diff --git a/.chronus/changes/fix-http-server-js-enum-json-transpose-2026-3-17-3-45-3.md b/.chronus/changes/fix-http-server-js-enum-json-transpose-2026-3-17-3-45-3.md
new file mode 100644
index 00000000000..93a8c59662b
--- /dev/null
+++ b/.chronus/changes/fix-http-server-js-enum-json-transpose-2026-3-17-3-45-3.md
@@ -0,0 +1,7 @@
+---
+changeKind: fix
+packages:
+  - "@typespec/http-server-js"
+---
+
+fix: handle Enum type in JSON serialization transpose helpers to prevent crash when a model with an enum property requires a JSON serializer
diff --git a/packages/http-server-js/src/common/serialization/json.ts b/packages/http-server-js/src/common/serialization/json.ts
index 51f1d852012..d8a7862c29a 100644
--- a/packages/http-server-js/src/common/serialization/json.ts
+++ b/packages/http-server-js/src/common/serialization/json.ts
@@ -294,6 +294,8 @@ export function transposeExpressionToJson(
       }
     case "ModelProperty":
       return transposeExpressionToJson(ctx, type.type, expr, module);
+    case "Enum":
+      return expr;
     case "Intrinsic":
       switch (type.name) {
         case "void":
@@ -537,6 +539,8 @@ export function transposeExpressionFromJson(
       }
     case "ModelProperty":
       return transposeExpressionFromJson(ctx, type.type, expr, module);
+    case "Enum":
+      return expr;
     case "Intrinsic":
       switch (type.name) {
         case "ErrorType":
@@ -558,7 +562,6 @@ export function transposeExpressionFromJson(
     case "Boolean":
       return literalToExpr(type);
     case "Interface":
-    case "Enum":
     case "EnumMember":
     case "TemplateParameter":
     case "Namespace":
diff --git a/packages/http-server-js/test/json-serialization.test.ts b/packages/http-server-js/test/json-serialization.test.ts
new file mode 100644
index 00000000000..a27567129da
--- /dev/null
+++ b/packages/http-server-js/test/json-serialization.test.ts
@@ -0,0 +1,118 @@
+import { Model, ModelProperty } from "@typespec/compiler";
+import { BasicTestRunner, createTestRunner } from "@typespec/compiler/testing";
+import { deepStrictEqual, ok, strictEqual } from "assert";
+import { beforeEach, describe, it } from "vitest";
+import {
+  emitJsonSerialization,
+  requiresJsonSerialization,
+} from "../src/common/serialization/json.js";
+import { createInitialContext } from "../src/ctx.js";
+import { JsEmitterOptions } from "../src/lib.js";
+import { objectLiteralProperty, parseCase } from "../src/util/case.js";
+import { keywordSafe } from "../src/util/keywords.js";
+
+describe("json serialization", () => {
+  let runner: BasicTestRunner;
+
+  const defaultOptions: JsEmitterOptions = {
+    express: false,
+    "no-format": false,
+    "omit-unreachable-types": false,
+  };
+
+  beforeEach(async () => {
+    runner = await createTestRunner();
+  });
+
+  async function getModels() {
+    const compiled = (await runner.compile(`
+      @service(#{ title: "Test" })
+      namespace Test;
+
+      enum MyEnum {
+        A,
+        B,
+      }
+
+      model KeywordModel {
+        type: MyEnum;
+      }
+
+      model RenamedModel {
+        wire_type: MyEnum;
+      }
+
+      model TestModels {
+        @test keyword: KeywordModel;
+        @test renamed: RenamedModel;
+      }
+    `)) as {
+      keyword: ModelProperty;
+      renamed: ModelProperty;
+    };
+
+    if (compiled.keyword.type.kind !== "Model" || compiled.renamed.type.kind !== "Model") {
+      throw new Error("Expected @test properties to reference models.");
+    }
+
+    const ctx = await createInitialContext(runner.program, defaultOptions);
+
+    if (!ctx) {
+      throw new Error("Expected emitter context.");
+    }
+
+    return {
+      ctx,
+      keywordModel: compiled.keyword.type,
+      renamedModel: compiled.renamed.type,
+    };
+  }
+
+  function emitModelSerialization(
+    ctx: NonNullable<Awaited<ReturnType<typeof createInitialContext>>>,
+    model: Model,
+  ) {
+    const module = ctx.globalNamespaceModule;
+    return [...emitJsonSerialization(ctx, model, module, model.name)];
+  }
+
+  function getGeneratedPropertyName(name: string): string {
+    return keywordSafe(parseCase(name).camelCase);
+  }
+
+  it("serializes enum properties when a keyword-safe property name forces model serialization", async () => {
+    const { ctx, keywordModel } = await getModels();
+
+    strictEqual(requiresJsonSerialization(ctx, ctx.globalNamespaceModule, keywordModel), true);
+
+    const lines = emitModelSerialization(ctx, keywordModel);
+
+    ok(
+      lines.includes(
+        `    ${objectLiteralProperty("type")}: input.${getGeneratedPropertyName("type")},`,
+      ),
+    );
+    ok(lines.includes(`    ${getGeneratedPropertyName("type")}: input.type,`));
+  });
+
+  it("serializes enum properties when a renamed property forces model serialization", async () => {
+    const { ctx, renamedModel } = await getModels();
+
+    strictEqual(requiresJsonSerialization(ctx, ctx.globalNamespaceModule, renamedModel), true);
+
+    const lines = emitModelSerialization(ctx, renamedModel);
+
+    deepStrictEqual(lines, [
+      "toJsonObject(input: RenamedModel): any {",
+      "  return {",
+      `    ${objectLiteralProperty("wire_type")}: input.${getGeneratedPropertyName("wire_type")},`,
+      "  };",
+      "},",
+      "fromJsonObject(input: any): RenamedModel {",
+      "  return {",
+      `    ${getGeneratedPropertyName("wire_type")}: input.wire_type,`,
+      "  };",
+      "},",
+    ]);
+  });
+});