diff --git a/spring-test/src/main/java/org/springframework/test/context/TestPropertySource.java b/spring-test/src/main/java/org/springframework/test/context/TestPropertySource.java
index a3c57b97e3..b42e2649bb 100644
--- a/spring-test/src/main/java/org/springframework/test/context/TestPropertySource.java
+++ b/spring-test/src/main/java/org/springframework/test/context/TestPropertySource.java
@@ -68,6 +68,8 @@ import org.springframework.core.annotation.AliasFor;
  * <ul>
  * <li>Typically, {@code @TestPropertySource} will be used in conjunction with
  * {@link ContextConfiguration @ContextConfiguration}.</li>
+ * <li>As of Spring Framework 5.2, {@code @TestPropertySource} can be used as a
+ * <em>{@linkplain Repeatable repeatable}</em> annotation.</li>
  * <li>This annotation may be used as a <em>meta-annotation</em> to create
  * custom <em>composed annotations</em>; however, caution should be taken if
  * this annotation and {@code @ContextConfiguration} are combined on a composed
diff --git a/spring-test/src/main/java/org/springframework/test/context/TestPropertySources.java b/spring-test/src/main/java/org/springframework/test/context/TestPropertySources.java
index c59e236823..486ea15cae 100644
--- a/spring-test/src/main/java/org/springframework/test/context/TestPropertySources.java
+++ b/spring-test/src/main/java/org/springframework/test/context/TestPropertySources.java
@@ -16,7 +16,6 @@
 
 package org.springframework.test.context;
 
-
 import java.lang.annotation.Documented;
 import java.lang.annotation.ElementType;
 import java.lang.annotation.Inherited;
@@ -24,16 +23,16 @@ import java.lang.annotation.Retention;
 import java.lang.annotation.RetentionPolicy;
 import java.lang.annotation.Target;
 
-
 /**
- * {@code @TestPropertySources} is a container for one or more {@link TestPropertySource}
- * declarations.
+ * {@code @TestPropertySources} is a container for one or more
+ * {@link TestPropertySource @TestPropertySource} declarations.
  *
- * <p>Note, however, that use of the {@code @TestPropertySources} container is completely
- * optional since {@code @TestPropertySource} is a {@linkplain java.lang.annotation.Repeatable
- * repeatable} annotation.
+ * <p>Note, however, that use of the {@code @TestPropertySources} container is
+ * completely optional since {@code @TestPropertySource} is a
+ * {@linkplain java.lang.annotation.Repeatable repeatable} annotation.
  *
  * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
 @Target(ElementType.TYPE)
@@ -43,9 +42,9 @@ import java.lang.annotation.Target;
 public @interface TestPropertySources {
 
 	/**
-	 * An array of one or more {@link TestPropertySource} declarations.
-	 *
-	 * @return array of {@link TestPropertySource} values.
+	 * An array of one or more {@link TestPropertySource @TestPropertySource}
+	 * declarations.
 	 */
 	TestPropertySource[] value();
+
 }
diff --git a/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceAttributes.java b/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceAttributes.java
index cf34488539..e07edfc602 100644
--- a/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceAttributes.java
+++ b/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceAttributes.java
@@ -16,25 +16,19 @@
 
 package org.springframework.test.context.support;
 
-import org.apache.commons.logging.Log;
-import org.apache.commons.logging.LogFactory;
+import java.util.List;
 
-import org.springframework.core.io.ClassPathResource;
 import org.springframework.core.style.ToStringCreator;
-import org.springframework.lang.Nullable;
 import org.springframework.test.context.TestPropertySource;
 import org.springframework.util.Assert;
-import org.springframework.util.ClassUtils;
 import org.springframework.util.ObjectUtils;
-import org.springframework.util.ResourceUtils;
 
 /**
- * {@code TestPropertySourceAttributes} encapsulates the attributes declared
- * via {@link TestPropertySource @TestPropertySource}.
+ * {@code TestPropertySourceAttributes} encapsulates attributes declared
+ * via {@link TestPropertySource @TestPropertySource} annotations.
  *
  * <p>In addition to encapsulating declared attributes,
- * {@code TestPropertySourceAttributes} also enforces configuration rules
- * and detects default properties files.
+ * {@code TestPropertySourceAttributes} also enforces configuration rules.
  *
  * @author Sam Brannen
  * @since 4.1
@@ -43,8 +37,6 @@ import org.springframework.util.ResourceUtils;
  */
 class TestPropertySourceAttributes {
 
-	private static final Log logger = LogFactory.getLog(TestPropertySourceAttributes.class);
-
 	private final Class<?> declaringClass;
 
 	private final String[] locations;
@@ -57,27 +49,29 @@ class TestPropertySourceAttributes {
 
 
 	/**
-	 * Create a new {@code TestPropertySourceAttributes} instance for the
-	 * supplied {@link TestPropertySource @TestPropertySource} annotation and
-	 * the {@linkplain Class test class} that declared it, enforcing
-	 * configuration rules and detecting a default properties file if
-	 * necessary.
+	 * Create a new {@code TestPropertySourceAttributes} instance for the supplied
+	 * values and enforce configuration rules.
 	 * @param declaringClass the class that declared {@code @TestPropertySource}
-	 * @param testPropertySource the annotation from which to retrieve the attributes
-	 * @since 4.2
+	 * @param locations the merged {@link TestPropertySource#locations()}
+	 * @param inheritLocations the {@link TestPropertySource#inheritLocations()} flag
+	 * @param properties the merged {@link TestPropertySource#properties()}
+	 * @param inheritProperties the {@link TestPropertySource#inheritProperties()} flag
+	 * @since 5.2
 	 */
-	TestPropertySourceAttributes(Class<?> declaringClass, TestPropertySource testPropertySource) {
-		this(declaringClass, testPropertySource.locations(), testPropertySource.inheritLocations(),
-			testPropertySource.properties(), testPropertySource.inheritProperties());
+	TestPropertySourceAttributes(Class<?> declaringClass, List<String> locations, boolean inheritLocations,
+			List<String> properties, boolean inheritProperties) {
+
+		this(declaringClass, locations.toArray(new String[0]), inheritLocations, properties.toArray(new String[0]),
+			inheritProperties);
 	}
 
 	private TestPropertySourceAttributes(Class<?> declaringClass, String[] locations, boolean inheritLocations,
 			String[] properties, boolean inheritProperties) {
 
-		Assert.notNull(declaringClass, "declaringClass must not be null");
-		if (ObjectUtils.isEmpty(locations) && ObjectUtils.isEmpty(properties)) {
-			locations = new String[] { detectDefaultPropertiesFile(declaringClass) };
-		}
+		Assert.notNull(declaringClass, "'declaringClass' must not be null");
+		Assert.isTrue(!ObjectUtils.isEmpty(locations) || !ObjectUtils.isEmpty(properties),
+			"Either 'locations' or 'properties' are required");
+
 		this.declaringClass = declaringClass;
 		this.locations = locations;
 		this.inheritLocations = inheritLocations;
@@ -97,7 +91,8 @@ class TestPropertySourceAttributes {
 	/**
 	 * Get the resource locations that were declared via {@code @TestPropertySource}.
 	 * <p>Note: The returned value may represent a <em>detected default</em>
-	 * that does not match the original value declared via {@code @TestPropertySource}.
+	 * or merged locations that do not match the original value declared via a
+	 * single {@code @TestPropertySource} annotation.
 	 * @return the resource locations; potentially <em>empty</em>
 	 * @see TestPropertySource#value
 	 * @see TestPropertySource#locations
@@ -117,10 +112,12 @@ class TestPropertySourceAttributes {
 
 	/**
 	 * Get the inlined properties that were declared via {@code @TestPropertySource}.
-	 * @return the inlined properties; potentially {@code null} or <em>empty</em>
+	 * <p>Note: The returned value may represent merged properties that do not
+	 * match the original value declared via a single {@code @TestPropertySource}
+	 * annotation.
+	 * @return the inlined properties; potentially <em>empty</em>
 	 * @see TestPropertySource#properties
 	 */
-	@Nullable
 	String[] getProperties() {
 		return this.properties;
 	}
@@ -149,31 +146,4 @@ class TestPropertySourceAttributes {
 		.toString();
 	}
 
-
-	/**
-	 * Detect a default properties file for the supplied class, as specified
-	 * in the class-level Javadoc for {@link TestPropertySource}.
-	 */
-	private static String detectDefaultPropertiesFile(Class<?> testClass) {
-		String resourcePath = ClassUtils.convertClassNameToResourcePath(testClass.getName()) + ".properties";
-		ClassPathResource classPathResource = new ClassPathResource(resourcePath);
-
-		if (classPathResource.exists()) {
-			String prefixedResourcePath = ResourceUtils.CLASSPATH_URL_PREFIX + resourcePath;
-			if (logger.isInfoEnabled()) {
-				logger.info(String.format("Detected default properties file \"%s\" for test class [%s]",
-					prefixedResourcePath, testClass.getName()));
-			}
-			return prefixedResourcePath;
-		}
-		else {
-			String msg = String.format("Could not detect default properties file for test [%s]: " +
-					"%s does not exist. Either declare the 'locations' or 'properties' attributes " +
-					"of @TestPropertySource or make the default properties file available.", testClass.getName(),
-					classPathResource);
-			logger.error(msg);
-			throw new IllegalStateException(msg);
-		}
-	}
-
 }
diff --git a/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceUtils.java b/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceUtils.java
index 268219495c..31d6395e9f 100644
--- a/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceUtils.java
+++ b/spring-test/src/main/java/org/springframework/test/context/support/TestPropertySourceUtils.java
@@ -20,10 +20,13 @@ import java.io.IOException;
 import java.io.StringReader;
 import java.util.ArrayList;
 import java.util.Arrays;
+import java.util.Collections;
+import java.util.Comparator;
 import java.util.LinkedHashMap;
 import java.util.List;
 import java.util.Map;
 import java.util.Properties;
+import java.util.TreeMap;
 import java.util.stream.Collectors;
 
 import org.apache.commons.logging.Log;
@@ -32,18 +35,22 @@ import org.apache.commons.logging.LogFactory;
 import org.springframework.context.ConfigurableApplicationContext;
 import org.springframework.core.annotation.MergedAnnotation;
 import org.springframework.core.annotation.MergedAnnotations;
+import org.springframework.core.annotation.MergedAnnotations.SearchStrategy;
 import org.springframework.core.env.ConfigurableEnvironment;
 import org.springframework.core.env.Environment;
 import org.springframework.core.env.MapPropertySource;
 import org.springframework.core.env.PropertySource;
 import org.springframework.core.env.PropertySources;
+import org.springframework.core.io.ClassPathResource;
 import org.springframework.core.io.Resource;
 import org.springframework.core.io.ResourceLoader;
 import org.springframework.core.io.support.ResourcePropertySource;
 import org.springframework.test.context.TestPropertySource;
 import org.springframework.test.context.util.TestContextResourceUtils;
 import org.springframework.util.Assert;
+import org.springframework.util.ClassUtils;
 import org.springframework.util.ObjectUtils;
+import org.springframework.util.ResourceUtils;
 import org.springframework.util.StringUtils;
 
 /**
@@ -68,61 +75,154 @@ public abstract class TestPropertySourceUtils {
 
 	private static final Log logger = LogFactory.getLog(TestPropertySourceUtils.class);
 
+	/**
+	 * Compares {@link MergedAnnotation} instances (presumably within the same
+	 * aggregate index) by their meta-distance, in reverse order.
+	 * <p>Using this {@link Comparator} to sort according to reverse meta-distance
+	 * ensures that directly present annotations take precedence over meta-present
+	 * annotations (within a given aggregate index). In other words, this follows
+	 * the last-one-wins principle of overriding properties.
+	 * @see MergedAnnotation#getAggregateIndex()
+	 * @see MergedAnnotation#getDistance()
+	 */
+	private static final Comparator<? super MergedAnnotation<?>> reversedMetaDistanceComparator =
+			Comparator.<MergedAnnotation<?>> comparingInt(MergedAnnotation::getDistance).reversed();
+
+
 	static MergedTestPropertySources buildMergedTestPropertySources(Class<?> testClass) {
-
-		if (!isPresentTestPropertySourceAnnotation(testClass)) {
-			return new MergedTestPropertySources();
-		}
-		else {
-			return mergeTestPropertySources(testClass);
-		}
+		MergedAnnotations mergedAnnotations = MergedAnnotations.from(testClass, SearchStrategy.EXHAUSTIVE);
+		return (mergedAnnotations.isPresent(TestPropertySource.class) ? mergeTestPropertySources(mergedAnnotations) :
+				new MergedTestPropertySources());
 	}
 
-	private static boolean isPresentTestPropertySourceAnnotation(Class<?> testClass) {
-		return MergedAnnotations
-				.from(testClass, MergedAnnotations.SearchStrategy.EXHAUSTIVE)
-				.get(TestPropertySource.class).isPresent();
+	private static MergedTestPropertySources mergeTestPropertySources(MergedAnnotations mergedAnnotations) {
+		List<TestPropertySourceAttributes> attributesList = resolveTestPropertySourceAttributes(mergedAnnotations);
+		return new MergedTestPropertySources(mergeLocations(attributesList), mergeProperties(attributesList));
 	}
 
-	private static MergedTestPropertySources mergeTestPropertySources(Class<?> testClass) {
+	private static List<TestPropertySourceAttributes> resolveTestPropertySourceAttributes(
+			MergedAnnotations mergedAnnotations) {
 
-		List<TestPropertySourceAttributes> attributesList = resolveTestPropertySourceAttributes(
-				testClass);
-
-		String[] locations = mergeLocations(attributesList);
-		String[] properties = mergeProperties(attributesList);
-
-		return new MergedTestPropertySources(locations, properties);
-	}
-
-	private static List<TestPropertySourceAttributes> resolveTestPropertySourceAttributes(Class<?> testClass) {
-		Assert.notNull(testClass, "Class must not be null");
-		return MergedAnnotations
-				.from(testClass, MergedAnnotations.SearchStrategy.EXHAUSTIVE)
+		// Group by aggregate index to ensure proper separation of inherited and local annotations.
+		Map<Integer, List<MergedAnnotation<TestPropertySource>>> aggregateIndexMap = mergedAnnotations
 				.stream(TestPropertySource.class)
-				.map(TestPropertySourceUtils::makeTestPropertySourceAttribute)
+				.collect(Collectors.groupingBy(MergedAnnotation::getAggregateIndex, TreeMap::new,
+					Collectors.mapping(x -> x, Collectors.toList())));
+
+		// Stream the lists of annotations per aggregate index, merge each list into a
+		// single TestPropertySourceAttributes instance, and collect the results.
+		return aggregateIndexMap.values().stream()
+				.map(TestPropertySourceUtils::createTestPropertySourceAttributes)
 				.collect(Collectors.toList());
 	}
 
-	private static TestPropertySourceAttributes makeTestPropertySourceAttribute(
-			MergedAnnotation<TestPropertySource> annotation) {
+	/**
+	 * Create a merged {@link TestPropertySourceAttributes} instance from all
+	 * annotations in the supplied list for a given aggregate index as if there
+	 * were only one such annotation.
+	 * <p>Within the supplied list, sort according to reversed meta-distance of
+	 * the annotations from the declaring class. This ensures that directly present
+	 * annotations take precedence over meta-present annotations within the current
+	 * aggregate index.
+	 * <p>If a given {@link TestPropertySource @TestPropertySource} does not
+	 * declare properties or locations, an attempt will be made to detect a default
+	 * properties file.
+	 */
+	private static TestPropertySourceAttributes createTestPropertySourceAttributes(
+			List<MergedAnnotation<TestPropertySource>> list) {
 
-		TestPropertySource testPropertySource = annotation.synthesize();
-		Class<?> rootDeclaringClass = (Class<?>) annotation.getSource();
-		if (logger.isTraceEnabled()) {
-			logger.trace(String.format(
-					"Retrieved @TestPropertySource [%s] for declaring class [%s].",
-					testPropertySource, rootDeclaringClass.getName()));
+		list.sort(reversedMetaDistanceComparator);
+
+		List<String> locations = new ArrayList<>();
+		List<String> properties = new ArrayList<>();
+		Class<?> declaringClass = null;
+		Boolean inheritLocations = null;
+		Boolean inheritProperties = null;
+
+		// Merge all @TestPropertySource annotations within the current
+		// aggregate index into a single TestPropertySourceAttributes instance,
+		// simultaneously ensuring that all such annotations have the same
+		// declaringClass, inheritLocations, and inheritProperties values.
+		for (MergedAnnotation<TestPropertySource> mergedAnnotation : list) {
+			Class<?> currentDeclaringClass = (Class<?>) mergedAnnotation.getSource();
+			if (declaringClass != null && !declaringClass.equals(currentDeclaringClass)) {
+				throw new IllegalStateException("Detected @TestPropertySource declarations within an aggregate index " +
+						"with different declaring classes: " + declaringClass.getName() + " and " +
+						currentDeclaringClass.getName());
+			}
+			declaringClass = currentDeclaringClass;
+
+			TestPropertySource testPropertySource = mergedAnnotation.synthesize();
+			if (logger.isTraceEnabled()) {
+				logger.trace(String.format("Retrieved %s for declaring class [%s].", testPropertySource,
+					declaringClass.getName()));
+			}
+
+			Boolean currentInheritLocations = testPropertySource.inheritLocations();
+			assertConsistentValues(testPropertySource, declaringClass, "inheritLocations", inheritLocations,
+				currentInheritLocations);
+			inheritLocations = currentInheritLocations;
+
+			Boolean currentInheritProperties = testPropertySource.inheritProperties();
+			assertConsistentValues(testPropertySource, declaringClass, "inheritProperties", inheritProperties,
+				currentInheritProperties);
+			inheritProperties = currentInheritProperties;
+
+			String[] currentLocations = testPropertySource.locations();
+			String[] currentProperties = testPropertySource.properties();
+			if (ObjectUtils.isEmpty(currentLocations) && ObjectUtils.isEmpty(currentProperties)) {
+				locations.add(detectDefaultPropertiesFile(declaringClass));
+			}
+			else {
+				Collections.addAll(locations, currentLocations);
+				Collections.addAll(properties, currentProperties);
+			}
 		}
 
-		TestPropertySourceAttributes attributes = new TestPropertySourceAttributes(
-				rootDeclaringClass, testPropertySource);
+		TestPropertySourceAttributes attributes = new TestPropertySourceAttributes(declaringClass, locations,
+			inheritLocations, properties, inheritProperties);
 		if (logger.isTraceEnabled()) {
-			logger.trace("Resolved TestPropertySource attributes: " + attributes);
+			logger.trace(String.format("Resolved @TestPropertySource attributes %s for declaring class [%s].",
+				attributes, declaringClass.getName()));
 		}
 		return attributes;
 	}
 
+	private static void assertConsistentValues(TestPropertySource testPropertySource, Class<?> declaringClass,
+			String attributeName, Object trackedValue, Object currentValue) {
+
+		Assert.isTrue((trackedValue == null || trackedValue.equals(currentValue)),
+			() -> String.format("%s on class [%s] must declare the same value for '%s' " +
+					"as other directly present or meta-present @TestPropertySource annotations on [%2$s].",
+					testPropertySource, declaringClass.getName(), attributeName));
+	}
+
+	/**
+	 * Detect a default properties file for the supplied class, as specified
+	 * in the class-level Javadoc for {@link TestPropertySource}.
+	 */
+	private static String detectDefaultPropertiesFile(Class<?> testClass) {
+		String resourcePath = ClassUtils.convertClassNameToResourcePath(testClass.getName()) + ".properties";
+		ClassPathResource classPathResource = new ClassPathResource(resourcePath);
+
+		if (classPathResource.exists()) {
+			String prefixedResourcePath = ResourceUtils.CLASSPATH_URL_PREFIX + resourcePath;
+			if (logger.isInfoEnabled()) {
+				logger.info(String.format("Detected default properties file \"%s\" for test class [%s]",
+					prefixedResourcePath, testClass.getName()));
+			}
+			return prefixedResourcePath;
+		}
+		else {
+			String msg = String.format("Could not detect default properties file for test class [%s]: " +
+					"%s does not exist. Either declare the 'locations' or 'properties' attributes " +
+					"of @TestPropertySource or make the default properties file available.", testClass.getName(),
+					classPathResource);
+			logger.error(msg);
+			throw new IllegalStateException(msg);
+		}
+	}
+
 	private static String[] mergeLocations(List<TestPropertySourceAttributes> attributesList) {
 		List<String> locations = new ArrayList<>();
 		for (TestPropertySourceAttributes attrs : attributesList) {
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/TestPropertySourceTestSuite.java b/spring-test/src/test/java/org/springframework/test/context/env/TestPropertySourceTestSuite.java
new file mode 100644
index 0000000000..1adab5d39d
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/TestPropertySourceTestSuite.java
@@ -0,0 +1,44 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env;
+
+import org.junit.platform.runner.JUnitPlatform;
+import org.junit.platform.suite.api.IncludeClassNamePatterns;
+import org.junit.platform.suite.api.IncludeEngines;
+import org.junit.platform.suite.api.SelectPackages;
+import org.junit.platform.suite.api.UseTechnicalNames;
+import org.junit.runner.RunWith;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Test suite for tests that involve {@link TestPropertySource @TestPropertySource}.
+ *
+ * <p>Note that tests included in this suite will be executed at least twice if
+ * run from an automated build process, test runner, etc. that is not configured
+ * to exclude tests based on a {@code "*TestSuite.class"} pattern match.
+ *
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@RunWith(JUnitPlatform.class)
+@IncludeEngines("junit-vintage")
+@SelectPackages("org.springframework.test.context.env")
+@IncludeClassNamePatterns(".*Tests$")
+@UseTechnicalNames
+public class TestPropertySourceTestSuite {
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithMultipleTestProperties.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractClassWithTestProperty.java
similarity index 73%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithMultipleTestProperties.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractClassWithTestProperty.java
index 3a176827dc..50148f3e22 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithMultipleTestProperties.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractClassWithTestProperty.java
@@ -19,12 +19,13 @@ package org.springframework.test.context.env.repeatable;
 import org.springframework.test.context.TestPropertySource;
 
 /**
- * Abstract parent class with multiple properties definition for tests.
+ * Abstract base class which declares an inlined property via
+ * {@link TestPropertySource @TestPropertySource}.
  *
  * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
-@TestPropertySource(properties = "first = value from parent class")
-@TestPropertySource(properties = "second = value from parent class")
-public abstract class ParentClassWithMultipleTestProperties {
+@TestPropertySource(properties = "key1 = parent")
+abstract class AbstractClassWithTestProperty extends AbstractRepeatableTestPropertySourceTests {
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceOverridesInheritedPropertyTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractRepeatableTestPropertySourceTests.java
similarity index 57%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceOverridesInheritedPropertyTests.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractRepeatableTestPropertySourceTests.java
index 6d77ed737c..2f180aaa05 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceOverridesInheritedPropertyTests.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AbstractRepeatableTestPropertySourceTests.java
@@ -16,49 +16,39 @@
 
 package org.springframework.test.context.env.repeatable;
 
-import org.junit.Test;
 import org.junit.runner.RunWith;
 
 import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
 import org.springframework.context.annotation.Configuration;
 import org.springframework.core.env.Environment;
 import org.springframework.test.context.ContextConfiguration;
 import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
+import org.springframework.test.context.junit4.SpringRunner;
 
 import static org.assertj.core.api.Assertions.assertThat;
 
 /**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
+ * Abstract base class for integration tests involving
+ * {@link TestPropertySource @TestPropertySource} as a repeatable annotation.
  *
- * Verify the overriding of property which defined both in the parent class and locally in
- * the {@link TestPropertySource} annotation.
- *
- * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
-@RunWith(SpringJUnit4ClassRunner.class)
+@RunWith(SpringRunner.class)
 @ContextConfiguration
-@TestPropertySource(properties = "inherited = local value")
-public class TestPropertySourceOverridesInheritedPropertyTests extends ParentClassWithTestProperties {
+abstract class AbstractRepeatableTestPropertySourceTests {
 
 	@Autowired
 	Environment env;
 
-	@Value("${inherited}")
-	String inherited;
 
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertThat(env.getProperty("inherited")).isEqualTo("local value");
-		assertThat(inherited).isEqualTo("local value");
+	protected void assertEnvironmentValue(String key, String expected) {
+		assertThat(env.getProperty(key)).as("Value of key [" + key + "].").isEqualTo(expected);
 	}
 
 
 	@Configuration
 	static class Config {
 	}
+
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.java
new file mode 100644
index 0000000000..ea55266e84
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.java
@@ -0,0 +1,42 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * @author Anatoliy Korovin
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource
+@TestPropertySource("local.properties")
+public class DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests
+		extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("default.value", "default file");
+		assertEnvironmentValue("key1", "local file");
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ExplicitPropertiesFilesRepeatedTestPropertySourceTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ExplicitPropertiesFilesRepeatedTestPropertySourceTests.java
new file mode 100644
index 0000000000..8cbf68ce03
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ExplicitPropertiesFilesRepeatedTestPropertySourceTests.java
@@ -0,0 +1,45 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * <p>Same as {@link ReversedExplicitPropertiesFilesRepeatedTestPropertySourceTests},
+ * but with the order of the properties files reversed.
+ *
+ * @author Anatoliy Korovin
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource("first.properties")
+@TestPropertySource("second.properties")
+public class ExplicitPropertiesFilesRepeatedTestPropertySourceTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("alpha", "omega");
+		assertEnvironmentValue("first", "1111");
+		assertEnvironmentValue("second", "2222");
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestPropertyInPropertiesFile.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndInheritedInlinedPropertyTests.java
similarity index 65%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestPropertyInPropertiesFile.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndInheritedInlinedPropertyTests.java
index c9a32a6320..ddfbd1b4c6 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestPropertyInPropertiesFile.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndInheritedInlinedPropertyTests.java
@@ -16,22 +16,25 @@
 
 package org.springframework.test.context.env.repeatable;
 
-
-import java.lang.annotation.ElementType;
-import java.lang.annotation.Retention;
-import java.lang.annotation.RetentionPolicy;
-import java.lang.annotation.Target;
+import org.junit.Test;
 
 import org.springframework.test.context.TestPropertySource;
 
 /**
- * A custom annotation which defined properties file in the {@link TestPropertySource}.
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
  *
  * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
-@Target(ElementType.TYPE)
-@Retention(RetentionPolicy.RUNTIME)
-@TestPropertySource("meta.properties")
-public @interface AnnotationWithTestPropertyInPropertiesFile {
+@TestPropertySource(properties = "key2 = local")
+public class LocalInlinedPropertyAndInheritedInlinedPropertyTests extends AbstractClassWithTestProperty {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("key1", "parent");
+		assertEnvironmentValue("key2", "local");
+	}
+
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestPropertyDeclaration.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndMetaInlinedPropertyTests.java
similarity index 63%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestPropertyDeclaration.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndMetaInlinedPropertyTests.java
index a5237c647e..cc2de58efa 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestPropertyDeclaration.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyAndMetaInlinedPropertyTests.java
@@ -16,14 +16,26 @@
 
 package org.springframework.test.context.env.repeatable;
 
+import org.junit.Test;
+
 import org.springframework.test.context.TestPropertySource;
 
 /**
- * Abstract parent class with foo property definition for tests.
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
  *
  * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
-@TestPropertySource(properties = "foo = value from parent class")
-public abstract class FooTestPropertyDeclaration {
+@TestPropertySource(properties = "key1 = local")
+@MetaInlinedTestProperty
+public class LocalInlinedPropertyAndMetaInlinedPropertyTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("key1", "local");
+		assertEnvironmentValue("meta", "inlined");
+	}
+
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedAndMetaInlinedPropertiesTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedAndMetaInlinedPropertiesTests.java
new file mode 100644
index 0000000000..5c221a59be
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedAndMetaInlinedPropertiesTests.java
@@ -0,0 +1,52 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import java.lang.annotation.ElementType;
+import java.lang.annotation.Retention;
+import java.lang.annotation.RetentionPolicy;
+import java.lang.annotation.Target;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+import org.springframework.test.context.env.repeatable.LocalInlinedPropertyOverridesInheritedAndMetaInlinedPropertiesTests.Key1InlinedTestProperty;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * @author Anatoliy Korovin
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource(properties = "key1 = local")
+@Key1InlinedTestProperty
+public class LocalInlinedPropertyOverridesInheritedAndMetaInlinedPropertiesTests extends AbstractClassWithTestProperty {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("key1", "local");
+	}
+
+	@Target(ElementType.TYPE)
+	@Retention(RetentionPolicy.RUNTIME)
+	@TestPropertySource(properties = "key1 = meta")
+	@interface Key1InlinedTestProperty {
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedInlinedPropertyTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedInlinedPropertyTests.java
new file mode 100644
index 0000000000..b5c42216c7
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesInheritedInlinedPropertyTests.java
@@ -0,0 +1,43 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * @author Anatoliy Korovin
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource(properties = "key1 = local value")
+@TestPropertySource(properties = "second = local override")
+public class LocalInlinedPropertyOverridesInheritedInlinedPropertyTests extends RepeatedTestPropertySourceTests {
+
+	@Test
+	@Override
+	public void test() {
+		assertEnvironmentValue("key1", "local value");
+		assertEnvironmentValue("second", "local override");
+		assertEnvironmentValue("first", "repeated override");
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestProperty.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesMetaInlinedPropertyTests.java
similarity index 64%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestProperty.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesMetaInlinedPropertyTests.java
index 94a48f6507..55c0eec441 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/FooTestProperty.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalInlinedPropertyOverridesMetaInlinedPropertyTests.java
@@ -16,22 +16,25 @@
 
 package org.springframework.test.context.env.repeatable;
 
-
-import java.lang.annotation.ElementType;
-import java.lang.annotation.Retention;
-import java.lang.annotation.RetentionPolicy;
-import java.lang.annotation.Target;
+import org.junit.Test;
 
 import org.springframework.test.context.TestPropertySource;
 
 /**
- * A custom annotation with foo property defined by the {@link TestPropertySource}.
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
  *
  * @author Anatoliy Korovin
+ * @author Sam Brannen
  * @since 5.2
  */
-@Target(ElementType.TYPE)
-@Retention(RetentionPolicy.RUNTIME)
-@TestPropertySource(properties = "foo = value from meta-annotation")
-public @interface FooTestProperty {
+@TestPropertySource(properties = "meta = local override")
+@MetaInlinedTestProperty
+public class LocalInlinedPropertyOverridesMetaInlinedPropertyTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("meta", "local override");
+	}
+
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalPropertiesFileAndMetaPropertiesFileTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalPropertiesFileAndMetaPropertiesFileTests.java
new file mode 100644
index 0000000000..c488ff2bfe
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/LocalPropertiesFileAndMetaPropertiesFileTests.java
@@ -0,0 +1,62 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import java.lang.annotation.ElementType;
+import java.lang.annotation.Retention;
+import java.lang.annotation.RetentionPolicy;
+import java.lang.annotation.Target;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+import org.springframework.test.context.env.repeatable.LocalPropertiesFileAndMetaPropertiesFileTests.MetaFileTestProperty;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * <p>Verify a property value is defined both in the properties file which is declared
+ * via {@link MetaFileTestProperty @MetaFileTestProperty} and in the properties file
+ * which is declared locally via {@code @TestPropertySource}.
+ *
+ * @author Anatoliy Korovin
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource("local.properties")
+@MetaFileTestProperty
+public class LocalPropertiesFileAndMetaPropertiesFileTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("key1", "local file");
+		assertEnvironmentValue("key2", "meta file");
+	}
+
+
+	/**
+	 * Composed annotation that declares a properties file via
+	 * {@link TestPropertySource @TestPropertySource}.
+	 */
+	@Target(ElementType.TYPE)
+	@Retention(RetentionPolicy.RUNTIME)
+	@TestPropertySource("meta.properties")
+	@interface MetaFileTestProperty {
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestProperty.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/MetaInlinedTestProperty.java
similarity index 82%
rename from spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestProperty.java
rename to spring-test/src/test/java/org/springframework/test/context/env/repeatable/MetaInlinedTestProperty.java
index 0b52c59c3b..6e52a36bad 100644
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/AnnotationWithTestProperty.java
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/MetaInlinedTestProperty.java
@@ -16,7 +16,6 @@
 
 package org.springframework.test.context.env.repeatable;
 
-
 import java.lang.annotation.ElementType;
 import java.lang.annotation.Retention;
 import java.lang.annotation.RetentionPolicy;
@@ -25,13 +24,14 @@ import java.lang.annotation.Target;
 import org.springframework.test.context.TestPropertySource;
 
 /**
- * A custom annotation with properties defined by the {@link TestPropertySource}.
+ * Composed annotation that declares a {@code meta} inlined property via
+ * {@link TestPropertySource @TestPropertySource}.
  *
  * @author Anatoliy Korovin
  * @since 5.2
  */
 @Target(ElementType.TYPE)
 @Retention(RetentionPolicy.RUNTIME)
-@TestPropertySource(properties = "meta = value from meta-annotation")
-public @interface AnnotationWithTestProperty {
+@TestPropertySource(properties = "meta = inlined")
+@interface MetaInlinedTestProperty {
 }
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithTestProperties.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithTestProperties.java
deleted file mode 100644
index 86f792d979..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ParentClassWithTestProperties.java
+++ /dev/null
@@ -1,30 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.springframework.test.context.TestPropertySource;
-
-
-/**
- * Base class which declare a property by the {@link TestPropertySource} annotation.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@TestPropertySource(properties = "inherited = 12345")
-public abstract class ParentClassWithTestProperties {
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/RepeatedTestPropertySourceTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/RepeatedTestPropertySourceTests.java
new file mode 100644
index 0000000000..cf2de51822
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/RepeatedTestPropertySourceTests.java
@@ -0,0 +1,43 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Integration tests for {@link TestPropertySource @TestPropertySource} as a
+ * repeatable annotation.
+ *
+ * <p>Tests multiple local {@link TestPropertySource} declarations.
+ *
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource(properties = "first = repeated")
+@TestPropertySource(properties = "second = repeated")
+@TestPropertySource(properties = "first = repeated override")
+public class RepeatedTestPropertySourceTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("first", "repeated override");
+		assertEnvironmentValue("second", "repeated");
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ReversedExplicitPropertiesFilesRepeatedTestPropertySourceTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ReversedExplicitPropertiesFilesRepeatedTestPropertySourceTests.java
new file mode 100644
index 0000000000..800f86f001
--- /dev/null
+++ b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/ReversedExplicitPropertiesFilesRepeatedTestPropertySourceTests.java
@@ -0,0 +1,41 @@
+/*
+ * Copyright 2002-2019 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.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.test.context.env.repeatable;
+
+import org.junit.Test;
+
+import org.springframework.test.context.TestPropertySource;
+
+/**
+ * Same as {@link ExplicitPropertiesFilesRepeatedTestPropertySourceTests}, but
+ * with the order of the properties files reversed.
+ *
+ * @author Sam Brannen
+ * @since 5.2
+ */
+@TestPropertySource("second.properties")
+@TestPropertySource("first.properties")
+public class ReversedExplicitPropertiesFilesRepeatedTestPropertySourceTests extends AbstractRepeatableTestPropertySourceTests {
+
+	@Test
+	public void test() {
+		assertEnvironmentValue("alpha", "beta");
+		assertEnvironmentValue("first", "1111");
+		assertEnvironmentValue("second", "1111");
+	}
+
+}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritTests.java
deleted file mode 100644
index 16b59c6d11..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritTests.java
+++ /dev/null
@@ -1,71 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Test a property definition by the using of {@link TestPropertySource} both in the
- * parent class and locally.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource(properties = "key = 051187")
-public class TestPropertySourceInheritTests extends ParentClassWithTestProperties {
-
-	@Autowired
-	Environment env;
-
-	@Value("${key}")
-	String key;
-
-	@Value("${inherited}")
-	String inherited;
-
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertThat(env.getProperty("key")).isEqualTo("051187");
-		assertThat(this.key).isEqualTo("051187");
-
-		assertThat(env.getProperty("inherited")).isEqualTo("12345");
-		assertThat(inherited).isEqualTo("12345");
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationOverridesLocallyTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationOverridesLocallyTests.java
deleted file mode 100644
index 6787bd8ad9..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationOverridesLocallyTests.java
+++ /dev/null
@@ -1,67 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * This test verifies an overriding of the property value which declared in the
- * meta-annotation by the {@link TestPropertySource} when this property is also defined
- * locally in {@link TestPropertySource}.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource(properties = "meta = local value")
-@AnnotationWithTestProperty
-public class TestPropertySourceInheritedFromMetaAnnotationOverridesLocallyTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${meta}")
-	String meta;
-
-
-	@Test
-	public void inlineLocalPropertyAndPropertyFromMetaAnnotation() {
-		assertThat(env.getProperty("meta")).isEqualTo("local value");
-		assertThat(meta).isEqualTo("local value");
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationTests.java
deleted file mode 100644
index 69bbd72af5..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationTests.java
+++ /dev/null
@@ -1,73 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * This test verifies a declaration of properties by the {@link TestPropertySource} both
- * locally and in the custom meta-annotation.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource(properties = "key = 051187")
-@AnnotationWithTestProperty
-public class TestPropertySourceInheritedFromMetaAnnotationTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${key}")
-	String key;
-
-	@Value("${meta}")
-	String meta;
-
-
-	@Test
-	public void inlineLocalPropertyAndPropertyFromMetaAnnotation() {
-		// local inlined:
-		assertThat(env.getProperty("key")).isEqualTo("051187");
-		assertThat(this.key).isEqualTo("051187");
-		// inlined from meta-annotation:
-		assertThat(env.getProperty("meta")).isEqualTo("value from meta-annotation");
-		assertThat(meta).isEqualTo("value from meta-annotation");
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationWithPropertiesFileTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationWithPropertiesFileTests.java
deleted file mode 100644
index 7954d92cb4..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceInheritedFromMetaAnnotationWithPropertiesFileTests.java
+++ /dev/null
@@ -1,76 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Verify a property value defined both in the properties file which declared in the
- * custom annotation {@link AnnotationWithTestPropertyInPropertiesFile} and a definition
- * of property by the local usage of {@link TestPropertySource} with a properties file
- * name.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource("local.properties")
-@AnnotationWithTestPropertyInPropertiesFile
-public class TestPropertySourceInheritedFromMetaAnnotationWithPropertiesFileTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${key}")
-	String key;
-
-	@Value("${meta}")
-	String meta;
-
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertPropertyValue("key", key, "local value");
-		assertPropertyValue("meta", meta, "a value from file in the meta-annotation");
-	}
-
-	private void assertPropertyValue(String name, String value, String expectedValue) {
-		assertThat(env.getProperty(name)).isEqualTo(expectedValue);
-		assertThat(value).isEqualTo(expectedValue);
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourcePartialOverridesInheritedPropertyTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourcePartialOverridesInheritedPropertyTests.java
deleted file mode 100644
index f59aa073f8..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourcePartialOverridesInheritedPropertyTests.java
+++ /dev/null
@@ -1,63 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Verify the overriding of property which defined both in the parent class and locally in
- * the {@link TestPropertySource} annotation. Also, verify that the value of not
- * conflicted properties is applied from the parent class.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource(properties = "second = local value")
-public class TestPropertySourcePartialOverridesInheritedPropertyTests extends ParentClassWithMultipleTestProperties {
-
-	@Value("${first}")
-	String first;
-
-	@Value("${second}")
-	String second;
-
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertThat(first).isEqualTo("value from parent class");
-		assertThat(second).isEqualTo("local value");
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableOverridesTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableOverridesTests.java
deleted file mode 100644
index 2682385181..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableOverridesTests.java
+++ /dev/null
@@ -1,58 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Verify an overriding of a property value which defined both in custom annotation
- * and in the parent class, when this property declares locally by the
- * {@link TestPropertySource}.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@FooTestProperty
-@TestPropertySource(properties = "foo = local value")
-public class TestPropertySourceRepeatableOverridesTests extends FooTestPropertyDeclaration {
-
-	@Value("${foo}")
-	String foo;
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertThat(foo).isEqualTo("local value");
-	}
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableTests.java
deleted file mode 100644
index 0e9b5f4165..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableTests.java
+++ /dev/null
@@ -1,73 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Test multiple test property declarations by the using of {@link TestPropertySource} as
- * a repeatable annotation.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource(properties = "first = 1111")
-@TestPropertySource(properties = "second = 2222")
-public class TestPropertySourceRepeatableTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${first}")
-	String first;
-
-	@Value("${second}")
-	String second;
-
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertPropertyValue("first", first, "1111");
-		assertPropertyValue("second", second, "2222");
-	}
-
-	private void assertPropertyValue(String name, String value, String expectedValue) {
-		assertThat(env.getProperty(name)).isEqualTo(expectedValue);
-		assertThat(value).isEqualTo(expectedValue);
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.java
deleted file mode 100644
index cac36f6b3f..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.java
+++ /dev/null
@@ -1,73 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Verify a repeatable usage of {@link TestPropertySource} both with a default value of
- * properties file and with a specified properties file name in the
- * {@link TestPropertySource} annotation.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource
-@TestPropertySource("local.properties")
-public class TestPropertySourceRepeatableWithDefaultPropertiesFileTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${key}")
-	String key;
-
-	@Value("${default.value}")
-	String defaultValue;
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertPropertyValue("key", key, "local value");
-		assertPropertyValue("default.value", defaultValue, "a value from default properties file");
-	}
-
-	private void assertPropertyValue(String name, String value, String expectedValue) {
-		assertThat(env.getProperty(name)).isEqualTo(expectedValue);
-		assertThat(value).isEqualTo(expectedValue);
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithPropertiesFileTests.java b/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithPropertiesFileTests.java
deleted file mode 100644
index c3932af07e..0000000000
--- a/spring-test/src/test/java/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithPropertiesFileTests.java
+++ /dev/null
@@ -1,73 +0,0 @@
-/*
- * Copyright 2002-2019 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.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.test.context.env.repeatable;
-
-import org.junit.Test;
-import org.junit.runner.RunWith;
-
-import org.springframework.beans.factory.annotation.Autowired;
-import org.springframework.beans.factory.annotation.Value;
-import org.springframework.context.annotation.Configuration;
-import org.springframework.core.env.Environment;
-import org.springframework.test.context.ContextConfiguration;
-import org.springframework.test.context.TestPropertySource;
-import org.springframework.test.context.junit4.SpringJUnit4ClassRunner;
-
-import static org.assertj.core.api.Assertions.assertThat;
-
-/**
- * Integration tests for support {@link TestPropertySource @TestPropertySource} as a
- * repeatable annotation.
- *
- * Test multiple test properties file declarations by the using of {@link TestPropertySource} as
- * a repeatable annotation.
- *
- * @author Anatoliy Korovin
- * @since 5.2
- */
-@RunWith(SpringJUnit4ClassRunner.class)
-@ContextConfiguration
-@TestPropertySource("first.properties")
-@TestPropertySource("second.properties")
-public class TestPropertySourceRepeatableWithPropertiesFileTests {
-
-	@Autowired
-	Environment env;
-
-	@Value("${first}")
-	String first;
-
-	@Value("${second}")
-	String second;
-
-
-	@Test
-	public void inlinePropertyFromParentClassAndFromLocalTestPropertySourceAnnotation() {
-		assertPropertyValue("first", first, "1111");
-		assertPropertyValue("second", second, "2222");
-	}
-
-	private void assertPropertyValue(String name, String value, String expectedValue) {
-		assertThat(env.getProperty(name)).isEqualTo(expectedValue);
-		assertThat(value).isEqualTo(expectedValue);
-	}
-
-
-	@Configuration
-	static class Config {
-	}
-}
diff --git a/spring-test/src/test/java/org/springframework/test/context/support/TestPropertySourceUtilsTests.java b/spring-test/src/test/java/org/springframework/test/context/support/TestPropertySourceUtilsTests.java
index 9df2b64632..d000e7b253 100644
--- a/spring-test/src/test/java/org/springframework/test/context/support/TestPropertySourceUtilsTests.java
+++ b/spring-test/src/test/java/org/springframework/test/context/support/TestPropertySourceUtilsTests.java
@@ -57,23 +57,40 @@ public class TestPropertySourceUtilsTests {
 	private static final String[] FOO_LOCATIONS = new String[] {"classpath:/foo.properties"};
 
 
-
 	@Test
 	public void emptyAnnotation() {
-		assertThatIllegalStateException().isThrownBy(() ->
-				buildMergedTestPropertySources(EmptyPropertySources.class))
-			.withMessageStartingWith("Could not detect default properties file for test")
+		assertThatIllegalStateException()
+			.isThrownBy(() -> buildMergedTestPropertySources(EmptyPropertySources.class))
+			.withMessageStartingWith("Could not detect default properties file for test class")
+			.withMessageContaining("class path resource")
+			.withMessageContaining("does not exist")
 			.withMessageContaining("EmptyPropertySources.properties");
 	}
 
 	@Test
 	public void extendedEmptyAnnotation() {
-		assertThatIllegalStateException().isThrownBy(() ->
-				buildMergedTestPropertySources(ExtendedEmptyPropertySources.class))
+		assertThatIllegalStateException()
+			.isThrownBy(() -> buildMergedTestPropertySources(ExtendedEmptyPropertySources.class))
 			.withMessageStartingWith("Could not detect default properties file for test")
+			.withMessageContaining("class path resource")
+			.withMessageContaining("does not exist")
 			.withMessageContaining("ExtendedEmptyPropertySources.properties");
 	}
 
+	@Test
+	public void repeatedTestPropertySourcesWithConflictingInheritLocationsFlags() {
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> buildMergedTestPropertySources(RepeatedPropertySourcesWithConflictingInheritLocationsFlags.class))
+			.withMessageContaining("must declare the same value for 'inheritLocations' as other directly present or meta-present @TestPropertySource annotations");
+	}
+
+	@Test
+	public void repeatedTestPropertySourcesWithConflictingInheritPropertiesFlags() {
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> buildMergedTestPropertySources(RepeatedPropertySourcesWithConflictingInheritPropertiesFlags.class))
+			.withMessageContaining("must declare the same value for 'inheritProperties' as other directly present or meta-present @TestPropertySource annotations");
+	}
+
 	@Test
 	public void value() {
 		assertMergedTestPropertySources(ValuePropertySources.class, asArray("classpath:/value.xml"),
@@ -82,8 +99,8 @@ public class TestPropertySourceUtilsTests {
 
 	@Test
 	public void locationsAndValueAttributes() {
-		assertThatExceptionOfType(AnnotationConfigurationException.class).isThrownBy(() ->
-				buildMergedTestPropertySources(LocationsAndValuePropertySources.class));
+		assertThatExceptionOfType(AnnotationConfigurationException.class)
+			.isThrownBy(() -> buildMergedTestPropertySources(LocationsAndValuePropertySources.class));
 	}
 
 	@Test
@@ -126,30 +143,37 @@ public class TestPropertySourceUtilsTests {
 
 	@Test
 	public void addPropertiesFilesToEnvironmentWithNullContext() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addPropertiesFilesToEnvironment((ConfigurableApplicationContext) null, FOO_LOCATIONS))
-			.withMessageContaining("must not be null");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addPropertiesFilesToEnvironment((ConfigurableApplicationContext) null, FOO_LOCATIONS))
+			.withMessageContaining("'context' must not be null");
 	}
 
 	@Test
 	public void addPropertiesFilesToEnvironmentWithContextAndNullLocations() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addPropertiesFilesToEnvironment(mock(ConfigurableApplicationContext.class), (String[]) null))
-			.withMessageContaining("must not be null");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addPropertiesFilesToEnvironment(mock(ConfigurableApplicationContext.class), (String[]) null))
+			.withMessageContaining("'locations' must not be null");
 	}
 
 	@Test
 	public void addPropertiesFilesToEnvironmentWithNullEnvironment() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addPropertiesFilesToEnvironment((ConfigurableEnvironment) null, mock(ResourceLoader.class), FOO_LOCATIONS))
-			.withMessageContaining("must not be null");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addPropertiesFilesToEnvironment((ConfigurableEnvironment) null, mock(ResourceLoader.class), FOO_LOCATIONS))
+			.withMessageContaining("'environment' must not be null");
+	}
+
+	@Test
+	public void addPropertiesFilesToEnvironmentWithEnvironmentLocationsAndNullResourceLoader() {
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addPropertiesFilesToEnvironment(new MockEnvironment(), null, FOO_LOCATIONS))
+			.withMessageContaining("'resourceLoader' must not be null");
 	}
 
 	@Test
 	public void addPropertiesFilesToEnvironmentWithEnvironmentAndNullLocations() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addPropertiesFilesToEnvironment(new MockEnvironment(), mock(ResourceLoader.class), (String[]) null))
-			.withMessageContaining("must not be null");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addPropertiesFilesToEnvironment(new MockEnvironment(), mock(ResourceLoader.class), (String[]) null))
+			.withMessageContaining("'locations' must not be null");
 	}
 
 	@Test
@@ -172,43 +196,43 @@ public class TestPropertySourceUtilsTests {
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithNullContext() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment((ConfigurableApplicationContext) null, KEY_VALUE_PAIR))
-			.withMessageContaining("context");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment((ConfigurableApplicationContext) null, KEY_VALUE_PAIR))
+			.withMessageContaining("'context' must not be null");
 	}
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithContextAndNullInlinedProperties() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment(mock(ConfigurableApplicationContext.class), (String[]) null))
-			.withMessageContaining("inlined");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment(mock(ConfigurableApplicationContext.class), (String[]) null))
+			.withMessageContaining("'inlinedProperties' must not be null");
 	}
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithNullEnvironment() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment((ConfigurableEnvironment) null, KEY_VALUE_PAIR))
-			.withMessageContaining("environment");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment((ConfigurableEnvironment) null, KEY_VALUE_PAIR))
+			.withMessageContaining("'environment' must not be null");
 	}
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithEnvironmentAndNullInlinedProperties() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment(new MockEnvironment(), (String[]) null))
-			.withMessageContaining("inlined");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment(new MockEnvironment(), (String[]) null))
+			.withMessageContaining("'inlinedProperties' must not be null");
 	}
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithMalformedUnicodeInValue() {
-		assertThatIllegalStateException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment(new MockEnvironment(), asArray("key = \\uZZZZ")))
+		assertThatIllegalStateException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment(new MockEnvironment(), asArray("key = \\uZZZZ")))
 			.withMessageContaining("Failed to load test environment property");
 	}
 
 	@Test
 	public void addInlinedPropertiesToEnvironmentWithMultipleKeyValuePairsInSingleInlinedProperty() {
-		assertThatIllegalStateException().isThrownBy(() ->
-				addInlinedPropertiesToEnvironment(new MockEnvironment(), asArray("a=b\nx=y")))
+		assertThatIllegalStateException()
+			.isThrownBy(() -> addInlinedPropertiesToEnvironment(new MockEnvironment(), asArray("a=b\nx=y")))
 			.withMessageContaining("Failed to load exactly one test environment property");
 	}
 
@@ -226,9 +250,9 @@ public class TestPropertySourceUtilsTests {
 
 	@Test
 	public void convertInlinedPropertiesToMapWithNullInlinedProperties() {
-		assertThatIllegalArgumentException().isThrownBy(() ->
-				convertInlinedPropertiesToMap((String[]) null))
-			.withMessageContaining("inlined");
+		assertThatIllegalArgumentException()
+			.isThrownBy(() -> convertInlinedPropertiesToMap((String[]) null))
+			.withMessageContaining("'inlinedProperties' must not be null");
 	}
 
 
@@ -256,6 +280,16 @@ public class TestPropertySourceUtilsTests {
 	static class ExtendedEmptyPropertySources extends EmptyPropertySources {
 	}
 
+	@TestPropertySource(locations = "foo.properties", inheritLocations = false)
+	@TestPropertySource(locations = "bar.properties", inheritLocations = true)
+	static class RepeatedPropertySourcesWithConflictingInheritLocationsFlags {
+	}
+
+	@TestPropertySource(properties = "a = b", inheritProperties = false)
+	@TestPropertySource(properties = "x = y", inheritProperties = true)
+	static class RepeatedPropertySourcesWithConflictingInheritPropertiesFlags {
+	}
+
 	@TestPropertySource(locations = "/foo", value = "/bar")
 	static class LocationsAndValuePropertySources {
 	}
diff --git a/spring-test/src/test/resources/log4j2-test.xml b/spring-test/src/test/resources/log4j2-test.xml
index db28ecb3db..3fb0b802d6 100644
--- a/spring-test/src/test/resources/log4j2-test.xml
+++ b/spring-test/src/test/resources/log4j2-test.xml
@@ -25,6 +25,7 @@
 		<Logger name="org.springframework.test.context.support.DelegatingSmartContextLoader" level="info" />
 		<Logger name="org.springframework.test.context.support.AbstractGenericContextLoader" level="info" />
 		<Logger name="org.springframework.test.context.support.AnnotationConfigContextLoader" level="info" />
+		<Logger name="org.springframework.test.context.support.TestPropertySourceUtils" level="trace" />
 		<Logger name="org.springframework.beans" level="warn" />
 		<Logger name="org.springframework.test.web.servlet.result" level="debug" />
 -->
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.properties
new file mode 100644
index 0000000000..18a2737b40
--- /dev/null
+++ b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/DefaultPropertiesFileDetectionRepeatedTestPropertySourceTests.properties
@@ -0,0 +1 @@
+default.value = default file
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.properties
deleted file mode 100644
index ca6ec5bbb4..0000000000
--- a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/TestPropertySourceRepeatableWithDefaultPropertiesFileTests.properties
+++ /dev/null
@@ -1 +0,0 @@
-default.value = a value from default properties file
\ No newline at end of file
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/first.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/first.properties
index 2330dfc614..db34fd141a 100644
--- a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/first.properties
+++ b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/first.properties
@@ -1 +1,3 @@
-first = 1111
\ No newline at end of file
+alpha = beta
+first = 1111
+second = 1111
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/local.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/local.properties
index 7bbf2a52d9..d89e83c0c0 100644
--- a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/local.properties
+++ b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/local.properties
@@ -1 +1 @@
-key = local value
\ No newline at end of file
+key1 = local file
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/meta.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/meta.properties
index ca8c379577..f6ebdc99cd 100644
--- a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/meta.properties
+++ b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/meta.properties
@@ -1 +1 @@
-meta = a value from file in the meta-annotation
\ No newline at end of file
+key2 = meta file
diff --git a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/second.properties b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/second.properties
index 722f3912aa..0c5bf9261e 100644
--- a/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/second.properties
+++ b/spring-test/src/test/resources/org/springframework/test/context/env/repeatable/second.properties
@@ -1 +1,2 @@
-second = 2222
\ No newline at end of file
+alpha = omega
+second = 2222