diff --git a/packages/strapi-plugin-upload/config/routes.json b/packages/strapi-plugin-upload/config/routes.json
index a23e3578d4..d47777ce26 100644
--- a/packages/strapi-plugin-upload/config/routes.json
+++ b/packages/strapi-plugin-upload/config/routes.json
@@ -1,18 +1,5 @@
 {
   "routes": [
-    {
-      "method": "POST",
-      "path": "/",
-      "handler": "Upload.upload",
-      "config": {
-        "policies": [],
-        "description": "Upload a file",
-        "tag": {
-          "plugin": "upload",
-          "name": "File"
-        }
-      }
-    },
     {
       "method": "GET",
       "path": "/settings",
@@ -29,6 +16,28 @@
         "policies": []
       }
     },
+    {
+      "method": "POST",
+      "path": "/",
+      "handler": "Upload.upload",
+      "config": {
+        "policies": [],
+        "description": "Upload a file",
+        "tag": {
+          "plugin": "upload",
+          "name": "File"
+        }
+      }
+    },
+    {
+      "method": "POST",
+      "path": "/files/replace/:id",
+      "handler": "Upload.replaceFile",
+      "config": {
+        "policies": [],
+        "description": "Replace a file"
+      }
+    },
     {
       "method": "GET",
       "path": "/files/count",
diff --git a/packages/strapi-plugin-upload/controllers/Upload.js b/packages/strapi-plugin-upload/controllers/Upload.js
index d0f5eff68c..0c004d5115 100644
--- a/packages/strapi-plugin-upload/controllers/Upload.js
+++ b/packages/strapi-plugin-upload/controllers/Upload.js
@@ -106,6 +106,44 @@ module.exports = {
     ctx.body = { data };
   },
 
+  async replaceFile(ctx) {
+    const { id } = ctx.params;
+
+    const uploadService = strapi.plugins.upload.services.upload;
+
+    // Retrieve provider configuration.
+    const { enabled } = strapi.plugins.upload.config;
+
+    // Verify if the file upload is enable.
+    if (enabled === false) {
+      throw strapi.errors.badRequest(null, {
+        errors: [{ id: 'Upload.status.disabled', message: 'File upload is disabled' }],
+      });
+    }
+
+    const data = await strapi.plugins['upload'].services.upload.fetch({ id });
+
+    if (!data) {
+      return ctx.notFound('file.notFound');
+    }
+
+    const { fileInfo } = await validateUploadBody(uploadSchema, ctx.request.body);
+
+    const { file = {} } = ctx.request.files || {};
+
+    if (_.isUndefined(file)) {
+      throw strapi.errors.badRequest(null, {
+        errors: [{ id: 'Upload.status.empty', message: 'File is missing' }],
+      });
+    }
+
+    const enhancedFile = uploadService.enhanceFile(file, fileInfo);
+
+    const updatedFile = await uploadService.update(id, enhancedFile);
+
+    ctx.send(updatedFile);
+  },
+
   async find(ctx) {
     const data = await strapi.plugins['upload'].services.upload.fetchAll(ctx.query);
 
diff --git a/packages/strapi-plugin-upload/services/Upload.js b/packages/strapi-plugin-upload/services/Upload.js
index 67e34c3769..0a65b41438 100644
--- a/packages/strapi-plugin-upload/services/Upload.js
+++ b/packages/strapi-plugin-upload/services/Upload.js
@@ -99,6 +99,35 @@ module.exports = {
     return Promise.all(files.map(file => uploadFile(file)));
   },
 
+  async replace(dbFile, file) {
+    const config = strapi.plugins.upload.config;
+
+    // keep a constant hash
+    _.assign(file, {
+      hash: dbFile.hash,
+      ext: dbFile.ext,
+    });
+
+    // execute delete function of the provider
+    if (dbFile.provider === config.provider) {
+      await strapi.plugins.upload.provider.delete(dbFile);
+    }
+
+    await strapi.plugins.upload.provider.upload(file);
+
+    delete file.buffer;
+    file.provider = config.provider;
+
+    const res = await this.update({ id: dbFile.id }, {});
+    strapi.eventHub.emit('media.update', { media: res });
+
+    return res;
+  },
+
+  update(id, values) {
+    return strapi.query('file', 'upload').update({ id }, values);
+  },
+
   add(values) {
     return strapi.query('file', 'upload').create(values);
   },