diff --git a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContext.java b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContext.java
index eca86f28a784..9ff12bd8238d 100644
--- a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContext.java
+++ b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContext.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2012-2022 the original author or authors.
+ * Copyright 2012-2025 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -66,9 +66,10 @@ public final void refresh() throws BeansException, IllegalStateException {
 			super.refresh();
 		}
 		catch (RuntimeException ex) {
-			WebServerManager serverManager = this.serverManager;
-			if (serverManager != null) {
-				serverManager.getWebServer().stop();
+			WebServer webServer = getWebServer();
+			if (webServer != null) {
+				webServer.stop();
+				webServer.destroy();
 			}
 			throw ex;
 		}
@@ -147,6 +148,10 @@ protected void doClose() {
 			AvailabilityChangeEvent.publish(this, ReadinessState.REFUSING_TRAFFIC);
 		}
 		super.doClose();
+		WebServer webServer = getWebServer();
+		if (webServer != null) {
+			webServer.destroy();
+		}
 	}
 
 	/**
diff --git a/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContextTests.java b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContextTests.java
index 3db25d347352..e87deafa73ca 100644
--- a/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContextTests.java
+++ b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/reactive/context/ReactiveWebServerApplicationContextTests.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2012-2024 the original author or authors.
+ * Copyright 2012-2025 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -30,6 +30,7 @@
 import org.springframework.boot.availability.ReadinessState;
 import org.springframework.boot.web.context.ServerPortInfoApplicationContextInitializer;
 import org.springframework.boot.web.reactive.server.MockReactiveWebServerFactory;
+import org.springframework.boot.web.server.WebServer;
 import org.springframework.context.ApplicationContextException;
 import org.springframework.context.ApplicationEvent;
 import org.springframework.context.ApplicationListener;
@@ -42,6 +43,7 @@
 import static org.assertj.core.api.Assertions.assertThatExceptionOfType;
 import static org.assertj.core.api.Assertions.assertThatIllegalStateException;
 import static org.mockito.BDDMockito.then;
+import static org.mockito.Mockito.times;
 
 /**
  * Tests for {@link ReactiveWebServerApplicationContext}.
@@ -121,13 +123,25 @@ void whenContextIsRefreshedThenLocalServerPortIsAvailableFromTheEnvironment() {
 	}
 
 	@Test
-	void whenContextIsClosedThenWebServerIsStopped() {
+	void whenContextRefreshFailedThenWebServerIsStoppedAndDestroyed() {
+		addWebServerFactoryBean();
+		addHttpHandlerBean();
+		this.context.registerBeanDefinition("refreshFailure", new RootBeanDefinition(RefreshFailure.class));
+		assertThatExceptionOfType(BeanCreationException.class).isThrownBy(this.context::refresh);
+		WebServer webServer = this.context.getWebServer();
+		then(webServer).should(times(2)).stop();
+		then(webServer).should().destroy();
+	}
+
+	@Test
+	void whenContextIsClosedThenWebServerIsStoppedAndDestroyed() {
 		addWebServerFactoryBean();
 		addHttpHandlerBean();
 		this.context.refresh();
 		MockReactiveWebServerFactory factory = this.context.getBean(MockReactiveWebServerFactory.class);
 		this.context.close();
-		then(factory.getWebServer()).should().stop();
+		then(factory.getWebServer()).should(times(2)).stop();
+		then(factory.getWebServer()).should().destroy();
 	}
 
 	@Test