diff --git a/src/examples/server/mcpServerOutputSchema.ts b/src/examples/server/mcpServerOutputSchema.ts
index 75bfe6900..da9bcb658 100644
--- a/src/examples/server/mcpServerOutputSchema.ts
+++ b/src/examples/server/mcpServerOutputSchema.ts
@@ -43,7 +43,7 @@ server.registerTool(
     void country;
     // Simulate weather API call
     const temp_c = Math.round((Math.random() * 35 - 5) * 10) / 10;
-    const conditions = ["sunny", "cloudy", "rainy", "stormy", "snowy"][Math.floor(Math.random() * 5)];
+    const conditions = ["sunny", "cloudy", "rainy", "stormy", "snowy"][Math.floor(Math.random() * 5)] as "sunny" | "cloudy" | "rainy" | "stormy" | "snowy";
 
     const structuredContent = {
       temperature: {
diff --git a/src/server/mcp.test.ts b/src/server/mcp.test.ts
index 10e550df4..b9a4c3a48 100644
--- a/src/server/mcp.test.ts
+++ b/src/server/mcp.test.ts
@@ -1175,6 +1175,7 @@ describe("tool()", () => {
           resultType: z.string(),
         },
       },
+        // @ts-expect-error - This is a test - we are not providing structuredContent. The type system is not able to infer the correct type, so we need ts-expect-error for the test.
       async ({ input }) => ({
         // Only return content without structuredContent
         content: [
@@ -1230,6 +1231,7 @@ describe("tool()", () => {
           resultType: z.string(),
         },
       },
+      // @ts-expect-error - This is a test - we are not providing structuredContent. The type system is not able to infer the correct type, so we need ts-expect-error for the test.
       async ({ input }) => ({
         content: [
           {
@@ -1295,6 +1297,7 @@ describe("tool()", () => {
           timestamp: z.string()
         },
       },
+      // @ts-expect-error - This is a test - we are not providing structuredContent. The type system is not able to infer the correct type, so we need ts-expect-error for the test.
       async ({ input }) => ({
         content: [
           {
diff --git a/src/server/mcp.ts b/src/server/mcp.ts
index 791facef1..dcb6e8659 100644
--- a/src/server/mcp.ts
+++ b/src/server/mcp.ts
@@ -41,6 +41,8 @@ import {
   ServerRequest,
   ServerNotification,
   ToolAnnotations,
+  CallToolResultUnstructured,
+  CallToolResultStructured,
 } from "../types.js";
 import { Completable, CompletableDef } from "./completable.js";
 import { UriTemplate, Variables } from "../shared/uriTemplate.js";
@@ -920,7 +922,7 @@ export class McpServer {
   /**
    * Registers a tool with a config object and callback.
    */
-  registerTool<InputArgs extends ZodRawShape, OutputArgs extends ZodRawShape>(
+  registerTool<InputArgs extends ZodRawShape, OutputArgs extends ZodRawShape | undefined>(
     name: string,
     config: {
       title?: string;
@@ -929,7 +931,7 @@ export class McpServer {
       outputSchema?: OutputArgs;
       annotations?: ToolAnnotations;
     },
-    cb: ToolCallback<InputArgs>
+    cb: ToolCallback<InputArgs, OutputArgs>
   ): RegisteredTool {
     if (this._registeredTools[name]) {
       throw new Error(`Tool ${name} is already registered`);
@@ -1148,13 +1150,21 @@ export class ResourceTemplate {
  * - `content` if the tool does not have an outputSchema
  * - Both fields are optional but typically one should be provided
  */
-export type ToolCallback<Args extends undefined | ZodRawShape = undefined> =
-  Args extends ZodRawShape
+export type ToolCallback<InputArgs extends undefined | ZodRawShape = undefined, OutputArgs extends undefined | ZodRawShape = undefined> =
+  InputArgs extends ZodRawShape
   ? (
-    args: z.objectOutputType<Args, ZodTypeAny>,
+    args: z.objectOutputType<InputArgs, ZodTypeAny>,
     extra: RequestHandlerExtra<ServerRequest, ServerNotification>,
-  ) => CallToolResult | Promise<CallToolResult>
-  : (extra: RequestHandlerExtra<ServerRequest, ServerNotification>) => CallToolResult | Promise<CallToolResult>;
+  ) => OutputArgs extends ZodRawShape
+    ? CallToolResultStructured<OutputArgs> | Promise<CallToolResultStructured<OutputArgs>>
+    : OutputArgs extends undefined
+    ? CallToolResultUnstructured | Promise<CallToolResultUnstructured>
+    : never
+  : (extra: RequestHandlerExtra<ServerRequest, ServerNotification>) => OutputArgs extends ZodRawShape
+    ? CallToolResultStructured<OutputArgs> | Promise<CallToolResultStructured<OutputArgs>>
+    : OutputArgs extends undefined
+    ? CallToolResultUnstructured | Promise<CallToolResultUnstructured>
+    : never;
 
 export type RegisteredTool = {
   title?: string;
diff --git a/src/types.ts b/src/types.ts
index 323e37389..e74130f22 100644
--- a/src/types.ts
+++ b/src/types.ts
@@ -1,4 +1,4 @@
-import { z, ZodTypeAny } from "zod";
+import { z, ZodRawShape, ZodTypeAny } from "zod";
 import { AuthInfo } from "./server/auth/types.js";
 
 export const LATEST_PROTOCOL_VERSION = "2025-06-18";
@@ -951,10 +951,7 @@ export const ListToolsResultSchema = PaginatedResultSchema.extend({
   tools: z.array(ToolSchema),
 });
 
-/**
- * The server's response to a tool call.
- */
-export const CallToolResultSchema = ResultSchema.extend({
+export const CallToolResultUnstructuredSchema = ResultSchema.extend({
   /**
    * A list of content objects that represent the result of the tool call.
    *
@@ -962,14 +959,6 @@ export const CallToolResultSchema = ResultSchema.extend({
    * For backwards compatibility, this field is always present, but it may be empty.
    */
   content: z.array(ContentBlockSchema).default([]),
-
-  /**
-   * An object containing structured tool output.
-   *
-   * If the Tool defines an outputSchema, this field MUST be present in the result, and contain a JSON object that matches the schema.
-   */
-  structuredContent: z.object({}).passthrough().optional(),
-
   /**
    * Whether the tool call ended in an error.
    *
@@ -987,6 +976,17 @@ export const CallToolResultSchema = ResultSchema.extend({
   isError: z.optional(z.boolean()),
 });
 
+export const CallToolResultStructuredSchema = CallToolResultUnstructuredSchema.extend({
+  /**
+   * An object containing structured tool output.
+   *
+   * If the Tool defines an outputSchema, this field MUST be present in the result, and contain a JSON object that matches the schema.
+   */
+  structuredContent: z.object({}).passthrough().optional(),
+});
+
+export const CallToolResultSchema = z.union([CallToolResultUnstructuredSchema, CallToolResultStructuredSchema]);
+
 /**
  * CallToolResultSchema extended with backwards compatibility to protocol version 2024-10-07.
  */
@@ -1595,6 +1595,10 @@ export type Tool = Infer<typeof ToolSchema>;
 export type ListToolsRequest = Infer<typeof ListToolsRequestSchema>;
 export type ListToolsResult = Infer<typeof ListToolsResultSchema>;
 export type CallToolResult = Infer<typeof CallToolResultSchema>;
+export type CallToolResultUnstructured = Infer<typeof CallToolResultUnstructuredSchema>;
+export type CallToolResultStructured<OArgs extends ZodRawShape> = Infer<typeof CallToolResultStructuredSchema> & {
+  structuredContent: z.infer<z.ZodObject<OArgs, 'strip'>>;
+}
 export type CompatibilityCallToolResult = Infer<typeof CompatibilityCallToolResultSchema>;
 export type CallToolRequest = Infer<typeof CallToolRequestSchema>;
 export type ToolListChangedNotification = Infer<typeof ToolListChangedNotificationSchema>;