diff --git a/app/Livewire/Server/PrivateKey/Show.php b/app/Livewire/Server/PrivateKey/Show.php
index 72b9d31b02..1f35a9ec6c 100644
--- a/app/Livewire/Server/PrivateKey/Show.php
+++ b/app/Livewire/Server/PrivateKey/Show.php
@@ -62,7 +62,7 @@ class Show extends Component
                 $this->server->save();
                 ['uptime' => $uptime, 'error' => $error] = $this->server->validateConnection(justCheckingNewKey: true);
                 if (! $uptime) {
-                    throw new \Exception($error);
+                    throw new \Exception($this->unreachableMessage($error));
                 }
             });
             $this->loadPrivateKeys();
@@ -113,8 +113,7 @@ class Show extends Component
                 $this->dispatch('success', 'Server is reachable.');
                 $this->dispatch('refreshServerShow');
             } else {
-                $sanitizedError = htmlspecialchars($error ?? '', ENT_QUOTES, 'UTF-8');
-                $this->dispatch('error', 'Server is not reachable.<br><br>Check this <a target="_blank" class="underline" href="https://coolify.io/docs/knowledge-base/server/openssh">documentation</a> for further help.<br><br>Error: '.$sanitizedError);
+                $this->dispatch('error', $this->unreachableMessage($error));
 
                 return;
             }
@@ -123,6 +122,13 @@ class Show extends Component
         }
     }
 
+    private function unreachableMessage(?string $error): string
+    {
+        $sanitizedError = htmlspecialchars($error ?? '', ENT_QUOTES, 'UTF-8');
+
+        return 'Server is not reachable.<br><br>Check this <a target="_blank" class="underline" href="https://coolify.io/docs/knowledge-base/server/openssh">documentation</a> for further help.<br><br>Error: '.$sanitizedError;
+    }
+
     public function render()
     {
         return view('livewire.server.private-key.show');
diff --git a/app/Models/Server.php b/app/Models/Server.php
index 58b1b3f0b0..31c851af99 100644
--- a/app/Models/Server.php
+++ b/app/Models/Server.php
@@ -2539,10 +2539,7 @@ $siteAddress {
 
             return ['uptime' => true, 'error' => null];
         } catch (\Throwable $e) {
-            if ($justCheckingNewKey) {
-                return ['uptime' => false, 'error' => 'This key is not valid for this server.'];
-            }
-            if ($this->settings->is_reachable === true) {
+            if (! $justCheckingNewKey && $this->settings->is_reachable === true) {
                 $this->settings->is_reachable = false;
                 $this->settings->save();
                 ServerReachabilityChanged::dispatch($this);
diff --git a/tests/Feature/ServerPrivateKeyDropdownTest.php b/tests/Feature/ServerPrivateKeyDropdownTest.php
index a8d9aaeced..8c3da60795 100644
--- a/tests/Feature/ServerPrivateKeyDropdownTest.php
+++ b/tests/Feature/ServerPrivateKeyDropdownTest.php
@@ -145,3 +145,19 @@ describe('after the user switches the session team', function () {
             ->and($keys->pluck('id'))->toContain($this->currentPrivateKey->id);
     });
 });
+
+test('shows the SSH error when the new key cannot connect and keeps the old key', function () {
+    Process::fake(['*' => Process::result(errorOutput: 'root@host.docker.internal: Permission denied (publickey,password).', exitCode: 255)]);
+    Storage::fake('ssh-mux');
+    $newKey = PrivateKey::factory()->create([
+        'team_id' => $this->team->id,
+        'private_key' => PrivateKey::generateNewKeyPair('ed25519')['private_key'],
+    ]);
+
+    Livewire::test(Show::class, ['server_uuid' => $this->server->uuid])
+        ->call('setPrivateKey', $newKey->id)
+        ->assertDispatched('error', fn (string $event, array $params): bool => str_contains($params[0], 'Permission denied (publickey,password).')
+            && str_contains($params[0], 'https://coolify.io/docs/knowledge-base/server/openssh'));
+
+    expect($this->server->fresh()->private_key_id)->toBe($this->currentPrivateKey->id);
+});