diff --git a/src/api/postApi.ts b/src/api/postApi.ts
index 905c57370..09af036c6 100644
--- a/src/api/postApi.ts
+++ b/src/api/postApi.ts
@@ -39,6 +39,22 @@ const useUploadPostMutation = () => {
   return useMutation(fetcher);
 };
 
+const useUploadPostImageMutation = () => {
+  const fetcher = async ({ file }: { file: Blob }) => {
+    const formData = new FormData();
+    formData.append('file', file);
+
+    const { data } = await axios.post('/posts/files', formData, {
+      headers: {
+        'content-type': 'multipart/form-data',
+      },
+    });
+    return data;
+  };
+
+  return useMutation(fetcher);
+};
+
 const useGetPostListQuery = ({ categoryId, searchType, search, page, size }: BoardSearch) => {
   const fetcher = () =>
     axios.get('/posts', { params: { categoryId, searchType, search, page, size } }).then(({ data }) => data);
@@ -251,6 +267,7 @@ const useGetMemberTempPostsQuery = ({ page, size = 10 }: PageAndSize) => {
 
 export {
   useUploadPostMutation,
+  useUploadPostImageMutation,
   useGetPostListQuery,
   useGetRecentPostsQuery,
   useGetTrendPostsQuery,
diff --git a/src/components/Editor/StandardEditor.tsx b/src/components/Editor/StandardEditor.tsx
index ff45e05b0..c40cab208 100644
--- a/src/components/Editor/StandardEditor.tsx
+++ b/src/components/Editor/StandardEditor.tsx
@@ -1,6 +1,11 @@
 import React from 'react';
+import toast from 'react-hot-toast';
 import { useMediaQuery, useTheme } from '@mui/material';
+import { HookMap } from '@toast-ui/editor';
 import { Editor, EditorProps } from '@toast-ui/react-editor';
+import { useUploadPostImageMutation } from '@api/postApi';
+import { FILE, MAX_FILE_SIZE } from '@constants/apiResponseMessage';
+import { getServerImgUrl } from '@utils/converter';
 
 import '@toast-ui/editor/dist/toastui-editor.css';
 import '@toast-ui/editor/dist/theme/toastui-editor-dark.css';
@@ -13,11 +18,52 @@ const StandardEditor = ({ forwardedRef, ...props }: StandardEditorProps) => {
   const theme = useTheme();
   const isMobile = useMediaQuery(theme.breakpoints.down('sm'));
 
+  const { mutate: uploadPostImageMutation } = useUploadPostImageMutation();
+
+  const handleImageUpload: HookMap['addImageBlobHook'] = (blob) => {
+    if (blob.size > MAX_FILE_SIZE) {
+      toast.error(FILE.error.exceedFileSize, {
+        style: {
+          maxWidth: 1500,
+        },
+      });
+      return;
+    }
+
+    const editor = forwardedRef?.current.getInstance();
+    if (!editor) return;
+
+    const [startPos] = editor.getSelection();
+
+    const IMAGE_MARKDOWN_LOADING_MSG = `![Uploading image...]()`;
+    editor.insertText(`${IMAGE_MARKDOWN_LOADING_MSG}\n`);
+
+    // selection 타입을 명확히 하여 마크다운 위치 계산
+    const [startLinePos, startCharPos] = startPos as Exclude<typeof startPos, number>;
+    const endPos = [startLinePos, startCharPos + IMAGE_MARKDOWN_LOADING_MSG.length] as Exclude<typeof startPos, number>;
+
+    uploadPostImageMutation(
+      { file: blob },
+      {
+        onSuccess: ({ fileName, filePath }) => {
+          editor.replaceSelection(`![${fileName}](${getServerImgUrl(filePath)})`, startPos, endPos);
+        },
+        onError: () => {
+          editor.deleteSelection(startPos, endPos);
+          toast.error(FILE.error.uploadFail);
+        },
+      },
+    );
+  };
+
   return (
     <Editor
       ref={forwardedRef}
       initialValue={props.initialValue ?? ''}
       placeholder="내용을 입력해주세요."
+      hooks={{
+        addImageBlobHook: handleImageUpload,
+      }}
       previewStyle={isMobile ? 'tab' : 'vertical'}
       minHeight="300px"
       initialEditType={isMobile ? 'wysiwyg' : 'markdown'}
diff --git a/src/constants/apiResponseMessage.ts b/src/constants/apiResponseMessage.ts
index 9453302c4..e05fd888d 100644
--- a/src/constants/apiResponseMessage.ts
+++ b/src/constants/apiResponseMessage.ts
@@ -1,3 +1,5 @@
+import { formatFileSize } from '@utils/converter';
+
 export const COMMON = {} as const;
 
 export const PASSWORD = {
@@ -47,11 +49,20 @@ export const LOGIN_ID = {
   error: {
     existing: '이미 존재하는 아이디입니다.',
   },
-};
+} as const;
 
 export const STUDENT_ID = {
   success: {},
   error: {
     existing: '이미 존재하는 학번입니다.',
   },
-};
+} as const;
+
+export const MAX_FILE_SIZE = 30 * 1024 * 1024; // Byte
+export const FILE = {
+  success: {},
+  error: {
+    uploadFail: '업로드가 실패하였습니다.',
+    exceedFileSize: `파일이 제한된 크기(${formatFileSize(MAX_FILE_SIZE)})를 초과하였습니다.`,
+  },
+} as const;