diff --git a/packages/discord.js/src/structures/MessagePayload.js b/packages/discord.js/src/structures/MessagePayload.js
index 8806a761da4b..4f204b721575 100644
--- a/packages/discord.js/src/structures/MessagePayload.js
+++ b/packages/discord.js/src/structures/MessagePayload.js
@@ -1,7 +1,7 @@
 'use strict';
 
 const { Buffer } = require('node:buffer');
-const { isJSONEncodable, lazy } = require('@discordjs/util');
+const { isJSONEncodable, isRawFileEncodable, lazy } = require('@discordjs/util');
 const { DiscordSnowflake } = require('@sapphire/snowflake');
 const { DiscordjsError, DiscordjsRangeError, ErrorCodes } = require('../errors/index.js');
 const { resolveFile } = require('../util/DataResolver.js');
@@ -190,13 +190,20 @@ class MessagePayload {
       }
     }
 
-    const attachments = this.options.files?.map((file, index) => ({
-      id: index.toString(),
-      description: file.description,
-      title: file.title,
-      waveform: file.waveform,
-      duration_secs: file.duration,
-    }));
+    const attachments = this.options.files?.map((file, index) =>
+      isRawFileEncodable(file)
+        ? {
+            id: index.toString(),
+            ...file.toJSON(),
+          }
+        : {
+            id: index.toString(),
+            description: file.description,
+            title: file.title,
+            waveform: file.waveform,
+            duration_secs: file.duration,
+          },
+    );
 
     // Only passable during edits
     if (Array.isArray(this.options.attachments)) {
@@ -276,6 +283,8 @@ class MessagePayload {
     if (ownAttachment) {
       attachment = fileLike;
       name = findName(attachment);
+    } else if (isRawFileEncodable(fileLike)) {
+      return fileLike.getRawFile();
     } else {
       attachment = fileLike.attachment;
       name = fileLike.name ?? findName(attachment);
diff --git a/packages/discord.js/src/structures/interfaces/TextBasedChannel.js b/packages/discord.js/src/structures/interfaces/TextBasedChannel.js
index 875ebc4a7cc1..d69461ab1103 100644
--- a/packages/discord.js/src/structures/interfaces/TextBasedChannel.js
+++ b/packages/discord.js/src/structures/interfaces/TextBasedChannel.js
@@ -88,7 +88,7 @@ class TextBasedChannel {
    * @property {Array<(EmbedBuilder|Embed|APIEmbed)>} [embeds] The embeds for the message
    * @property {MessageMentionOptions} [allowedMentions] Which mentions should be parsed from the message content
    * (see {@link https://discord.com/developers/docs/resources/message#allowed-mentions-object here} for more details)
-   * @property {Array<(Attachment|AttachmentPayload|BufferResolvable|FileBodyEncodable<APIAttachment>|Stream)>} [files]
+   * @property {Array<(Attachment|AttachmentPayload|BufferResolvable|RawFileEncodable|Stream)>} [files]
    * The files to send with the message.
    * @property {Array<(ActionRowBuilder|MessageTopLevelComponent|APIMessageTopLevelComponent)>} [components]
    * Action rows containing interactive components for the message (buttons, select menus) and other
diff --git a/packages/discord.js/typings/index.d.ts b/packages/discord.js/typings/index.d.ts
index bc8bba0e8107..a6a0c39387be 100644
--- a/packages/discord.js/typings/index.d.ts
+++ b/packages/discord.js/typings/index.d.ts
@@ -5,7 +5,7 @@ import { MessagePort, Worker } from 'node:worker_threads';
 import { ApplicationCommandOptionAllowedChannelType, MessageActionRowComponentBuilder } from '@discordjs/builders';
 import { Collection, ReadonlyCollection } from '@discordjs/collection';
 import { BaseImageURLOptions, ImageURLOptions, RawFile, REST, RESTOptions, EmojiURLOptions } from '@discordjs/rest';
-import { Awaitable, FileBodyEncodable, JSONEncodable } from '@discordjs/util';
+import { Awaitable, FileBodyEncodable, JSONEncodable, RawFileEncodable } from '@discordjs/util';
 import { WebSocketManager, WebSocketManagerOptions } from '@discordjs/ws';
 import { AsyncEventEmitter } from '@vladfrangu/async_event_emitter';
 import {
@@ -6721,7 +6721,7 @@ export interface BaseMessageOptions {
   )[];
   content?: string;
   embeds?: readonly (APIEmbed | JSONEncodable<APIEmbed>)[];
-  files?: readonly (Attachment | AttachmentPayload | BufferResolvable | FileBodyEncodable<APIAttachment> | Stream)[];
+  files?: readonly (Attachment | AttachmentPayload | BufferResolvable | RawFileEncodable | Stream)[];
 }
 
 export interface MessageOptionsPoll {
diff --git a/packages/util/src/encodables.ts b/packages/util/src/encodables.ts
index 392d7b4403ea..de5b246e6fce 100644
--- a/packages/util/src/encodables.ts
+++ b/packages/util/src/encodables.ts
@@ -1,3 +1,4 @@
+import type { RESTAPIAttachment } from 'discord-api-types/v10';
 import type { RawFile } from './RawFile.js';
 
 /**
@@ -59,3 +60,24 @@ export interface FileBodyEncodable<BodyValue> {
 export function isFileBodyEncodable(maybeEncodable: unknown): maybeEncodable is FileBodyEncodable<unknown> {
 	return maybeEncodable !== null && typeof maybeEncodable === 'object' && 'toFileBody' in maybeEncodable;
 }
+
+/**
+ * Represents an object capable of representing itself as a raw file attachment.
+ * Objects implementing this interface can return binary file data to be sent as part of
+ * multipart/form-data requests.
+ */
+export interface RawFileEncodable extends JSONEncodable<RESTAPIAttachment> {
+	/**
+	 * Returns the raw file of an attachment.
+	 */
+	getRawFile(): Partial<RawFile> | undefined;
+}
+
+/**
+ * Indicates if an object is raw file encodable or not.
+ *
+ * @param maybeEncodable - The object to check against
+ */
+export function isRawFileEncodable(maybeEncodable: unknown): maybeEncodable is RawFileEncodable {
+	return isJSONEncodable(maybeEncodable) && 'getRawFile' in maybeEncodable;
+}