diff --git a/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/build.xml b/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/build.xml
index 97409a5ee7..ab8dc58413 100644
--- a/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/build.xml
+++ b/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/build.xml
@@ -14,7 +14,11 @@
 	<property name="lib.dir" location="${basedir}/build/ant/lib" />
 	<property name="start-class" value="smoketest.ant.SampleAntApplication" />
 
-	<target name="resolve" description="--> retrieve dependencies with ivy">
+	<target name="clean-ivy-cache">
+		<ivy:cleancache />
+	</target>
+
+	<target name="resolve" depends="clean-ivy-cache" description="--> retrieve dependencies with ivy">
 		<ivy:retrieve pattern="${lib.dir}/[conf]/[artifact]-[type]-[revision].[ext]" />
 	</target>
 
@@ -37,6 +41,7 @@
 	</target>
 
 	<target name="build" depends="compile">
+		<delete file="build/ant/libs/${ant.project.name}.jar"/>
 		<spring-boot:exejar destfile="build/ant/libs/${ant.project.name}.jar" classes="build/ant/classes">
 			<spring-boot:lib>
 				<fileset dir="${lib.dir}/runtime" />
diff --git a/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/ivysettings.xml b/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/ivysettings.xml
index 37ccec0280..6a7b3b1bc1 100644
--- a/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/ivysettings.xml
+++ b/spring-boot-tests/spring-boot-smoke-tests/spring-boot-smoke-test-ant/ivysettings.xml
@@ -1,5 +1,6 @@
 <ivysettings>
 	<settings defaultResolver="chain" />
+	<caches defaultCacheDir="${projectDir}/build/ivy-cache"/>
 	<resolvers>
 		<chain name="chain" returnFirst="true">
 			<!-- NOTE: You should declare only repositories that you need here -->