diff --git a/@noctaCrdt/Interfaces.ts b/@noctaCrdt/Interfaces.ts
index 63fba8a8..82659583 100644
--- a/@noctaCrdt/Interfaces.ts
+++ b/@noctaCrdt/Interfaces.ts
@@ -113,6 +113,13 @@ export interface RemoteBlockDeleteOperation {
   pageId: string;
 }
 
+export interface RemoteBlockCheckboxOperation {
+  type: "blockCheckbox";
+  blockId: BlockId;
+  isChecked: boolean;
+  pageId: string;
+}
+
 export interface RemoteCharDeleteOperation {
   type: "charDelete";
   targetId: CharId;
diff --git a/@noctaCrdt/Node.ts b/@noctaCrdt/Node.ts
index d7220560..c0f6104e 100644
--- a/@noctaCrdt/Node.ts
+++ b/@noctaCrdt/Node.ts
@@ -51,6 +51,7 @@ export class Block extends Node<BlockId> {
   icon: string;
   crdt: BlockCRDT;
   listIndex?: number;
+  isChecked?: boolean;
 
   constructor(value: string, id: BlockId) {
     super(value, id);
@@ -72,6 +73,7 @@ export class Block extends Node<BlockId> {
       icon: this.icon,
       crdt: this.crdt.serialize(),
       listIndex: this.listIndex ? this.listIndex : null,
+      isChecked: this.isChecked ? this.isChecked : null,
     };
   }
 
@@ -87,6 +89,7 @@ export class Block extends Node<BlockId> {
     block.icon = data.icon;
     block.crdt = BlockCRDT.deserialize(data.crdt);
     block.listIndex = data.listIndex ? data.listIndex : null;
+    block.isChecked = data.isChecked ? data.isChecked : null;
     return block;
   }
 }
diff --git a/client/src/features/editor/Editor.tsx b/client/src/features/editor/Editor.tsx
index fe8e25d9..312adffd 100644
--- a/client/src/features/editor/Editor.tsx
+++ b/client/src/features/editor/Editor.tsx
@@ -42,6 +42,7 @@ export const Editor = ({ onTitleChange, pageId, pageTitle, serializedEditorData
     sendBlockInsertOperation,
     sendBlockDeleteOperation,
     sendBlockUpdateOperation,
+    sendBlockCheckboxOperation,
   } = useSocketStore();
   const { clientId } = useSocketStore();
   const [displayTitle, setDisplayTitle] = useState(pageTitle);
@@ -86,6 +87,7 @@ export const Editor = ({ onTitleChange, pageId, pageTitle, serializedEditorData
     handleRemoteBlockReorder,
     handleRemoteCharUpdate,
     handleRemoteCursor,
+    handleRemoteBlockCheckbox,
     addNewBlock,
   } = useEditorOperation({ editorCRDT, pageId, setEditorState, isSameLocalChange });
 
@@ -121,14 +123,16 @@ export const Editor = ({ onTitleChange, pageId, pageTitle, serializedEditorData
     sendCharInsertOperation,
   });
 
-  const { handleBlockClick, handleBlockInput, handleKeyDown } = useBlockOperation({
-    editorCRDT: editorCRDT.current,
-    setEditorState,
-    pageId,
-    onKeyDown,
-    handleHrInput,
-    isLocalChange,
-  });
+  const { handleBlockClick, handleBlockInput, handleKeyDown, handleCheckboxToggle } =
+    useBlockOperation({
+      editorCRDT: editorCRDT.current,
+      setEditorState,
+      pageId,
+      onKeyDown,
+      handleHrInput,
+      isLocalChange,
+      sendBlockCheckboxOperation,
+    });
 
   const { onTextStyleUpdate, onTextColorUpdate, onTextBackgroundColorUpdate } = useTextOptionSelect(
     {
@@ -275,6 +279,7 @@ export const Editor = ({ onTitleChange, pageId, pageTitle, serializedEditorData
       onRemoteBlockReorder: handleRemoteBlockReorder,
       onRemoteCharUpdate: handleRemoteCharUpdate,
       onRemoteCursor: handleRemoteCursor,
+      onRemoteBlockCheckbox: handleRemoteBlockCheckbox,
       onBatchOperations: (batch) => {
         for (const item of batch) {
           switch (item.event) {
@@ -377,6 +382,7 @@ export const Editor = ({ onTitleChange, pageId, pageTitle, serializedEditorData
                 onTextColorUpdate={onTextColorUpdate}
                 onTextBackgroundColorUpdate={onTextBackgroundColorUpdate}
                 dragBlockList={dragBlockList}
+                onCheckboxToggle={handleCheckboxToggle}
               />
             ))}
           </SortableContext>
diff --git a/client/src/features/editor/components/IconBlock/IconBlock.style.ts b/client/src/features/editor/components/IconBlock/IconBlock.style.ts
index be2c8720..2a95384b 100644
--- a/client/src/features/editor/components/IconBlock/IconBlock.style.ts
+++ b/client/src/features/editor/components/IconBlock/IconBlock.style.ts
@@ -32,5 +32,15 @@ export const iconStyle = cva({
         backgroundColor: "white",
       },
     },
+    isChecked: {
+      true: {
+        color: "white",
+        backgroundColor: "#7272FF",
+      },
+      false: {
+        color: "gray.600",
+        backgroundColor: "white",
+      },
+    },
   },
 });
diff --git a/client/src/features/editor/components/IconBlock/IconBlock.tsx b/client/src/features/editor/components/IconBlock/IconBlock.tsx
index 70c466db..61c0632e 100644
--- a/client/src/features/editor/components/IconBlock/IconBlock.tsx
+++ b/client/src/features/editor/components/IconBlock/IconBlock.tsx
@@ -5,9 +5,17 @@ interface IconBlockProps {
   type: ElementType;
   index: number | undefined;
   indent?: number;
+  isChecked?: boolean;
+  onCheckboxClick?: () => void;
 }
 
-export const IconBlock = ({ type, index = 1, indent = 0 }: IconBlockProps) => {
+export const IconBlock = ({
+  type,
+  index = 1,
+  indent = 0,
+  isChecked = false,
+  onCheckboxClick,
+}: IconBlockProps) => {
   const getIcon = () => {
     switch (type) {
       case "ul":
@@ -21,7 +29,17 @@ export const IconBlock = ({ type, index = 1, indent = 0 }: IconBlockProps) => {
       case "ol":
         return <span className={iconStyle({ type: "ol" })}>{`${index}.`}</span>;
       case "checkbox":
-        return <span className={iconStyle({ type: "checkbox" })} />;
+        return (
+          <span
+            onClick={onCheckboxClick}
+            className={iconStyle({
+              type: "checkbox",
+              isChecked,
+            })}
+          >
+            {isChecked ? "✓" : ""}
+          </span>
+        );
       default:
         return null;
     }
diff --git a/client/src/features/editor/components/block/Block.tsx b/client/src/features/editor/components/block/Block.tsx
index 6d0300e9..5d398792 100644
--- a/client/src/features/editor/components/block/Block.tsx
+++ b/client/src/features/editor/components/block/Block.tsx
@@ -66,6 +66,7 @@ interface BlockProps {
     blockId: BlockId,
     nodes: Array<Char>,
   ) => void;
+  onCheckboxToggle: (blockId: BlockId, isChecked: boolean) => void;
 }
 export const Block: React.FC<BlockProps> = memo(
   ({
@@ -88,6 +89,7 @@ export const Block: React.FC<BlockProps> = memo(
     onTextStyleUpdate,
     onTextColorUpdate,
     onTextBackgroundColorUpdate,
+    onCheckboxToggle,
   }: BlockProps) => {
     const blockRef = useRef<HTMLDivElement>(null);
     const { isOpen, openModal, closeModal } = useModal();
@@ -267,6 +269,10 @@ export const Block: React.FC<BlockProps> = memo(
       }
     };
 
+    const handleCheckboxClick = () => {
+      onCheckboxToggle(block.id, !block.isChecked);
+    };
+
     const Indicator = () => (
       <div
         className={dropIndicatorStyle({
@@ -306,7 +312,14 @@ export const Block: React.FC<BlockProps> = memo(
               onCopySelect={handleCopySelect}
               onDeleteSelect={handleDeleteSelect}
             />
-            <IconBlock type={block.type} index={block.listIndex} indent={block.indent} />
+
+            <IconBlock
+              type={block.type}
+              index={block.listIndex}
+              indent={block.indent}
+              isChecked={block.isChecked}
+              onCheckboxClick={handleCheckboxClick}
+            />
             <div
               ref={blockRef}
               onKeyDown={(e) => handleKeyDown(e, blockRef.current, block)}
diff --git a/client/src/features/editor/hooks/useBlockOperation.ts b/client/src/features/editor/hooks/useBlockOperation.ts
index 34f707b6..240a7324 100644
--- a/client/src/features/editor/hooks/useBlockOperation.ts
+++ b/client/src/features/editor/hooks/useBlockOperation.ts
@@ -1,5 +1,5 @@
 import { EditorCRDT } from "@noctaCrdt/Crdt";
-import { RemoteCharInsertOperation } from "@noctaCrdt/Interfaces";
+import { RemoteBlockCheckboxOperation, RemoteCharInsertOperation } from "@noctaCrdt/Interfaces";
 import { Block } from "@noctaCrdt/Node";
 import { BlockId } from "@noctaCrdt/NodeId";
 import { useCallback } from "react";
@@ -15,6 +15,7 @@ interface UseBlockOperationProps {
   onKeyDown: (e: React.KeyboardEvent<HTMLDivElement>) => void;
   handleHrInput: (block: Block, content: string) => boolean;
   isLocalChange: React.MutableRefObject<boolean>;
+  sendBlockCheckboxOperation: (operation: RemoteBlockCheckboxOperation) => void;
 }
 
 export const useBlockOperation = ({
@@ -24,6 +25,7 @@ export const useBlockOperation = ({
   onKeyDown,
   handleHrInput,
   isLocalChange,
+  sendBlockCheckboxOperation,
 }: UseBlockOperationProps) => {
   const { sendCharInsertOperation, sendCharDeleteOperation } = useSocketStore();
 
@@ -257,9 +259,32 @@ export const useBlockOperation = ({
     [editorCRDT.LinkedList, sendCharDeleteOperation, pageId, onKeyDown],
   );
 
+  const handleCheckboxToggle = useCallback(
+    (blockId: BlockId, isChecked: boolean) => {
+      const operation = {
+        type: "blockCheckbox",
+        blockId,
+        pageId,
+        isChecked,
+      } as RemoteBlockCheckboxOperation;
+
+      sendBlockCheckboxOperation(operation);
+      const targetBlock = editorCRDT.LinkedList.nodeMap[JSON.stringify(blockId)];
+      if (targetBlock) {
+        targetBlock.isChecked = isChecked;
+        setEditorState({
+          clock: editorCRDT.clock,
+          linkedList: editorCRDT.LinkedList,
+        });
+      }
+    },
+    [editorCRDT, pageId, sendBlockCheckboxOperation],
+  );
+
   return {
     handleBlockClick,
     handleBlockInput,
     handleKeyDown,
+    handleCheckboxToggle,
   };
 };
diff --git a/client/src/features/editor/hooks/useEditorOperation.ts b/client/src/features/editor/hooks/useEditorOperation.ts
index 1a96758f..8fd4616d 100644
--- a/client/src/features/editor/hooks/useEditorOperation.ts
+++ b/client/src/features/editor/hooks/useEditorOperation.ts
@@ -7,6 +7,7 @@ import {
   RemoteBlockReorderOperation,
   RemoteCharUpdateOperation,
   RemoteBlockInsertOperation,
+  RemoteBlockCheckboxOperation,
 } from "@noctaCrdt/Interfaces";
 import { TextLinkedList } from "@noctaCrdt/LinkedList";
 import { CharId } from "@noctaCrdt/NodeId";
@@ -151,6 +152,21 @@ export const useEditorOperation = ({
     [pageId, editorCRDT],
   );
 
+  const handleRemoteBlockCheckbox = useCallback(
+    (operation: RemoteBlockCheckboxOperation) => {
+      if (operation.pageId !== pageId) return;
+      const targetBlock = editorCRDT.current.LinkedList.nodeMap[JSON.stringify(operation.blockId)];
+      if (targetBlock) {
+        targetBlock.isChecked = operation.isChecked;
+        setEditorState({
+          clock: editorCRDT.current.clock,
+          linkedList: editorCRDT.current.LinkedList,
+        });
+      }
+    },
+    [pageId, editorCRDT],
+  );
+
   const handleRemoteCharUpdate = useCallback(
     (operation: RemoteCharUpdateOperation) => {
       if (!editorCRDT) return;
@@ -190,6 +206,7 @@ export const useEditorOperation = ({
     handleRemoteBlockReorder,
     handleRemoteCharUpdate,
     handleRemoteCursor,
+    handleRemoteBlockCheckbox,
     addNewBlock,
   };
 };
diff --git a/client/src/stores/useSocketStore.ts b/client/src/stores/useSocketStore.ts
index 22a19adb..41ce6599 100644
--- a/client/src/stores/useSocketStore.ts
+++ b/client/src/stores/useSocketStore.ts
@@ -6,6 +6,7 @@ import {
   RemoteCharDeleteOperation,
   RemoteBlockUpdateOperation,
   RemoteBlockReorderOperation,
+  RemoteBlockCheckboxOperation,
   RemoteCharUpdateOperation,
   RemotePageDeleteOperation,
   RemotePageUpdateOperation,
@@ -78,6 +79,7 @@ interface SocketStore {
   subscribeToPageOperations: (handlers: PageOperationsHandlers) => (() => void) | undefined;
   setWorkspace: (workspace: WorkSpaceSerializedProps) => void;
   sendOperation: (operation: any) => void;
+  sendBlockCheckboxOperation: (operation: RemoteBlockCheckboxOperation) => void;
 }
 
 interface RemoteOperationHandlers {
@@ -90,6 +92,7 @@ interface RemoteOperationHandlers {
   onRemoteCharUpdate: (operation: RemoteCharUpdateOperation) => void;
   onRemoteCursor: (position: CursorPosition) => void;
   onBatchOperations: (batch: any[]) => void;
+  onRemoteBlockCheckbox: (operation: RemoteBlockCheckboxOperation) => void;
 }
 
 interface PageOperationsHandlers {
@@ -292,6 +295,11 @@ export const useSocketStore = create<SocketStore>((set, get) => ({
     // sendOperation(operation);
   },
 
+  sendBlockCheckboxOperation: (operation: RemoteBlockCheckboxOperation) => {
+    const { socket } = get();
+    socket?.emit("checkbox/block", operation);
+  },
+
   subscribeToRemoteOperations: (handlers: RemoteOperationHandlers) => {
     const { socket } = get();
     if (!socket) return;
@@ -305,6 +313,7 @@ export const useSocketStore = create<SocketStore>((set, get) => ({
     socket.on("update/char", handlers.onRemoteCharUpdate);
     socket.on("cursor", handlers.onRemoteCursor);
     socket.on("batch/operations", handlers.onBatchOperations);
+    socket.on("checkbox/block", handlers.onRemoteBlockCheckbox);
 
     return () => {
       socket.off("update/block", handlers.onRemoteBlockUpdate);
@@ -316,6 +325,7 @@ export const useSocketStore = create<SocketStore>((set, get) => ({
       socket.off("update/char", handlers.onRemoteCharUpdate);
       socket.off("cursor", handlers.onRemoteCursor);
       socket.off("batch/operations", handlers.onBatchOperations);
+      socket.off("checkbox/block", handlers.onRemoteBlockCheckbox);
     };
   },
 
diff --git a/server/src/workspace/workspace.gateway.ts b/server/src/workspace/workspace.gateway.ts
index 541e27bf..4a76a06f 100644
--- a/server/src/workspace/workspace.gateway.ts
+++ b/server/src/workspace/workspace.gateway.ts
@@ -20,6 +20,7 @@ import {
   RemoteBlockUpdateOperation,
   RemotePageCreateOperation,
   RemoteBlockReorderOperation,
+  RemoteBlockCheckboxOperation,
   RemoteCharUpdateOperation,
   CursorPosition,
 } from "@noctaCrdt/Interfaces";
@@ -719,6 +720,50 @@ export class WorkspaceGateway implements OnGatewayInit, OnGatewayConnection, OnG
     }
   }
 
+  /**
+   * 블록 Checkbox 연산 처리
+   */
+  @SubscribeMessage("checkbox/block")
+  async handleBlockCheckbox(
+    @MessageBody() data: RemoteBlockCheckboxOperation,
+    @ConnectedSocket() client: Socket,
+  ): Promise<void> {
+    const clientInfo = this.clientMap.get(client.id);
+    try {
+      this.logger.debug(
+        `Block checkbox 연산 수신 - Client ID: ${clientInfo?.clientId}, Data:`,
+        JSON.stringify(data),
+      );
+      const { workspaceId } = client.data;
+      const currentBlock = await this.workSpaceService.getBlock(
+        workspaceId,
+        data.pageId,
+        data.blockId,
+      );
+
+      if (!currentBlock) {
+        throw new Error(`Block with id ${data.blockId} not found`);
+      }
+
+      currentBlock.isChecked = data.isChecked;
+
+      const operation = {
+        type: "blockCheckbox",
+        blockId: data.blockId,
+        pageId: data.pageId,
+        isChecked: data.isChecked,
+      };
+
+      client.broadcast.to(data.pageId).emit("checkbox/block", operation);
+    } catch (error) {
+      this.logger.error(
+        `Block Checkbox 연산 처리 중 오류 발생 - Client ID: ${clientInfo?.clientId}`,
+        error.stack,
+      );
+      throw new WsException(`Checkbox 연산 실패: ${error.message}`);
+    }
+  }
+
   /**
    * 글자 삽입 연산 처리
    */