diff --git a/TestAssets/TestProjects/ProjectJsonWebTemplate/project.json.template b/TestAssets/TestProjects/ProjectJsonWebTemplate/project.json
similarity index 100%
rename from TestAssets/TestProjects/ProjectJsonWebTemplate/project.json.template
rename to TestAssets/TestProjects/ProjectJsonWebTemplate/project.json
diff --git a/test/dotnet-migrate.Tests/GivenThatIWantToMigrateTestApps.cs b/test/dotnet-migrate.Tests/GivenThatIWantToMigrateTestApps.cs
index 188e79700..31e80dcb1 100644
--- a/test/dotnet-migrate.Tests/GivenThatIWantToMigrateTestApps.cs
+++ b/test/dotnet-migrate.Tests/GivenThatIWantToMigrateTestApps.cs
@@ -11,6 +11,8 @@ using Microsoft.DotNet.Tools.Migrate;
 using Build3Command = Microsoft.DotNet.Tools.Test.Utilities.Build3Command;
 using BuildCommand = Microsoft.DotNet.Tools.Test.Utilities.BuildCommand;
 using System.Runtime.Loader;
+using Newtonsoft.Json;
+using Newtonsoft.Json.Linq;
 
 namespace Microsoft.DotNet.Migration.Tests
 {
@@ -90,14 +92,23 @@ namespace Microsoft.DotNet.Migration.Tests
             VerifyAllMSBuildOutputsRunnable(projectDirectory);
         }
 
-        [Fact(Skip="https://github.com/dotnet/cli/issues/4299")]
-        public void It_migrates_dotnet_new_web_with_outputs_containing_project_json_outputs()
+        [Fact]
+        public void It_migrates_old_dotnet_new_web_without_tools_with_outputs_containing_project_json_outputs()
         {
             var testInstance = TestAssetsManager
-                .CreateTestInstance("ProjectJsonWebTemplate");
+                .CreateTestInstance("ProjectJsonWebTemplate")
+                .WithLockFiles();
 
             var projectDirectory = testInstance.Path;
 
+            var globalDirectory = Path.Combine(projectDirectory, "..");  
+            var projectJsonFile = Path.Combine(projectDirectory, "project.json");  
+              
+            WriteGlobalJson(globalDirectory);  
+            var projectJson = JObject.Parse(File.ReadAllText(projectJsonFile));  
+            projectJson.Remove("tools");  
+            File.WriteAllText(projectJsonFile, projectJson.ToString());  
+
             var outputComparisonData = GetComparisonData(projectDirectory);
 
             var outputsIdentical =
@@ -591,5 +602,14 @@ namespace Microsoft.DotNet.Migration.Tests
                 MSBuildBuildOutputs = msBuildBuildOutputs;
             }
         }
+
+        private void WriteGlobalJson(string globalDirectory)  
+        {  
+            var file = Path.Combine(globalDirectory, "global.json");  
+            File.WriteAllText(file, @"  
+            {  
+                ""projects"": [ ]  
+            }");  
+        }
     }
 }