diff --git a/src/Umbraco.Infrastructure/Install/FilePermissionHelper.cs b/src/Umbraco.Infrastructure/Install/FilePermissionHelper.cs
index 22dd3d4276..589a70b7b7 100644
--- a/src/Umbraco.Infrastructure/Install/FilePermissionHelper.cs
+++ b/src/Umbraco.Infrastructure/Install/FilePermissionHelper.cs
@@ -7,12 +7,12 @@ using System.IO;
 using System.Linq;
 using System.Security.AccessControl;
 using Microsoft.Extensions.Options;
+using Umbraco.Cms.Core;
 using Umbraco.Cms.Core.Configuration.Models;
 using Umbraco.Cms.Core.Hosting;
 using Umbraco.Cms.Core.Install;
 using Umbraco.Cms.Core.IO;
 using Umbraco.Extensions;
-using Constants = Umbraco.Cms.Core.Constants;
 
 namespace Umbraco.Infrastructure.Install
 {
@@ -27,6 +27,7 @@ namespace Umbraco.Infrastructure.Install
         private readonly string[] _permissionFiles = Array.Empty<string>();
         private readonly GlobalSettings _globalSettings;
         private readonly IIOHelper _ioHelper;
+        private readonly IHostingEnvironment _hostingEnvironment;
         private string _basePath;
 
         /// <summary>
@@ -36,6 +37,7 @@ namespace Umbraco.Infrastructure.Install
         {
             _globalSettings = globalSettings.Value;
             _ioHelper = ioHelper;
+            _hostingEnvironment = hostingEnvironment;
             _basePath = hostingEnvironment.MapPathContentRoot("/");
             _permissionDirs = new[]
             {
@@ -68,7 +70,7 @@ namespace Umbraco.Infrastructure.Install
             EnsureFiles(_permissionFiles, out errors);
             report[FilePermissionTest.FileWriting] = errors.ToList();
 
-            EnsureCanCreateSubDirectory(_globalSettings.UmbracoMediaPath, out errors);
+            EnsureCanCreateSubDirectory(_hostingEnvironment.MapPathWebRoot(_globalSettings.UmbracoMediaPath), out errors);
             report[FilePermissionTest.MediaFolderCreation] = errors.ToList();
 
             return report.Sum(x => x.Value.Count()) == 0;