 @@ let transformStaticProperty
 
         let staticPropertyClass = libValue com ctx "util" className
 
-        // Check if the property type references the current class (forward reference needed)
+        // `StaticProperty[T]` is a value expression evaluated in the class body, so a type
+        // referencing the enclosing entity (not yet bound there) raises `NameError`. Quoting just
+        // the name is not enough — an operator like the `|` in `Example | None` still runs eagerly
+        // and fails on a string operand. So emit the whole annotation as one string forward
+        // reference: it never evaluates at runtime, yet the type checker resolves it at module scope.
+        let referencesEnclosingEntity (propType: Fable.Type) =
+            // Walk the type structurally via `Type.Generics`, which enumerates the generic args of
+            // every case (Array, Option, List, Tuple, Lambda/Delegate, Nullable, anonymous records,
+            // nested declared types), so no shape is missed as new cases are added.
+            let rec check (t: Fable.Type) =
+                (match t with
+                 | Fable.DeclaredType(entRef, _) -> (com.GetEntity entRef).FullName = ent.FullName
+                 | _ -> false)
+                || List.exists check t.Generics
+
+            check propType
+
         let typeAnnotation =
-            // The property type is self-referencing when it is the enclosing entity. Compare by
-            // FullName as well as DisplayName: for unions the descriptor lives on the base class
-            // and the type alias (`name`) is only defined afterwards, so a bare name would raise
-            // NameError at class-body evaluation.
-            let isSelfReference =
-                match propType with
-                | Fable.DeclaredType(entRef, _) ->
-                    let e = com.GetEntity(entRef)
-                    e.DisplayName = name || e.FullName = ent.FullName
-                | _ -> false
+            if referencesEnclosingEntity propType then
+                // Render the enclosing union with its base-class name (`_Example`, not the alias
+                // `Example`): both resolve at module scope inside the forward-reference string, but
+                // the generated *value* is typed against the base class (e.g. a `unit -> Example`
+                // factory produces `() -> _Example`), so the base name keeps the annotation and the
+                // value consistent for the type checker. `typeAnnotation` still registers the
+                // imports the string references (e.g. `Array`) as a side effect.
+                let ctx = { ctx with EnclosingUnionBaseClass = Some ent.DisplayName }
 
-            if isSelfReference then
-                // Use string forward reference for self-referencing types
-                Expression.stringConstant name
+                let ta, _ = Annotation.typeAnnotation com ctx None propType
+                Expression.stringConstant (Annotation.annotationToString ta)
             else
-                // Use normal type annotation
                 let ta, _ = Annotation.typeAnnotation com ctx None propType
                 ta
 
diff --git a/tests/Python/TestUnionType.fs b/tests/Python/TestUnionType.fs
index 2336d44c52..f9b3d3f7bc 100644
--- a/tests/Python/TestUnionType.fs
+++ b/tests/Python/TestUnionType.fs
@@ -235,3 +235,40 @@ let ``test Union cases with no fields are physically equal`` () =
     obj.ReferenceEquals(MyUnion.Case0, MyUnion.Case0) |> equal true
     obj.ReferenceEquals(MyUnion.Case1 "a", MyUnion.Case1 "a") |> equal false
     obj.ReferenceEquals(T1, T1) |> equal true
+
+// See https://github.com/fable-compiler/Fable/issues/4736
+// A static member whose type references the enclosing union used to emit a class-body
+// `StaticLazyProperty[...]` subscript that evaluated the union type before its name was bound,
+// raising `NameError` at import time. The reference can be nested in any type shape, so each
+// member below exercises a different one: array, option (rendered with `|`), nested list/array,
+// tuple, and a function type (`unit -> Example`).
+[<Fable.Core.AttachMembers>]
+[<RequireQualifiedAccess>]
+type Example =
+    | First
+    | Second
+    | Other of string
+
+    static member All = [| Example.First; Example.Second |]
+    static member Head = Some Example.First
+    static member Nested = [ [| Example.First |] ]
+    static member Pair = (Example.First, Example.Second)
+    static member Factory: unit -> Example = fun () -> Example.First
+
+[<Fact>]
+let ``test Static union member returning the union type works`` () =
+    Example.All |> Array.length |> equal 2
+    Example.All.[0] |> equal Example.First
+    Example.All.[1] |> equal Example.Second
+
+[<Fact>]
+let ``test Static union member with nested self-reference works`` () =
+    // Option (`_Example | None`): a bare quoted leaf would leave the `|` to run eagerly and fail.
+    Example.Head |> equal (Some Example.First)
+    // Nested list of array (`FSharpList[Array[_Example]]`).
+    Example.Nested |> List.head |> Array.head |> equal Example.First
+    // Tuple (`tuple[_Example, _Example]`).
+    Example.Pair |> fst |> equal Example.First
+    Example.Pair |> snd |> equal Example.Second
+    // Function type (`Callable[[], _Example]`) — missed by the original narrower detection.
+    Example.Factory() |> equal Example.First