diff --git a/.pipelines/pipeline.yaml b/.pipelines/pipeline.yaml
index 6f06ae8dad..cce680f5e9 100644
--- a/.pipelines/pipeline.yaml
+++ b/.pipelines/pipeline.yaml
@@ -36,7 +36,7 @@ stages:
   - template: windows-image.yaml
 
   - stage: build_and_test
-    displayName: ACN
+    displayName: Build ACN and Test
     dependsOn:
       - "setup"
     jobs:
@@ -250,6 +250,16 @@ stages:
       clusterDefinitionCniBuildOS: "linux"
       clusterDefinitionCniBuildExt: ".tgz"
 
+  - template: singletenancy/aks-engine/e2e-dualstack-job-template.yaml
+    parameters:
+      name: "windows_20_04_dualstack_e2e"
+      displayName: "Windows 20.04 Dualstack"
+      pipelineBuildImage: "$(BUILD_IMAGE)"
+      clusterDefinition: "cniWindowsDualstack2004.json"
+      clusterDefinitionCniTypeKey: "azureCNIURLWindows"
+      clusterDefinitionCniBuildOS: "windows"
+      clusterDefinitionCniBuildExt: ".zip"
+
   - stage: cleanup
     displayName: Cleanup
     dependsOn:
@@ -258,6 +268,7 @@ stages:
       - "windows_19_03_e2e"
       - "windows_20_04_e2e"
       - "ubuntu_18_04_linux_dualstack_e2e"
+      - "windows_20_04_dualstack_e2e"
     jobs:
       - job: delete_remote_artifacts
         displayName: Delete remote artifacts
diff --git a/.pipelines/singletenancy/aks-engine/e2e-dualstack-job-template.yaml b/.pipelines/singletenancy/aks-engine/e2e-dualstack-job-template.yaml
index 325e6a66ce..919526bde0 100644
--- a/.pipelines/singletenancy/aks-engine/e2e-dualstack-job-template.yaml
+++ b/.pipelines/singletenancy/aks-engine/e2e-dualstack-job-template.yaml
@@ -85,7 +85,7 @@ stages:
               scriptLocation: "inlineScript"
               addSpnToEnvironment: true
               inlineScript: |
-                RG=kubernetes-$(echo "dualstack-e2e-`date "+%Y-%m-%d-%S"`")
+                RG=kubedual-$(echo "e2e-${{ parameters.clusterDefinitionCniBuildOS }}-`date "+%Y-%m-%d-%S"`")
                 echo "##vso[task.setvariable variable=RESOURCE_GROUP;isOutput=true;]$RG"
                 region=$(echo $(AKS_ENGINE_REGION)|cut -d',' -f1)
                 echo "running: ./dualstack-ws/aks-engine deploy -m $(Pipeline.Workspace)/clusterDefinition.json --location $region -g $RG --subscription-id $(AKS_ENGINE_SUBSCRIPTION_ID) --client-id $servicePrincipalId --client-secret $servicePrincipalKey --output-directory ./dualstack-ws/kubeoutput"
@@ -94,7 +94,7 @@ stages:
             name: DeployAKSEngine
             displayName: "Deploy aks-engine cluster"
           - publish: ./dualstack-ws/kubeoutput
-            artifact: kubeoutput
+            artifact: kubeoutput-${{ parameters.clusterDefinitionCniBuildOS }}
 
       - job: Build_kubernetes
         displayName: Build kubernetes upstream
@@ -112,7 +112,7 @@ stages:
               make WHAT=test/e2e/e2e.test
             displayName: 'Build Kubernetes e2e.test'
           - publish: $(System.DefaultWorkingDirectory)/kubernetes/_output/local/bin/linux/amd64
-            artifact: Test
+            artifact: Test-${{ parameters.clusterDefinitionCniBuildOS }}
 
       - job: Run_test
         displayName: Run upstream e2e test
@@ -128,13 +128,20 @@ stages:
         steps:
         - checkout: none
         - download: current
-          artifact: Test
+          artifact: Test-${{ parameters.clusterDefinitionCniBuildOS }}
         - download: current
-          artifact: kubeoutput
+          artifact: kubeoutput-${{ parameters.clusterDefinitionCniBuildOS }}
         - bash: |
             echo "rgname is:$(RESOURCE_GROUP)"
-            chmod +x $(Pipeline.Workspace)/Test/e2e.test
-            $(Pipeline.Workspace)/Test/e2e.test --provider=local --ginkgo.focus="Feature:IPv6DualStack" --ginkgo.skip="SCTP" --kubeconfig=$(Pipeline.Workspace)/kubeoutput/kubeconfig/kubeconfig.json
+            chmod +x $(Pipeline.Workspace)/Test-${{ parameters.clusterDefinitionCniBuildOS }}/e2e.test
+            echo "os: ${{ parameters.clusterDefinitionCniBuildOS }}"
+            if [ "${{ parameters.clusterDefinitionCniBuildOS }}" == "windows" ]; then
+              echo "Skip LinuxOnly Tests"
+              $(Pipeline.Workspace)/Test-${{ parameters.clusterDefinitionCniBuildOS }}/e2e.test --provider=local --ginkgo.focus="Feature:IPv6DualStack" --ginkgo.skip="LinuxOnly" --kubeconfig=$(Pipeline.Workspace)/kubeoutput-${{ parameters.clusterDefinitionCniBuildOS }}/kubeconfig/kubeconfig.json
+            else
+              echo "Skip SCTP Tests"
+              $(Pipeline.Workspace)/Test-${{ parameters.clusterDefinitionCniBuildOS }}/e2e.test --provider=local --ginkgo.focus="Feature:IPv6DualStack" --ginkgo.skip="SCTP" --kubeconfig=$(Pipeline.Workspace)/kubeoutput-${{ parameters.clusterDefinitionCniBuildOS }}/kubeconfig/kubeconfig.json
+            fi
           displayName: "Run Test Suite"
         - task: AzureCLI@2
           displayName: "Delete Test Cluster Resource Group"
diff --git a/test/apimodels/cniWindowsDualstack2004.json b/test/apimodels/cniWindowsDualstack2004.json
new file mode 100644
index 0000000000..0a4648a72f
--- /dev/null
+++ b/test/apimodels/cniWindowsDualstack2004.json
@@ -0,0 +1,68 @@
+{
+  "apiVersion": "vlabs",
+  "properties": {
+    "featureFlags": {
+      "enableIPv6DualStack": true
+    },
+    "orchestratorProfile": {
+      "orchestratorType": "Kubernetes",
+      "orchestratorRelease": "1.21",
+      "kubernetesConfig": {
+        "loadBalancerSku": "Standard",
+        "excludeMasterFromStandardLB": true,
+        "clusterSubnet": "10.240.0.0/12,fc00::/48",
+        "serviceCidr": "10.0.0.0/16,fd00::/108",
+        "dnsServiceIP": "10.0.0.10",
+        "networkPlugin": "azure",
+        "apiServerConfig": {
+          "--feature-gates": "IPv6DualStack=true",
+          "--tls-min-version": "VersionTLS12",
+          "--tls-cipher-suites": "TLS_ECDHE_ECDSA_WITH_AES_128_GCM_SHA256,TLS_ECDHE_ECDSA_WITH_AES_256_GCM_SHA384,TLS_ECDHE_RSA_WITH_AES_128_GCM_SHA256,TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256"
+
+        },
+        "kubeletConfig": {
+          "--feature-gates": "IPv6DualStack=true"
+        },
+        "controllerManagerConfig": {
+          "--feature-gates": "IPv6DualStack=true"
+        }
+      }
+    },
+    "masterProfile": {
+      "count": 1,
+      "dnsPrefix": "windual",
+      "vmSize": "Standard_D2_v2"
+    },
+    "agentPoolProfiles": [
+      {
+        "name": "cnidualwin",
+        "count": 3,
+        "vmSize": "Standard_D2_v2",
+        "availabilityProfile": "AvailabilitySet",
+        "osType": "Windows"
+      }
+    ],
+    "linuxProfile": {
+      "adminUsername": "azureuser",
+      "ssh": {
+        "publicKeys": [
+          {
+            "keyData":""
+          }
+        ]
+      }
+    },
+    "windowsProfile": {
+      "adminUsername": "azureuser",
+      "adminPassword": "azureTest@!",
+      "windowsPublisher": "MicrosoftWindowsServer",
+      "windowsOffer": "WindowsServer",
+      "windowsSku": "Datacenter-Core-2004-with-Containers-smalldisk",
+      "imageVersion": "latest"
+    },
+    "servicePrincipalProfile": {
+      "clientId":"",
+      "secret":""
+    }
+  }
+}