diff --git a/lib/pleroma/web/activity_pub/activity_pub_controller.ex b/lib/pleroma/web/activity_pub/activity_pub_controller.ex
index 34bf04a20..6b60132d4 100644
--- a/lib/pleroma/web/activity_pub/activity_pub_controller.ex
+++ b/lib/pleroma/web/activity_pub/activity_pub_controller.ex
@@ -443,4 +443,31 @@ defp ensure_user_keys_present_and_maybe_refresh_for_user(user, for_user) do
 
     {new_user, for_user}
   end
+
+  # TODO: Add support for "object" field
+  @doc """
+  Endpoint based on <https://www.w3.org/wiki/SocialCG/ActivityPub/MediaUpload>
+
+  Parameters:
+  - (required) `file`: data of the media
+  - (optionnal) `description`: description of the media, intended for accessibility
+
+  Response:
+  - HTTP Code: 201 Created
+  - HTTP Body: ActivityPub object to be inserted into another's `attachment` field
+  """
+  def upload_media(%{assigns: %{user: user}} = conn, %{"file" => file} = data) do
+    with {:ok, object} <-
+           ActivityPub.upload(
+             file,
+             actor: User.ap_id(user),
+             description: Map.get(data, "description")
+           ) do
+      Logger.debug(inspect(object))
+
+      conn
+      |> put_status(:created)
+      |> json(object.data)
+    end
+  end
 end
diff --git a/lib/pleroma/web/activity_pub/views/user_view.ex b/lib/pleroma/web/activity_pub/views/user_view.ex
index a2f73e140..ff54b95ed 100644
--- a/lib/pleroma/web/activity_pub/views/user_view.ex
+++ b/lib/pleroma/web/activity_pub/views/user_view.ex
@@ -25,7 +25,8 @@ def render("endpoints.json", %{user: %User{local: true} = _user}) do
       "oauthAuthorizationEndpoint" => Helpers.o_auth_url(Endpoint, :authorize),
       "oauthRegistrationEndpoint" => Helpers.mastodon_api_url(Endpoint, :create_app),
       "oauthTokenEndpoint" => Helpers.o_auth_url(Endpoint, :token_exchange),
-      "sharedInbox" => Helpers.activity_pub_url(Endpoint, :inbox)
+      "sharedInbox" => Helpers.activity_pub_url(Endpoint, :inbox),
+      "uploadMedia" => Helpers.activity_pub_url(Endpoint, :upload_media)
     }
   end
 
diff --git a/lib/pleroma/web/router.ex b/lib/pleroma/web/router.ex
index b9b85fd67..8ee188f08 100644
--- a/lib/pleroma/web/router.ex
+++ b/lib/pleroma/web/router.ex
@@ -572,6 +572,7 @@ defmodule Pleroma.Web.Router do
     scope [] do
       pipe_through(:oauth_write)
       post("/users/:nickname/outbox", ActivityPubController, :update_outbox)
+      post("/api/ap/uploadMedia", ActivityPubController, :upload_media)
     end
 
     scope [] do
diff --git a/test/web/activity_pub/activity_pub_controller_test.exs b/test/web/activity_pub/activity_pub_controller_test.exs
index 0f8638a94..c2bcddf85 100644
--- a/test/web/activity_pub/activity_pub_controller_test.exs
+++ b/test/web/activity_pub/activity_pub_controller_test.exs
@@ -990,5 +990,30 @@ test "/api/ap/whoami", %{conn: conn} do
 
       assert UserView.render("user.json", %{user: user}) == json_response(conn, 200)
     end
+
+    clear_config([:media_proxy])
+    clear_config([Pleroma.Upload])
+
+    test "uploadMedia", %{conn: conn} do
+      user = insert(:user)
+
+      desc = "Description of the image"
+
+      image = %Plug.Upload{
+        content_type: "image/jpg",
+        path: Path.absname("test/fixtures/image.jpg"),
+        filename: "an_image.jpg"
+      }
+
+      conn =
+        conn
+        |> assign(:user, user)
+        |> post("/api/ap/uploadMedia", %{"file" => image, "description" => desc})
+
+      assert object = json_response(conn, :created)
+      assert object["name"] == desc
+      assert object["type"] == "Document"
+      assert object["actor"] == user.ap_id
+    end
   end
 end
diff --git a/test/web/ostatus/ostatus_controller_test.exs b/test/web/ostatus/ostatus_controller_test.exs
index ec96f0012..fc1635a2f 100644
--- a/test/web/ostatus/ostatus_controller_test.exs
+++ b/test/web/ostatus/ostatus_controller_test.exs
@@ -400,7 +400,8 @@ test "activity+json format. it redirects on actual feed of user", %{conn: conn}
                "oauthAuthorizationEndpoint" => "#{Pleroma.Web.base_url()}/oauth/authorize",
                "oauthRegistrationEndpoint" => "#{Pleroma.Web.base_url()}/api/v1/apps",
                "oauthTokenEndpoint" => "#{Pleroma.Web.base_url()}/oauth/token",
-               "sharedInbox" => "#{Pleroma.Web.base_url()}/inbox"
+               "sharedInbox" => "#{Pleroma.Web.base_url()}/inbox",
+               "uploadMedia" => "#{Pleroma.Web.base_url()}/api/ap/uploadMedia"
              }
 
       assert response["@context"] == [
@@ -462,7 +463,8 @@ test "json format. it redirects on actual feed of user", %{conn: conn} do
                "oauthAuthorizationEndpoint" => "#{Pleroma.Web.base_url()}/oauth/authorize",
                "oauthRegistrationEndpoint" => "#{Pleroma.Web.base_url()}/api/v1/apps",
                "oauthTokenEndpoint" => "#{Pleroma.Web.base_url()}/oauth/token",
-               "sharedInbox" => "#{Pleroma.Web.base_url()}/inbox"
+               "sharedInbox" => "#{Pleroma.Web.base_url()}/inbox",
+               "uploadMedia" => "#{Pleroma.Web.base_url()}/api/ap/uploadMedia"
              }
 
       assert response["@context"] == [