diff --git a/build.gradle b/build.gradle
index ffb10754c..201f3e722 100644
--- a/build.gradle
+++ b/build.gradle
@@ -155,12 +155,12 @@ ext {
 allprojects {
     group = opensearch_group
     version = "${opensearch_build}"
-    targetCompatibility = JavaVersion.VERSION_11
-    sourceCompatibility = JavaVersion.VERSION_11
+    targetCompatibility = JavaVersion.VERSION_21
+    sourceCompatibility = JavaVersion.VERSION_21
 
     apply from: rootProject.file('repositories.gradle').absoluteFile
     plugins.withId('java') {
-        sourceCompatibility = targetCompatibility = "11"
+        sourceCompatibility = targetCompatibility = JavaVersion.VERSION_21
     }
 
     afterEvaluate {
diff --git a/gradle/wrapper/gradle-wrapper.jar b/gradle/wrapper/gradle-wrapper.jar
index 7f93135c4..2c3521197 100644
Binary files a/gradle/wrapper/gradle-wrapper.jar and b/gradle/wrapper/gradle-wrapper.jar differ
diff --git a/gradle/wrapper/gradle-wrapper.properties b/gradle/wrapper/gradle-wrapper.properties
index 46671acb6..68e8816d7 100644
--- a/gradle/wrapper/gradle-wrapper.properties
+++ b/gradle/wrapper/gradle-wrapper.properties
@@ -1,7 +1,7 @@
 distributionBase=GRADLE_USER_HOME
 distributionPath=wrapper/dists
-distributionSha256Sum=3e1af3ae886920c3ac87f7a91f816c0c7c436f276a6eefdb3da152100fef72ae
-distributionUrl=https\://services.gradle.org/distributions/gradle-8.4-bin.zip
+distributionSha256Sum=d725d707bfabd4dfdc958c624003b3c80accc03f7037b5122c4b1d0ef15cecab
+distributionUrl=https\://services.gradle.org/distributions/gradle-8.9-bin.zip
 networkTimeout=10000
 validateDistributionUrl=true
 zipStoreBase=GRADLE_USER_HOME
diff --git a/gradlew b/gradlew
index e0a12a14d..f5feea6d6 100755
--- a/gradlew
+++ b/gradlew
@@ -1,7 +1,20 @@
 #!/bin/sh
 
 #
-# Copyright OpenSearch Contributors
+# Copyright © 2015-2021 the original 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.
+#
 # SPDX-License-Identifier: Apache-2.0
 #
 
@@ -44,7 +57,7 @@
 #       Darwin, MinGW, and NonStop.
 #
 #   (3) This script is generated from the Groovy template
-#       https://github.com/gradle/gradle/blob/HEAD/subprojects/plugins/src/main/resources/org/gradle/api/internal/plugins/unixStartScript.txt
+#       https://github.com/gradle/gradle/blob/HEAD/platforms/jvm/plugins-application/src/main/resources/org/gradle/api/internal/plugins/unixStartScript.txt
 #       within the Gradle project.
 #
 #       You can find Gradle at https://github.com/gradle/gradle/.
@@ -73,7 +86,8 @@ done
 # shellcheck disable=SC2034
 APP_BASE_NAME=${0##*/}
 # Discard cd standard output in case $CDPATH is set (https://github.com/gradle/gradle/issues/25036)
-APP_HOME=$( cd "${APP_HOME:-./}" > /dev/null && pwd -P ) || exit
+APP_HOME=$( cd -P "${APP_HOME:-./}" > /dev/null && printf '%s
+' "$PWD" ) || exit
 
 # Use the maximum available, or set MAX_FD != -1 to use that value.
 MAX_FD=maximum
diff --git a/gradlew.bat b/gradlew.bat
index 6689b85be..9b42019c7 100644
--- a/gradlew.bat
+++ b/gradlew.bat
@@ -13,6 +13,8 @@
 @rem See the License for the specific language governing permissions and
 @rem limitations under the License.
 @rem
+@rem SPDX-License-Identifier: Apache-2.0
+@rem
 
 @if "%DEBUG%"=="" @echo off
 @rem ##########################################################################
@@ -43,11 +45,11 @@ set JAVA_EXE=java.exe
 %JAVA_EXE% -version >NUL 2>&1
 if %ERRORLEVEL% equ 0 goto execute
 
-echo.
-echo ERROR: JAVA_HOME is not set and no 'java' command could be found in your PATH.
-echo.
-echo Please set the JAVA_HOME variable in your environment to match the
-echo location of your Java installation.
+echo. 1>&2
+echo ERROR: JAVA_HOME is not set and no 'java' command could be found in your PATH. 1>&2
+echo. 1>&2
+echo Please set the JAVA_HOME variable in your environment to match the 1>&2
+echo location of your Java installation. 1>&2
 
 goto fail
 
@@ -57,11 +59,11 @@ set JAVA_EXE=%JAVA_HOME%/bin/java.exe
 
 if exist "%JAVA_EXE%" goto execute
 
-echo.
-echo ERROR: JAVA_HOME is set to an invalid directory: %JAVA_HOME%
-echo.
-echo Please set the JAVA_HOME variable in your environment to match the
-echo location of your Java installation.
+echo. 1>&2
+echo ERROR: JAVA_HOME is set to an invalid directory: %JAVA_HOME% 1>&2
+echo. 1>&2
+echo Please set the JAVA_HOME variable in your environment to match the 1>&2
+echo location of your Java installation. 1>&2
 
 goto fail
 
diff --git a/qa/build.gradle b/qa/build.gradle
index 6b7667e62..b91f5552c 100644
--- a/qa/build.gradle
+++ b/qa/build.gradle
@@ -21,6 +21,11 @@ test.enabled = false
 assemble.enabled = false
 dependenciesInfo.enabled = false
 
+java {
+    targetCompatibility = JavaVersion.VERSION_21
+    sourceCompatibility = JavaVersion.VERSION_21
+}
+
 configurations {
     zipArchive
 }