diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7239be07..ad6408f8 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,7 @@
 * **Breaking:** Add `QueueType.auto` which auto-selects the best queueing strategy per platform: Android uses a per-device queue, all other platforms run commands in parallel. It is now the default for both `UniversalBle` and `UniversalBlePeripheral`, replacing the previous `QueueType.global` default.
 * iOS/macOS: Handle write-without-response transmit buffer backpressure
 * iOS/macOS: complete concurrent reads, descriptor operations, notification changes, and RSSI reads one callback at a time.
+* Web: wait for advertisement watching to stop before starting a GATT connection.
 
 ## 2.3.0
 * Windows: support connectionless manufacturer-data advertising without a GATT service, including state/error reporting and cleanup on stop/disposal.
diff --git a/lib/src/universal_ble_web/universal_ble_web.dart b/lib/src/universal_ble_web/universal_ble_web.dart
index b415caa7..09b57d81 100644
--- a/lib/src/universal_ble_web/universal_ble_web.dart
+++ b/lib/src/universal_ble_web/universal_ble_web.dart
@@ -19,6 +19,7 @@ class UniversalBleWeb extends UniversalBlePlatform {
   final Map<String, StreamSubscription> _connectedDeviceStreamList = {};
   final Map<String, StreamSubscription> _characteristicStreamList = {};
   final Map<String, List<_UniversalWebBluetoothService>> _serviceCache = {};
+  final Set<String> _connectionAttemptedDevices = {};
   bool _isScanning = false;
 
   @override
@@ -46,13 +47,27 @@ class UniversalBleWeb extends UniversalBlePlatform {
         message: "$deviceId Not Found",
       );
     }
-    await device.connect(timeout: connectionTimeout);
 
-    // Subscribe to Connection Stream
-    if (_connectedDeviceStreamList[deviceId] != null) {
-      _connectedDeviceStreamList[deviceId]?.cancel();
+    final reconnecting = !_connectionAttemptedDevices.add(deviceId);
+
+    // Advertisement watching is independent from requestDevice and can remain
+    // active after the chooser closes. Wait for it to stop before starting the
+    // GATT handshake so the two browser operations cannot overlap.
+    await _stopAdvertisementWatcher(deviceId);
+    if (reconnecting) {
+      await _waitForFreshAdvertisement(device);
+    }
+    try {
+      await device.connect(timeout: connectionTimeout);
+    } catch (_) {
+      _serviceCache.remove(deviceId);
+      device.disconnect();
+      rethrow;
     }
 
+    // Subscribe to Connection Stream
+    await _connectedDeviceStreamList.remove(deviceId)?.cancel();
+
     _connectedDeviceStreamList[deviceId] = device.connected.listen((event) {
       if (!event) _cleanConnection(deviceId);
       updateConnection(deviceId, event);
@@ -61,7 +76,25 @@ class UniversalBleWeb extends UniversalBlePlatform {
 
   @override
   Future<void> disconnect(String deviceId) async {
-    _getDeviceById(deviceId)?.disconnect();
+    final device = _getDeviceById(deviceId);
+    if (device == null) return;
+
+    // Remove listeners and cached GATT objects before disconnecting. This
+    // prevents a late event from the closing session being observed by a
+    // listener installed for an immediate reconnect.
+    await _connectedDeviceStreamList.remove(deviceId)?.cancel();
+    final characteristicPrefix = '${deviceId}_';
+    final characteristicKeys = _characteristicStreamList.keys
+        .where((key) => key.startsWith(characteristicPrefix))
+        .toList(growable: false);
+    for (final key in characteristicKeys) {
+      await _characteristicStreamList.remove(key)?.cancel();
+    }
+    await _stopAdvertisementWatcher(deviceId);
+    _serviceCache.remove(deviceId);
+
+    device.disconnect();
+    updateConnection(deviceId, false);
   }
 
   @override
@@ -99,11 +132,12 @@ class UniversalBleWeb extends UniversalBlePlatform {
 
       // Update local device list
       _bluetoothDeviceList[device.id] = device;
+      _connectionAttemptedDevices.remove(device.id);
 
       // Update Scan Result
       updateScanResult(device.toBleScanResult());
 
-      _watchDeviceAdvertisements(device);
+      await _watchDeviceAdvertisements(device);
     } catch (e) {
       String error = e.toString().replaceAll("DeviceNotFoundError:", "").trim();
       if (error.toLowerCase().contains("api globally disabled")) {
@@ -130,10 +164,7 @@ class UniversalBleWeb extends UniversalBlePlatform {
     try {
       if (!device.hasWatchAdvertisements()) return;
 
-      if (_deviceAdvertisementStreamList[device.id] != null) {
-        _deviceAdvertisementStreamList[device.id]?.cancel();
-        await device.unwatchAdvertisements();
-      }
+      await _stopAdvertisementWatcher(device.id);
 
       _deviceAdvertisementStreamList[device.id] = device.advertisements.listen((
         event,
@@ -159,7 +190,7 @@ class UniversalBleWeb extends UniversalBlePlatform {
 
   @override
   Future<void> stopScan() async {
-    _disposeAdvertisementWatcher();
+    await _stopAdvertisementWatcher();
   }
 
   @override
@@ -429,7 +460,7 @@ class UniversalBleWeb extends UniversalBlePlatform {
       if (key.contains(deviceId)) value.cancel();
       return key.contains(deviceId);
     });
-    _disposeAdvertisementWatcher(deviceId);
+    unawaited(_stopAdvertisementWatcher(deviceId));
     _serviceCache.remove(deviceId);
     // _bluetoothDeviceList.removeWhere((element) => element.id == deviceId);
   }
@@ -476,6 +507,32 @@ class UniversalBleWeb extends UniversalBlePlatform {
 
   BluetoothDevice? _getDeviceById(String id) => _bluetoothDeviceList[id];
 
+  Future<void> _waitForFreshAdvertisement(BluetoothDevice device) async {
+    if (!device.hasWatchAdvertisements()) return;
+
+    final ready = Completer<void>();
+    var acceptAdvertisements = false;
+    final subscription = device.advertisements.listen((_) {
+      if (acceptAdvertisements && !ready.isCompleted) ready.complete();
+    });
+    try {
+      // The dependency's advertisement stream replays its last value. Give
+      // that cached event a turn before accepting packets from the new watch.
+      await Future<void>.delayed(Duration.zero);
+      await device.watchAdvertisements();
+      acceptAdvertisements = true;
+      await ready.future.timeout(const Duration(seconds: 3));
+    } catch (_) {
+      // Watching advertisements is optional. If it is unsupported or no
+      // packet arrives promptly, fall back to the normal GATT connection.
+    } finally {
+      await subscription.cancel();
+      try {
+        await device.unwatchAdvertisements();
+      } catch (_) {}
+    }
+  }
+
   /// Get services and their characteristics.
   /// Services and characteristics are cached.
   /// Clears cache on disconnection.
@@ -493,15 +550,22 @@ class UniversalBleWeb extends UniversalBlePlatform {
     return services;
   }
 
-  void _disposeAdvertisementWatcher([String? deviceId]) {
-    _deviceAdvertisementStreamList.removeWhere((key, value) {
-      if (deviceId != null && key != deviceId) return false;
-      value.cancel();
-      _getDeviceById(
-        deviceId ?? key,
-      )?.unwatchAdvertisements().onError((_, stackTrace) {});
-      return true;
-    });
+  Future<void> _stopAdvertisementWatcher([String? deviceId]) async {
+    final deviceIds = _deviceAdvertisementStreamList.keys
+        .where((key) => deviceId == null || key == deviceId)
+        .toList(growable: false);
+    for (final id in deviceIds) {
+      final subscription = _deviceAdvertisementStreamList.remove(id);
+      await subscription?.cancel();
+
+      final device = _getDeviceById(id);
+      if (device == null || !device.watchingAdvertisements) continue;
+      try {
+        await device.unwatchAdvertisements();
+      } catch (error) {
+        UniversalLogger.logError("WebUnwatchAdvertisementError: $error");
+      }
+    }
   }
 
   @override