diff --git a/.changeset/fast-paws-press.md b/.changeset/fast-paws-press.md
new file mode 100644
index 0000000000..8ddb0bc49e
--- /dev/null
+++ b/.changeset/fast-paws-press.md
@@ -0,0 +1,5 @@
+---
+'@backstage/cli': patch
+---
+
+Added support for custom certificate for webpack dev server.
diff --git a/app-config.yaml b/app-config.yaml
index 32b53da236..7c93d9cbd2 100644
--- a/app-config.yaml
+++ b/app-config.yaml
@@ -7,7 +7,6 @@ app:
   #  applicationId: qwerty
   #   site: # datadoghq.eu default = datadoghq.com
   #   env: # optional
-
   support:
     url: https://github.com/backstage/backstage/issues # Used by common ErrorPage
     items: # Used by common SupportButton component
diff --git a/packages/cli/package.json b/packages/cli/package.json
index 14482fc95b..5514b881e1 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -248,6 +248,32 @@
                 "description": "The port that the frontend should be bound to. Only used for local development."
               }
             }
+          },
+          "https": {
+            "type": "object",
+            "description": "Only used for local development. The https object is passed to webpack in order to enable using https on localhost.",
+            "properties": {
+              "certificate": {
+                "type": "object",
+                "description": "Parent object containing certificate and the private key",
+                "required": [
+                  "key",
+                  "cert"
+                ],
+                "properties": {
+                  "key": {
+                    "type": "string",
+                    "visibility": "secret",
+                    "description": "Https Certificate private key. Use $file to load in a file"
+                  },
+                  "cert": {
+                    "type": "string",
+                    "visibility": "secret",
+                    "description": "Https Certificate. Use $file to load in a file"
+                  }
+                }
+              }
+            }
           }
         }
       }
diff --git a/packages/cli/src/lib/bundler/server.ts b/packages/cli/src/lib/bundler/server.ts
index d573f80e27..d3f1e8da75 100644
--- a/packages/cli/src/lib/bundler/server.ts
+++ b/packages/cli/src/lib/bundler/server.ts
@@ -40,6 +40,7 @@ export async function serveBundle(options: ServeOptions) {
     isDev: true,
     baseUrl: url,
   });
+
   const compiler = webpack(config);
 
   const server = new WebpackDevServer(
@@ -60,7 +61,15 @@ export async function serveBundle(options: ServeOptions) {
         // See https://github.com/facebookincubator/create-react-app/issues/387.
         disableDotRule: true,
       },
-      https: url.protocol === 'https:',
+      https:
+        url.protocol === 'https:'
+          ? {
+              cert: options.backendConfig.getString(
+                'app.https.certificate.cert',
+              ),
+              key: options.backendConfig.getString('app.https.certificate.key'),
+            }
+          : false,
       host,
       port,
       proxy: pkg.proxy,
diff --git a/packages/cli/src/lib/bundler/types.ts b/packages/cli/src/lib/bundler/types.ts
index 4d6d2e5c9e..68260735f9 100644
--- a/packages/cli/src/lib/bundler/types.ts
+++ b/packages/cli/src/lib/bundler/types.ts
@@ -31,6 +31,7 @@ export type ServeOptions = BundlingPathsOptions & {
   checksEnabled: boolean;
   frontendConfig: Config;
   frontendAppConfigs: AppConfig[];
+  backendConfig: Config;
 };
 
 export type BuildOptions = BundlingPathsOptions & {
diff --git a/packages/cli/src/lib/config.ts b/packages/cli/src/lib/config.ts
index e7ceeadf08..994714a3ce 100644
--- a/packages/cli/src/lib/config.ts
+++ b/packages/cli/src/lib/config.ts
@@ -96,11 +96,15 @@ export async function loadCliConfig(options: Options) {
     });
     const frontendConfig = ConfigReader.fromConfigs(frontendAppConfigs);
 
+    const backendAppConfigs = schema.process(appConfigs);
+    const backendConfig = ConfigReader.fromConfigs(backendAppConfigs);
+
     return {
       schema,
       appConfigs,
       frontendConfig,
       frontendAppConfigs,
+      backendConfig,
     };
   } catch (error) {
     const maybeSchemaError = error as Error & { messages?: string[] };