diff --git a/cli/Valet/CommandLine.php b/cli/Valet/CommandLine.php
index f719867a..c7eeb3e7 100644
--- a/cli/Valet/CommandLine.php
+++ b/cli/Valet/CommandLine.php
@@ -27,6 +27,52 @@ public function shellExec($command) {
 		return shell_exec($command);
 	}
 
+	/**
+	 * Stream command output in real time and optionally collect matching lines.
+	 *
+	 * @param string $command
+	 * @param callable|null $lineMatches Callback to check matching lines; must return `true`
+	 * to collect the line for post-run analysis.
+	 * @param callable|null $lineIsError Callback to check whether a line should be
+	 * rendered as an error in real time. If omitted, the capture matcher is reused.
+	 *
+	 * @return array The collected output lines or an empty array if no lines were collected.
+	 */
+	public function streamCommandOutput($command, ?callable $lineMatches = null, ?callable $lineIsError = null): array {
+		$capturedLines = [];
+		$lineIsError = $lineIsError ?: $lineMatches;
+
+		// Open a process to execute the command and read its output.
+		$handle = popen("$command 2>&1", 'r');
+		while ($handle && !feof($handle)) {
+			$line = fgets($handle);
+			if ($line === false) {
+				break;
+			}
+
+			// Keep raw command output unless caller explicitly marks this line as an error.
+			if ($lineIsError && $lineIsError($line)) {
+				error($line, false, false, true);
+			}
+			else {
+				echo $line;
+			}
+
+			// If a callback is provided and the line matches the condition,
+			// then collect the line for post-run analysis.
+			if ($lineMatches && $lineMatches($line)) {
+				$capturedLines[] = trim($line);
+			}
+		}
+
+		// Close the process.
+		if ($handle) {
+			pclose($handle);
+		}
+
+		return $capturedLines;
+	}
+
 	/**
 	 * Pass the given Valet command to the command line with elevated privileges using gsudo.
 	 *
diff --git a/cli/Valet/ShareTools/Ngrok.php b/cli/Valet/ShareTools/Ngrok.php
index 010cecba..0c98e205 100644
--- a/cli/Valet/ShareTools/Ngrok.php
+++ b/cli/Valet/ShareTools/Ngrok.php
@@ -38,19 +38,26 @@ public function start(string $site, int $port, array $options = []) {
 
 		$ngrok = realpath(valetBinPath() . 'ngrok.exe');
 
-		$ngrokCommand = "\"$ngrok\" http $site:$port " . $this->getConfig() . " $options";
+		// Log to stdout, log level info, and log format term for real-time output.
+		$logging = "--log=stdout --log-level=info --log-format=term";
+
+		$ngrokCommand = "\"$ngrok\" http $site:$port " . $this->getConfig() . " $options $logging";
 
 		info("Sharing $site...\n");
 		info("To output the public URL, please open a new terminal and run `valet fetch-share-url $site`");
 
-		$output = $this->cli->shellExec("$ngrokCommand 2>&1");
+		// Stream ngrok output in real time and collect error lines for post-run analysis.
+		// Shared matcher: use the same rule for live error styling and for post-run capture.
+		$isErrorLine = function ($line) {
+			return strpos($line, 'ERROR:') !== false;
+		};
 
-		if ($errors = strstr($output, "ERROR")) {
-			error($errors . PHP_EOL);
+		// Pass the same matcher once; CommandLine reuses it for error styling when no separate
+		// error callback is supplied.
+		$errorLines = $this->cli->streamCommandOutput($ngrokCommand, $isErrorLine);
 
-			if (strpos($errors, 'ERR_NGROK_121') !== false) {
-				info("To update ngrok yourself, please run `valet ngrok update` and then upgrade the config file by running `valet ngrok config upgrade`\n");
-			}
+		if (!empty($errorLines) && strpos(implode("\n", $errorLines), 'ERR_NGROK_121') !== false) {
+			info("\nTo update ngrok yourself, please run `valet ngrok update` and then upgrade the config file by running `valet ngrok config upgrade`\n");
 		}
 	}
 
diff --git a/cli/includes/helpers.php b/cli/includes/helpers.php
index 667780c4..93f686e3 100644
--- a/cli/includes/helpers.php
+++ b/cli/includes/helpers.php
@@ -11,6 +11,7 @@
 use Symfony\Component\Console\Helper\TableSeparator;
 use Symfony\Component\Console\Helper\ProgressBar;
 use Symfony\Component\Console\Output\ConsoleOutput;
+use Symfony\Component\Console\Formatter\OutputFormatter;
 
 if (!isset($_SERVER['HOME'])) {
 	$_SERVER['HOME'] = $_SERVER['USERPROFILE'];
@@ -62,11 +63,16 @@ function warning($output) {
  *
  * @param string $output
  * @param bool $exception Optionally pass a boolean to indicate whether to throw an exception. If `true`, the error will be thrown as a `ValetException`. [default: `false`]
+ * @param bool $newline Whether to append a newline after the error output. [default: `true`]
+ * @param bool $escapeOutput Whether to escape the output to prevent formatting issues. [default: `false`]
  *
  * @throws RuntimeException
  * @throws ValetException
  */
-function error(string $output, $exception = false) {
+function error(string $output, bool $exception = false, bool $newline = true, bool $escapeOutput = false) {
+
+	$errorOutput = (new ConsoleOutput())->getErrorOutput();
+
 	if (isset($_ENV['APP_ENV']) && $_ENV['APP_ENV'] === 'testing') {
 		throw new RuntimeException($output);
 	}
@@ -78,12 +84,17 @@ function error(string $output, $exception = false) {
 		usleep(1);
 
 		// Print the error message to the console.
-		(new ConsoleOutput())->getErrorOutput()->writeln("\n\n<error>$errors</error>");
+		$errorOutput->write("\n\n<error>$errors</error>", $newline);
 
 		exit();
 	}
 	else {
-		(new ConsoleOutput())->getErrorOutput()->writeln("<error>$output</error>");
+		// If escapeOutput is true, then escape the output to prevent any formatting issues.
+		if ($escapeOutput) {
+			$output = OutputFormatter::escape($output);
+		}
+
+		$errorOutput->write("<error>$output</error>", $newline);
 	}
 }
 
@@ -385,4 +396,4 @@ function str_contains_any($haystack, $needles) {
 		}
 	}
 	return false;
-}
+}
\ No newline at end of file