diff --git a/spring-core/src/main/java/org/springframework/core/env/PropertySourcesPropertyResolver.java b/spring-core/src/main/java/org/springframework/core/env/PropertySourcesPropertyResolver.java
index a9c071781fd..3558d0fa775 100644
--- a/spring-core/src/main/java/org/springframework/core/env/PropertySourcesPropertyResolver.java
+++ b/spring-core/src/main/java/org/springframework/core/env/PropertySourcesPropertyResolver.java
@@ -84,10 +84,14 @@ public class PropertySourcesPropertyResolver extends AbstractPropertyResolver {
 				}
 				Object value = propertySource.getProperty(key);
 				if (value != null) {
-					if (resolveNestedPlaceholders &&
-							(String.class.equals(targetValueType) || CharSequence.class.equals(targetValueType)) &&
-							value instanceof CharSequence cs) {
-						value = resolveNestedPlaceholders(cs.toString());
+					if (resolveNestedPlaceholders) {
+						if (value instanceof String string) {
+							value = resolveNestedPlaceholders(string);
+						}
+						else if ((value instanceof CharSequence cs) && (String.class.equals(targetValueType) ||
+								CharSequence.class.equals(targetValueType))) {
+							value = resolveNestedPlaceholders(cs.toString());
+						}
 					}
 					logKeyFound(key, propertySource, value);
 					return convertValueIfNecessary(value, targetValueType);
diff --git a/spring-core/src/test/java/org/springframework/core/env/PropertySourcesPropertyResolverTests.java b/spring-core/src/test/java/org/springframework/core/env/PropertySourcesPropertyResolverTests.java
index 16d8d47572f..23654dfe10e 100644
--- a/spring-core/src/test/java/org/springframework/core/env/PropertySourcesPropertyResolverTests.java
+++ b/spring-core/src/test/java/org/springframework/core/env/PropertySourcesPropertyResolverTests.java
@@ -325,6 +325,14 @@ class PropertySourcesPropertyResolverTests {
 				.hasToString("${p1}:${p2}");
 	}
 
+	@Test // gh-33727
+	void resolveNestedPlaceHolderIfValueShouldConvertToOtherTypes() {
+		MutablePropertySources ps = new MutablePropertySources();
+		ps.addFirst(new MockPropertySource().withProperty("new.enabled", "${old.enabled:true}"));
+		ConfigurablePropertyResolver pr = new PropertySourcesPropertyResolver(ps);
+		assertThat(pr.getProperty("new.enabled", Boolean.class, false)).isTrue();
+	}
+
 	@Test
 	void ignoreUnresolvableNestedPlaceholdersIsConfigurable() {
 		MutablePropertySources ps = new MutablePropertySources();