diff --git a/config/src/test/java/org/springframework/security/config/annotation/method/configuration/PrePostMethodSecurityConfigurationTests.java b/config/src/test/java/org/springframework/security/config/annotation/method/configuration/PrePostMethodSecurityConfigurationTests.java
index 17d8f8a3a9..7117b8c81b 100644
--- a/config/src/test/java/org/springframework/security/config/annotation/method/configuration/PrePostMethodSecurityConfigurationTests.java
+++ b/config/src/test/java/org/springframework/security/config/annotation/method/configuration/PrePostMethodSecurityConfigurationTests.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2024 the original author or authors.
+ * Copyright 2002-2025 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.
@@ -56,6 +56,7 @@ import org.springframework.context.annotation.Bean;
 import org.springframework.context.annotation.Configuration;
 import org.springframework.context.annotation.Import;
 import org.springframework.context.annotation.Role;
+import org.springframework.core.annotation.AnnotationAwareOrderComparator;
 import org.springframework.core.annotation.AnnotationConfigurationException;
 import org.springframework.security.access.AccessDeniedException;
 import org.springframework.security.access.PermissionEvaluator;
@@ -1103,6 +1104,21 @@ public class PrePostMethodSecurityConfigurationTests {
 		verifyNoInteractions(handler);
 	}
 
+	// gh-16819
+	@Test
+	void autowireWhenDefaultsThenAdvisorAnnotationsAreSorted() {
+		this.spring.register(MethodSecurityServiceConfig.class).autowire();
+		AuthorizationAdvisorProxyFactory proxyFactory = this.spring.getContext()
+			.getBean(AuthorizationAdvisorProxyFactory.class);
+		AnnotationAwareOrderComparator comparator = AnnotationAwareOrderComparator.INSTANCE;
+		AuthorizationAdvisor previous = null;
+		for (AuthorizationAdvisor advisor : proxyFactory) {
+			boolean ordered = previous == null || comparator.compare(previous, advisor) < 0;
+			assertThat(ordered).isTrue();
+			previous = advisor;
+		}
+	}
+
 	private static Consumer<ConfigurableWebApplicationContext> disallowBeanOverriding() {
 		return (context) -> ((AnnotationConfigWebApplicationContext) context).setAllowBeanDefinitionOverriding(false);
 	}
diff --git a/core/src/main/java/org/springframework/security/authorization/method/AuthorizationAdvisorProxyFactory.java b/core/src/main/java/org/springframework/security/authorization/method/AuthorizationAdvisorProxyFactory.java
index 5cf36b5fa2..3b18466743 100644
--- a/core/src/main/java/org/springframework/security/authorization/method/AuthorizationAdvisorProxyFactory.java
+++ b/core/src/main/java/org/springframework/security/authorization/method/AuthorizationAdvisorProxyFactory.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2024 the original author or authors.
+ * Copyright 2002-2025 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.
@@ -47,6 +47,7 @@ import org.springframework.aop.Advisor;
 import org.springframework.aop.Pointcut;
 import org.springframework.aop.framework.AopInfrastructureBean;
 import org.springframework.aop.framework.ProxyFactory;
+import org.springframework.beans.factory.SmartInitializingSingleton;
 import org.springframework.core.annotation.AnnotationAwareOrderComparator;
 import org.springframework.lang.NonNull;
 import org.springframework.security.authorization.AuthorizationProxyFactory;
@@ -79,8 +80,8 @@ import org.springframework.util.ClassUtils;
  * @author Josh Cummings
  * @since 6.3
  */
-public final class AuthorizationAdvisorProxyFactory
-		implements AuthorizationProxyFactory, Iterable<AuthorizationAdvisor>, AopInfrastructureBean {
+public final class AuthorizationAdvisorProxyFactory implements AuthorizationProxyFactory,
+		Iterable<AuthorizationAdvisor>, AopInfrastructureBean, SmartInitializingSingleton {
 
 	private static final boolean isReactivePresent = ClassUtils.isPresent("reactor.core.publisher.Mono", null);
 
@@ -125,6 +126,7 @@ public final class AuthorizationAdvisorProxyFactory
 		advisors.add(new PostFilterAuthorizationMethodInterceptor());
 		AuthorizationAdvisorProxyFactory proxyFactory = new AuthorizationAdvisorProxyFactory(advisors);
 		proxyFactory.addAdvisor(new AuthorizeReturnObjectMethodInterceptor(proxyFactory));
+		AnnotationAwareOrderComparator.sort(proxyFactory.advisors);
 		return proxyFactory;
 	}
 
@@ -142,9 +144,15 @@ public final class AuthorizationAdvisorProxyFactory
 		advisors.add(new PostFilterAuthorizationReactiveMethodInterceptor());
 		AuthorizationAdvisorProxyFactory proxyFactory = new AuthorizationAdvisorProxyFactory(advisors);
 		proxyFactory.addAdvisor(new AuthorizeReturnObjectMethodInterceptor(proxyFactory));
+		AnnotationAwareOrderComparator.sort(proxyFactory.advisors);
 		return proxyFactory;
 	}
 
+	@Override
+	public void afterSingletonsInstantiated() {
+		AnnotationAwareOrderComparator.sort(this.advisors);
+	}
+
 	/**
 	 * Proxy an object to enforce authorization advice.
 	 *
@@ -165,7 +173,6 @@ public final class AuthorizationAdvisorProxyFactory
 	 */
 	@Override
 	public Object proxy(Object target) {
-		AnnotationAwareOrderComparator.sort(this.advisors);
 		if (target == null) {
 			return null;
 		}
@@ -178,9 +185,9 @@ public final class AuthorizationAdvisorProxyFactory
 		}
 		ProxyFactory factory = new ProxyFactory(target);
 		factory.addAdvisors(this.authorizationProxy);
-		for (Advisor advisor : this.advisors) {
-			factory.addAdvisors(advisor);
-		}
+		List<Advisor> advisors = new ArrayList<>(this.advisors);
+		AnnotationAwareOrderComparator.sort(advisors);
+		factory.addAdvisors(advisors);
 		factory.addInterface(AuthorizationProxy.class);
 		factory.setOpaque(true);
 		factory.setProxyTargetClass(!Modifier.isFinal(target.getClass().getModifiers()));
diff --git a/core/src/test/java/org/springframework/security/authorization/AuthorizationAdvisorProxyFactoryTests.java b/core/src/test/java/org/springframework/security/authorization/AuthorizationAdvisorProxyFactoryTests.java
index aa5a249963..93d7ee1520 100644
--- a/core/src/test/java/org/springframework/security/authorization/AuthorizationAdvisorProxyFactoryTests.java
+++ b/core/src/test/java/org/springframework/security/authorization/AuthorizationAdvisorProxyFactoryTests.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2024 the original author or authors.
+ * Copyright 2002-2025 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.
@@ -40,6 +40,7 @@ import org.jetbrains.annotations.NotNull;
 import org.junit.jupiter.api.Test;
 
 import org.springframework.aop.Pointcut;
+import org.springframework.core.annotation.AnnotationAwareOrderComparator;
 import org.springframework.security.access.AccessDeniedException;
 import org.springframework.security.access.prepost.PreAuthorize;
 import org.springframework.security.authentication.TestAuthentication;
@@ -360,6 +361,32 @@ public class AuthorizationAdvisorProxyFactoryTests {
 		assertThat(target).isSameAs(this.flight);
 	}
 
+	// gh-16819
+	@Test
+	void advisorsWhenWithDefaultsThenAreSorted() {
+		AuthorizationAdvisorProxyFactory proxyFactory = AuthorizationAdvisorProxyFactory.withDefaults();
+		AnnotationAwareOrderComparator comparator = AnnotationAwareOrderComparator.INSTANCE;
+		AuthorizationAdvisor previous = null;
+		for (AuthorizationAdvisor advisor : proxyFactory) {
+			boolean ordered = previous == null || comparator.compare(previous, advisor) < 0;
+			assertThat(ordered).isTrue();
+			previous = advisor;
+		}
+	}
+
+	// gh-16819
+	@Test
+	void advisorsWhenWithReactiveDefaultsThenAreSorted() {
+		AuthorizationAdvisorProxyFactory proxyFactory = AuthorizationAdvisorProxyFactory.withReactiveDefaults();
+		AnnotationAwareOrderComparator comparator = AnnotationAwareOrderComparator.INSTANCE;
+		AuthorizationAdvisor previous = null;
+		for (AuthorizationAdvisor advisor : proxyFactory) {
+			boolean ordered = previous == null || comparator.compare(previous, advisor) < 0;
+			assertThat(ordered).isTrue();
+			previous = advisor;
+		}
+	}
+
 	private Authentication authenticated(String user, String... authorities) {
 		return TestAuthentication.authenticated(TestAuthentication.withUsername(user).authorities(authorities).build());
 	}