diff --git a/DEPS b/DEPS
index 8ecd52e3..8a6ee243 100644
--- a/DEPS
+++ b/DEPS
@@ -106,7 +106,7 @@ deps = {
     'packages': [
       {
         'package': 'chrome_internal/third_party/sdk/windows',
-        'version': 'uploaded:2018-06-13'
+        'version': 'uploaded:2021-04-28'
       },
     ],
     'condition': 'checkout_win and pull_win_toolchain',
diff --git a/infra/config/generated/cr-buildbucket.cfg b/infra/config/generated/cr-buildbucket.cfg
index d34621cd..80e52d73 100644
--- a/infra/config/generated/cr-buildbucket.cfg
+++ b/infra/config/generated/cr-buildbucket.cfg
@@ -450,6 +450,9 @@ buckets {
       }
       properties:
         '{'
+        '  "$depot_tools/windows_sdk": {'
+        '    "version": "uploaded:2021-04-28"'
+        '  },'
         '  "$gatekeeper": {'
         '    "group": "client.crashpad"'
         '  },'
@@ -483,6 +486,9 @@ buckets {
       }
       properties:
         '{'
+        '  "$depot_tools/windows_sdk": {'
+        '    "version": "uploaded:2021-04-28"'
+        '  },'
         '  "$gatekeeper": {'
         '    "group": "client.crashpad"'
         '  },'
@@ -922,6 +928,9 @@ buckets {
       }
       properties:
         '{'
+        '  "$depot_tools/windows_sdk": {'
+        '    "version": "uploaded:2021-04-28"'
+        '  },'
         '  "$kitchen": {'
         '    "devshell": true,'
         '    "git_auth": true'
@@ -952,6 +961,9 @@ buckets {
       }
       properties:
         '{'
+        '  "$depot_tools/windows_sdk": {'
+        '    "version": "uploaded:2021-04-28"'
+        '  },'
         '  "$kitchen": {'
         '    "devshell": true,'
         '    "git_auth": true'
diff --git a/infra/config/main.star b/infra/config/main.star
index f51ef23e..e0582e6d 100755
--- a/infra/config/main.star
+++ b/infra/config/main.star
@@ -183,6 +183,11 @@ def crashpad_properties(platform, cpu, config, bucket):
     if cpu != "x64":
         properties["target_cpu"] = cpu
 
+    if platform == "win":
+        properties["$depot_tools/windows_sdk"] = {
+            "version": "uploaded:2021-04-28",
+        }
+
     if bucket == "ci":
         properties["$gatekeeper"] = {
             "group": "client.crashpad",