diff --git a/package.json b/package.json
index 3ba61c0697aa3b..020f5d0f4f8efc 100644
--- a/package.json
+++ b/package.json
@@ -69,7 +69,7 @@
     "moment-timezone": "^0.4.0",
     "morgan": "1.2.0",
     "ms": "0.7.1",
-    "node-sass": "3.4.2",
+    "node-sass": "5.0.0",
     "page": "1.6.4",
     "path-parser": "1.0.2",
     "phone": "git+https://github.com/Automattic/node-phone.git#1.0.4-11",
@@ -111,7 +111,7 @@
     "valid-url": "1.0.9",
     "walk": "2.3.4",
     "webpack": "1.12.15",
-    "webpack-dev-middleware": "1.2.0",
+    "webpack-dev-middleware": "5.3.4",
     "wpcom": "4.9.12",
     "wpcom-proxy-request": "1.0.5",
     "wpcom-xhr-request": "0.5.0",