diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle1/META-INF/MANIFEST.MF b/tycho-its/projects/sameAbsoluteTarget/bundle1/META-INF/MANIFEST.MF
new file mode 100644
index 0000000000..1852b35810
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle1/META-INF/MANIFEST.MF
@@ -0,0 +1,8 @@
+Manifest-Version: 1.0
+Bundle-ManifestVersion: 2
+Bundle-Name: bundle
+Bundle-SymbolicName: bundle
+Bundle-Version: 1.0.0.qualifier
+Bundle-RequiredExecutionEnvironment: JavaSE-11
+Automatic-Module-Name: bundle
+Require-Bundle: org.apache.commons.lang3
diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle1/build.properties b/tycho-its/projects/sameAbsoluteTarget/bundle1/build.properties
new file mode 100644
index 0000000000..b107977f4e
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle1/build.properties
@@ -0,0 +1,3 @@
+source.. = src/
+bin.includes = META-INF/,\
+               .
diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle1/pom.xml b/tycho-its/projects/sameAbsoluteTarget/bundle1/pom.xml
new file mode 100644
index 0000000000..3f6b23f3e3
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle1/pom.xml
@@ -0,0 +1,13 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<project xsi:schemaLocation="http://maven.apache.org/POM/4.0.0 https://maven.apache.org/xsd/maven-4.0.0.xsd" xmlns="http://maven.apache.org/POM/4.0.0"
+    xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance">
+  <modelVersion>4.0.0</modelVersion>
+  <parent>
+    <groupId>tycho-its-project</groupId>
+    <artifactId>sameAbsoluteTarget</artifactId>
+    <version>0.0.1-SNAPSHOT</version>
+  </parent>
+  <artifactId>bundle</artifactId>
+  <version>1.0.0-SNAPSHOT</version>
+  <packaging>eclipse-plugin</packaging>
+</project>
diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle2/META-INF/MANIFEST.MF b/tycho-its/projects/sameAbsoluteTarget/bundle2/META-INF/MANIFEST.MF
new file mode 100644
index 0000000000..c1080a3c0a
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle2/META-INF/MANIFEST.MF
@@ -0,0 +1,8 @@
+Manifest-Version: 1.0
+Bundle-ManifestVersion: 2
+Bundle-Name: bundle2
+Bundle-SymbolicName: bundle2
+Bundle-Version: 1.0.0.qualifier
+Bundle-RequiredExecutionEnvironment: JavaSE-11
+Automatic-Module-Name: bundle2
+Require-Bundle: org.apache.commons.lang3
diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle2/build.properties b/tycho-its/projects/sameAbsoluteTarget/bundle2/build.properties
new file mode 100644
index 0000000000..b107977f4e
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle2/build.properties
@@ -0,0 +1,3 @@
+source.. = src/
+bin.includes = META-INF/,\
+               .
diff --git a/tycho-its/projects/sameAbsoluteTarget/bundle2/pom.xml b/tycho-its/projects/sameAbsoluteTarget/bundle2/pom.xml
new file mode 100644
index 0000000000..5092782ddb
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/bundle2/pom.xml
@@ -0,0 +1,13 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<project xsi:schemaLocation="http://maven.apache.org/POM/4.0.0 https://maven.apache.org/xsd/maven-4.0.0.xsd" xmlns="http://maven.apache.org/POM/4.0.0"
+    xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance">
+  <modelVersion>4.0.0</modelVersion>
+  <parent>
+    <groupId>tycho-its-project</groupId>
+    <artifactId>sameAbsoluteTarget</artifactId>
+    <version>0.0.1-SNAPSHOT</version>
+  </parent>
+  <artifactId>bundle2</artifactId>
+  <version>1.0.0-SNAPSHOT</version>
+  <packaging>eclipse-plugin</packaging>
+</project>
diff --git a/tycho-its/projects/sameAbsoluteTarget/pom.xml b/tycho-its/projects/sameAbsoluteTarget/pom.xml
new file mode 100644
index 0000000000..ccf3c14600
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/pom.xml
@@ -0,0 +1,38 @@
+<project xsi:schemaLocation="http://maven.apache.org/POM/4.0.0 http://maven.apache.org/xsd/maven-4.0.0.xsd" xmlns="http://maven.apache.org/POM/4.0.0" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance">
+	<modelVersion>4.0.0</modelVersion>
+	<groupId>tycho-its-project</groupId>
+	<artifactId>sameAbsoluteTarget</artifactId>
+	<version>0.0.1-SNAPSHOT</version>
+	<packaging>pom</packaging>
+
+	<modules>
+		<module>bundle1</module>
+		<module>bundle2</module>
+	</modules>
+
+	<properties>
+		<maven.compiler.source>11</maven.compiler.source>
+		<maven.compiler.target>11</maven.compiler.target>
+	</properties>
+
+	<build>
+		<plugins>
+			<plugin>
+				<groupId>org.eclipse.tycho</groupId>
+				<artifactId>tycho-maven-plugin</artifactId>
+				<version>${tycho-version}</version>
+				<extensions>true</extensions>
+			</plugin>
+			<plugin>
+				<groupId>org.eclipse.tycho</groupId>
+				<artifactId>target-platform-configuration</artifactId>
+				<version>${tycho-version}</version>
+				<configuration>
+					<target>
+						<file>${basedir}/../target-platform/target-platform.target</file>
+					</target>
+				</configuration>
+			</plugin>
+		</plugins>
+	</build>
+</project>
\ No newline at end of file
diff --git a/tycho-its/projects/sameAbsoluteTarget/target-platform/target-platform.target b/tycho-its/projects/sameAbsoluteTarget/target-platform/target-platform.target
new file mode 100644
index 0000000000..170b1274ee
--- /dev/null
+++ b/tycho-its/projects/sameAbsoluteTarget/target-platform/target-platform.target
@@ -0,0 +1,16 @@
+<?xml version="1.0" encoding="UTF-8" standalone="no"?>
+<?pde version="3.8"?>
+<target name="tp">
+	<locations>
+		<location includeDependencyDepth="none" includeDependencyScopes="compile" includeSource="true" missingManifest="generate" type="Maven">
+			<dependencies>
+				<dependency>
+					<groupId>org.apache.commons</groupId>
+					<artifactId>commons-lang3</artifactId>
+					<version>3.8.1</version>
+					<type>jar</type>
+				</dependency>
+			</dependencies>
+		</location>
+	</locations>
+</target>
\ No newline at end of file
diff --git a/tycho-its/src/test/java/org/eclipse/tycho/test/target/DifferentTargetFilesSameAbsolutePathTest.java b/tycho-its/src/test/java/org/eclipse/tycho/test/target/DifferentTargetFilesSameAbsolutePathTest.java
new file mode 100644
index 0000000000..f212a2e393
--- /dev/null
+++ b/tycho-its/src/test/java/org/eclipse/tycho/test/target/DifferentTargetFilesSameAbsolutePathTest.java
@@ -0,0 +1,27 @@
+package org.eclipse.tycho.test.target;
+
+import static org.junit.jupiter.api.Assertions.assertEquals;
+
+import java.nio.file.Files;
+import java.nio.file.Path;
+import java.util.List;
+
+import org.apache.maven.it.Verifier;
+import org.eclipse.tycho.test.AbstractTychoIntegrationTest;
+import org.junit.Test;
+
+public class DifferentTargetFilesSameAbsolutePathTest extends AbstractTychoIntegrationTest {
+
+	@Test
+	public void test() throws Exception {
+		Verifier verifier = getVerifier("sameAbsoluteTarget");
+
+		verifier.executeGoals(List.of("clean", "verify"));
+		verifier.verifyErrorFreeLog();
+
+		// 2 modules with relative path to target, but identical absolute target file
+		// path
+		assertEquals(1, Files.lines(Path.of(verifier.getBasedir(), verifier.getLogFileName()))
+				.filter(line -> line.contains("Resolving target definition file")).count());
+	}
+}