diff --git a/src/extensions/titlebar/buttons.mjs b/src/extensions/titlebar/buttons.mjs
index 9786d93..cefa051 100644
--- a/src/extensions/titlebar/buttons.mjs
+++ b/src/extensions/titlebar/buttons.mjs
@@ -15,20 +15,24 @@ const minimizeLabel = "Minimize window",
   closeLabel = "Close window";
 
 const createWindowButtons = () => {
-  const { html } = globalThis.__enhancerApi,
+  const { html, sendMessage, invokeInWorker } = globalThis.__enhancerApi,
     $minimize = html`<${TopbarButton}
+      onclick=${() => sendMessage("notion-enhancer:titlebar", "minimize")}
       aria-label="${minimizeLabel}"
       icon="minus"
     />`,
     $maximize = html`<${TopbarButton}
+      onclick=${() => sendMessage("notion-enhancer:titlebar", "maximize")}
       aria-label="${maximizeLabel}"
       icon="maximize"
     />`,
     $unmaximize = html`<${TopbarButton}
+      onclick=${() => sendMessage("notion-enhancer:titlebar", "unmaximize")}
       aria-label="${unmaximizeLabel}"
       icon="minimize"
     />`,
     $close = html`<${TopbarButton}
+      onclick=${() => sendMessage("notion-enhancer:titlebar", "close")}
       class="!hover:(bg-red-600 text-white)"
       aria-label="${closeLabel}"
       icon="x"
@@ -37,6 +41,17 @@ const createWindowButtons = () => {
   html`<${Tooltip}><b>${maximizeLabel}</b><//>`.attach($maximize, "bottom");
   html`<${Tooltip}><b>${unmaximizeLabel}</b><//>`.attach($unmaximize, "bottom");
   html`<${Tooltip}><b>${closeLabel}</b><//>`.attach($close, "bottom");
+
+  const resizeWindow = async () => {
+    const isMaximized = await invokeInWorker("notion-enhancer:titlebar", {
+      query: "is-maximized",
+    });
+    $maximize.style.display = isMaximized ? "none" : "";
+    $unmaximize.style.display = isMaximized ? "" : "none";
+  };
+  window.addEventListener("resize", resizeWindow);
+  resizeWindow();
+
   return html`<div>${$minimize}${$maximize}${$unmaximize}${$close}</div>`;
 };
 
diff --git a/src/extensions/titlebar/electron.cjs b/src/extensions/titlebar/electron.cjs
index e2c97a2..e8ff19a 100644
--- a/src/extensions/titlebar/electron.cjs
+++ b/src/extensions/titlebar/electron.cjs
@@ -10,4 +10,19 @@ module.exports = async ({}, db) => {
   Object.assign((globalThis.__notionConfig ??= {}), {
     titlebarStyle: "hidden",
   });
+
+  const { ipcMain, BrowserWindow } = require("electron");
+  ipcMain.on("notion-enhancer:titlebar", ({ sender }, message) => {
+    const window = BrowserWindow.fromWebContents(sender);
+    if (message === "minimize") window.minimize();
+    if (message === "maximize") window.maximize();
+    if (message === "unmaximize") window.unmaximize();
+    if (message === "close") window.close();
+  });
+
+  ipcMain.handle("notion-enhancer:titlebar", ({ sender }, message) => {
+    if (message?.query !== "is-maximized") return;
+    const window = BrowserWindow.fromWebContents(sender);
+    return window.isMaximized();
+  });
 };