diff --git a/esphome/components/wifi/wifi_component.cpp b/esphome/components/wifi/wifi_component.cpp
index 481846085c..f7c70b1147 100644
--- a/esphome/components/wifi/wifi_component.cpp
+++ b/esphome/components/wifi/wifi_component.cpp
@@ -1579,6 +1579,8 @@ void WiFiComponent::check_connecting_finished(uint32_t now) {
 #endif
 
     this->state_ = WIFI_COMPONENT_STATE_STA_CONNECTED;
+    // Refresh is_connected() cache; loop()'s refresh ran before this transition.
+    this->update_connected_state_();
     this->num_retried_ = 0;
     this->print_connect_params_();
 
diff --git a/esphome/components/wifi/wifi_component_esp8266.cpp b/esphome/components/wifi/wifi_component_esp8266.cpp
index e56a8df350..bf3a0d2949 100644
--- a/esphome/components/wifi/wifi_component_esp8266.cpp
+++ b/esphome/components/wifi/wifi_component_esp8266.cpp
@@ -951,6 +951,8 @@ void WiFiComponent::process_pending_callbacks_() {
 #ifdef USE_WIFI_CONNECT_STATE_LISTENERS
   if (this->pending_.disconnect) {
     this->pending_.disconnect = false;
+    // Refresh is_connected() cache here, not in the SDK callback (sys context).
+    this->update_connected_state_();
     this->notify_disconnect_state_listeners_();
   }
 #endif
diff --git a/esphome/components/wifi/wifi_component_esp_idf.cpp b/esphome/components/wifi/wifi_component_esp_idf.cpp
index c790742c79..29d135ce90 100644
--- a/esphome/components/wifi/wifi_component_esp_idf.cpp
+++ b/esphome/components/wifi/wifi_component_esp_idf.cpp
@@ -804,6 +804,8 @@ void WiFiComponent::wifi_process_event_(IDFWiFiEvent *data) {
     s_sta_connected = false;
     s_sta_connecting = false;
     error_from_callback_ = true;
+    // Refresh is_connected() cache; error_from_callback_ makes it false.
+    this->update_connected_state_();
 #ifdef USE_WIFI_CONNECT_STATE_LISTENERS
     this->notify_disconnect_state_listeners_();
 #endif
diff --git a/esphome/components/wifi/wifi_component_libretiny.cpp b/esphome/components/wifi/wifi_component_libretiny.cpp
index 6588e93e16..59efa4f842 100644
--- a/esphome/components/wifi/wifi_component_libretiny.cpp
+++ b/esphome/components/wifi/wifi_component_libretiny.cpp
@@ -530,6 +530,8 @@ void WiFiComponent::wifi_process_event_(LTWiFiEvent *event) {
         this->error_from_callback_ = true;
       }
 
+      // Refresh is_connected() cache; sta_state_/error_from_callback_ make it false.
+      this->update_connected_state_();
 #ifdef USE_WIFI_CONNECT_STATE_LISTENERS
       this->notify_disconnect_state_listeners_();
 #endif
diff --git a/esphome/components/wifi/wifi_component_pico_w.cpp b/esphome/components/wifi/wifi_component_pico_w.cpp
index 4e1e0395c0..596fd2729b 100644
--- a/esphome/components/wifi/wifi_component_pico_w.cpp
+++ b/esphome/components/wifi/wifi_component_pico_w.cpp
@@ -342,6 +342,8 @@ bool WiFiComponent::wifi_loop_() {
     s_sta_was_connected = false;
     s_sta_had_ip = false;
     ESP_LOGV(TAG, "Disconnected");
+    // Refresh is_connected() cache; driver link status reports disconnected.
+    this->update_connected_state_();
 #ifdef USE_WIFI_CONNECT_STATE_LISTENERS
     this->notify_disconnect_state_listeners_();
 #endif