diff --git a/spring-boot/src/main/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContext.java b/spring-boot/src/main/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContext.java
index 22528ce6b33..268b2dee11b 100644
--- a/spring-boot/src/main/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContext.java
+++ b/spring-boot/src/main/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContext.java
@@ -225,27 +225,35 @@ public class EmbeddedWebApplicationContext extends GenericWebApplicationContext
 	 */
 	protected Collection<ServletContextInitializer> getServletContextInitializerBeans() {
 
-		Set<ServletContextInitializer> initializers = new LinkedHashSet<ServletContextInitializer>();
+		List<ServletContextInitializer> filters = new ArrayList<ServletContextInitializer>();
+		List<ServletContextInitializer> servlets = new ArrayList<ServletContextInitializer>();
+		List<ServletContextInitializer> listeners = new ArrayList<ServletContextInitializer>();
+		List<ServletContextInitializer> other = new ArrayList<ServletContextInitializer>();
 		Set<Servlet> servletRegistrations = new LinkedHashSet<Servlet>();
 		Set<Filter> filterRegistrations = new LinkedHashSet<Filter>();
 		Set<EventListener> listenerRegistrations = new LinkedHashSet<EventListener>();
 
 		for (Entry<String, ServletContextInitializer> initializerBean : getOrderedBeansOfType(ServletContextInitializer.class)) {
 			ServletContextInitializer initializer = initializerBean.getValue();
-			initializers.add(initializer);
 			if (initializer instanceof ServletRegistrationBean) {
+				servlets.add(initializer);
 				ServletRegistrationBean servlet = (ServletRegistrationBean) initializer;
 				servletRegistrations.add(servlet.getServlet());
 			}
-			if (initializer instanceof FilterRegistrationBean) {
+			else if (initializer instanceof FilterRegistrationBean) {
+				filters.add(initializer);
 				FilterRegistrationBean filter = (FilterRegistrationBean) initializer;
 				filterRegistrations.add(filter.getFilter());
 			}
-			if (initializer instanceof ServletListenerRegistrationBean) {
+			else if (initializer instanceof ServletListenerRegistrationBean) {
+				listeners.add(initializer);
 				listenerRegistrations
 						.add(((ServletListenerRegistrationBean<?>) initializer)
 								.getListener());
 			}
+			else {
+				other.add(initializer);
+			}
 		}
 
 		List<Entry<String, Servlet>> servletBeans = getOrderedBeansOfType(Servlet.class);
@@ -261,7 +269,9 @@ public class EmbeddedWebApplicationContext extends GenericWebApplicationContext
 						servlet, url);
 				registration.setName(name);
 				registration.setMultipartConfig(getMultipartConfig());
-				initializers.add(registration);
+				registration.setOrder(CustomOrderAwareComparator.INSTANCE
+						.getOrder(servlet));
+				servlets.add(registration);
 			}
 		}
 
@@ -271,7 +281,9 @@ public class EmbeddedWebApplicationContext extends GenericWebApplicationContext
 			if (!filterRegistrations.contains(filter)) {
 				FilterRegistrationBean registration = new FilterRegistrationBean(filter);
 				registration.setName(name);
-				initializers.add(registration);
+				registration.setOrder(CustomOrderAwareComparator.INSTANCE
+						.getOrder(filter));
+				filters.add(registration);
 			}
 		}
 
@@ -285,12 +297,23 @@ public class EmbeddedWebApplicationContext extends GenericWebApplicationContext
 					ServletListenerRegistrationBean<EventListener> registration = new ServletListenerRegistrationBean<EventListener>(
 							listener);
 					registration.setName(name);
-					initializers.add(registration);
+					registration.setOrder(CustomOrderAwareComparator.INSTANCE
+							.getOrder(listener));
+					listeners.add(registration);
 				}
 			}
 		}
-
-		return initializers;
+		AnnotationAwareOrderComparator.sort(filters);
+		AnnotationAwareOrderComparator.sort(servlets);
+		AnnotationAwareOrderComparator.sort(listeners);
+		AnnotationAwareOrderComparator.sort(other);
+
+		List<ServletContextInitializer> list = new ArrayList<ServletContextInitializer>(
+				filters);
+		list.addAll(servlets);
+		list.addAll(listeners);
+		list.addAll(other);
+		return list;
 	}
 
 	private MultipartConfigElement getMultipartConfig() {
@@ -425,4 +448,15 @@ public class EmbeddedWebApplicationContext extends GenericWebApplicationContext
 		return this.embeddedServletContainer;
 	}
 
+	private static class CustomOrderAwareComparator extends
+			AnnotationAwareOrderComparator {
+
+		public static CustomOrderAwareComparator INSTANCE = new CustomOrderAwareComparator();
+
+		@Override
+		protected int getOrder(Object obj) {
+			return super.getOrder(obj);
+		}
+	}
+
 }
diff --git a/spring-boot/src/test/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContextTests.java b/spring-boot/src/test/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContextTests.java
index 007e48e840a..29d54dbbb47 100644
--- a/spring-boot/src/test/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContextTests.java
+++ b/spring-boot/src/test/java/org/springframework/boot/context/embedded/EmbeddedWebApplicationContextTests.java
@@ -16,13 +16,18 @@
 
 package org.springframework.boot.context.embedded;
 
+import java.io.IOException;
 import java.lang.reflect.Field;
 import java.util.Properties;
 
 import javax.servlet.Filter;
+import javax.servlet.FilterChain;
 import javax.servlet.Servlet;
 import javax.servlet.ServletContext;
 import javax.servlet.ServletContextListener;
+import javax.servlet.ServletException;
+import javax.servlet.ServletRequest;
+import javax.servlet.ServletResponse;
 
 import org.junit.After;
 import org.junit.Before;
@@ -30,6 +35,7 @@ import org.junit.Rule;
 import org.junit.Test;
 import org.junit.rules.ExpectedException;
 import org.mockito.InOrder;
+import org.mockito.Mockito;
 import org.springframework.beans.MutablePropertyValues;
 import org.springframework.beans.factory.config.BeanDefinition;
 import org.springframework.beans.factory.config.ConstructorArgumentValues;
@@ -39,9 +45,11 @@ import org.springframework.context.ApplicationListener;
 import org.springframework.context.support.AbstractApplicationContext;
 import org.springframework.context.support.PropertySourcesPlaceholderConfigurer;
 import org.springframework.core.Ordered;
+import org.springframework.core.annotation.Order;
 import org.springframework.web.context.ServletContextAware;
 import org.springframework.web.context.WebApplicationContext;
 import org.springframework.web.context.request.SessionScope;
+import org.springframework.web.filter.GenericFilterBean;
 
 import static org.hamcrest.Matchers.equalTo;
 import static org.hamcrest.Matchers.instanceOf;
@@ -192,6 +200,23 @@ public class EmbeddedWebApplicationContextTests {
 		verify(escf.getRegisteredServlet(0).getRegistration()).addMapping("/");
 	}
 
+	@Test
+	public void orderedBeanInsertedCorrectly() throws Exception {
+		addEmbeddedServletContainerFactoryBean();
+		OrderedFilter filter = new OrderedFilter();
+		this.context.registerBeanDefinition("filterBean", beanDefinition(filter));
+		FilterRegistrationBean registration = new FilterRegistrationBean();
+		registration.setFilter(Mockito.mock(Filter.class));
+		registration.setOrder(100);
+		this.context.registerBeanDefinition("filterRegistrationBean",
+				beanDefinition(registration));
+		this.context.refresh();
+		MockEmbeddedServletContainerFactory escf = getEmbeddedServletContainerFactory();
+		verify(escf.getServletContext()).addFilter("filterBean", filter);
+		verify(escf.getServletContext()).addFilter("object", registration.getFilter());
+		assertEquals(filter, escf.getRegisteredFilter(0).getFilter());
+	}
+
 	@Test
 	public void multipleServletBeans() throws Exception {
 		addEmbeddedServletContainerFactoryBean();
@@ -422,4 +447,14 @@ public class EmbeddedWebApplicationContextTests {
 		}
 
 	}
+
+	@Order(10)
+	protected static class OrderedFilter extends GenericFilterBean {
+
+		@Override
+		public void doFilter(ServletRequest request, ServletResponse response,
+				FilterChain chain) throws IOException, ServletException {
+		}
+
+	}
 }