diff --git a/Sharpmake.Generators/VisualStudio/Csproj.Template.cs b/Sharpmake.Generators/VisualStudio/Csproj.Template.cs
index 10e6a2fdc..b5a93aef5 100644
--- a/Sharpmake.Generators/VisualStudio/Csproj.Template.cs
+++ b/Sharpmake.Generators/VisualStudio/Csproj.Template.cs
@@ -119,8 +119,7 @@ public static class Project
                 public const string MultiFrameworkProjectConfigurationCondition = "'$(Configuration)|$(Platform)|$(TargetFramework)'=='[conf.Name]|[platformName]|[targetFramework]'";
 
                 public static string ProjectConfigurationsGeneral =
-@"  <PropertyGroup Condition=""[projectConfigurationCondition]"">
-    <PlatformTarget>[platformName]</PlatformTarget>
+@"    <PlatformTarget>[platformName]</PlatformTarget>
     <DebugSymbols>[options.DebugSymbols]</DebugSymbols>
     <DebugType>[options.DebugType]</DebugType>
     <Optimize>[options.Optimize]</Optimize>
@@ -147,7 +146,6 @@ public static class Project
     <CopyVsixExtensionFiles>[options.CopyVsixExtensionFiles]</CopyVsixExtensionFiles>
     <CopyVsixExtensionLocation>[options.CopyVsixExtensionLocation]</CopyVsixExtensionLocation>
     <ProduceReferenceAssembly>[options.ProduceReferenceAssembly]</ProduceReferenceAssembly>
-  </PropertyGroup>
 ";
 
                 public static string ImportProjectItemSimple =
@@ -305,7 +303,9 @@ public static class Project
 @"      <CachedSettingsPropName>[cachedSettingsPropName]</CachedSettingsPropName>
 ";
 
-
+            public static string PropertyGroupWithConditionStart =
+@"  <PropertyGroup Condition=""[projectConfigurationCondition]"">
+";
 
             public static class ItemGroups
             {
@@ -689,17 +689,6 @@ public static class TargetElement
   </ProjectExtensions>
 ";
 
-            public const string CustomPropertiesStart =
-@"  <PropertyGroup>
-";
-
-            public const string CustomProperty =
-            @"    <[custompropertyname]>[custompropertyvalue]</[custompropertyname]>
-";
-
-            public const string CustomPropertiesEnd =
-            @"  </PropertyGroup>
-";
             public static class UserFile
             {
                 public static readonly string StartWithProject =
diff --git a/Sharpmake.Generators/VisualStudio/Csproj.cs b/Sharpmake.Generators/VisualStudio/Csproj.cs
index 29447bf64..ef735315d 100644
--- a/Sharpmake.Generators/VisualStudio/Csproj.cs
+++ b/Sharpmake.Generators/VisualStudio/Csproj.cs
@@ -1432,7 +1432,10 @@ List<string> skipFiles
                 using (resolver.NewScopedParameter("target", conf.Target))
                 using (resolver.NewScopedParameter("options", options[conf]))
                 {
+                    Write(Template.PropertyGroupWithConditionStart, writer, resolver);
                     Write(Template.Project.ProjectConfigurationsGeneral, writer, resolver);
+                    WriteProperties(conf.CustomProperties, writer, resolver);
+                    Write(VsProjCommon.Template.PropertyGroupEnd, writer, resolver);
                 }
 
                 foreach (var dependencies in new[] { conf.DotNetPublicDependencies, conf.DotNetPrivateDependencies })
@@ -1499,6 +1502,7 @@ List<string> skipFiles
                         Project = projectGuid,
                     });
                 }
+
             }
 
             if (project.RunPostBuildEvent != Options.CSharp.RunPostBuildEvent.OnBuildSuccess)
@@ -1694,19 +1698,30 @@ private static void WriteImportProjects(IEnumerable<ImportProject> importProject
             }
         }
 
-        // TODO: remove this and use Sharpmake.Generators.VisualStudio.VsProjCommon.WriteCustomProperties instead
+        /// TODO: remove this and use <see cref="VsProjCommon.WriteCustomProperties"/> instead. Note <see cref="CSproj"/> should be migrated to  <see cref="IFileGenerator"/>
         private static void WriteCustomProperties(Dictionary<string, string> customProperties, Project project, StreamWriter writer, Resolver resolver)
         {
             if (customProperties.Any())
             {
-                Write(Template.CustomPropertiesStart, writer, resolver);
-                foreach (var kvp in customProperties)
+                Write(VsProjCommon.Template.PropertyGroupStart, writer, resolver);
+                WriteProperties(customProperties, writer, resolver);
+                Write(VsProjCommon.Template.PropertyGroupEnd, writer, resolver);
+            }
+        }
+
+        private static void WriteProperties(
+            Dictionary<string, string> props,
+            StreamWriter writer, 
+            Resolver resolver
+        )
+        {
+            foreach (KeyValuePair<string, string> kvp in props)
+            {
+                using (resolver.NewScopedParameter("custompropertyname", kvp.Key))
+                using (resolver.NewScopedParameter("custompropertyvalue", kvp.Value))
                 {
-                    resolver.SetParameter("custompropertyname", kvp.Key);
-                    resolver.SetParameter("custompropertyvalue", kvp.Value);
-                    Write(Template.CustomProperty, writer, resolver);
+                    Write(VsProjCommon.Template.CustomProperty, writer, resolver);
                 }
-                Write(Template.CustomPropertiesEnd, writer, resolver);
             }
         }
 
diff --git a/Sharpmake.Generators/VisualStudio/Vcxproj.cs b/Sharpmake.Generators/VisualStudio/Vcxproj.cs
index 6e5eaad29..f34722454 100644
--- a/Sharpmake.Generators/VisualStudio/Vcxproj.cs
+++ b/Sharpmake.Generators/VisualStudio/Vcxproj.cs
@@ -584,6 +584,8 @@ private void GenerateImpl(GenerationContext context, IList<string> generatedFile
                         {
                             platformVcxproj.GenerateProjectConfigurationGeneral2(context, fileGenerator);
                         }
+
+                        VsProjCommon.WriteConfigurationsCustomProperties(conf, fileGenerator);
                     }
                 }
             }
diff --git a/Sharpmake.Generators/VisualStudio/VsProjCommon.Template.cs b/Sharpmake.Generators/VisualStudio/VsProjCommon.Template.cs
index 416bcd6d3..ed15de5de 100644
--- a/Sharpmake.Generators/VisualStudio/VsProjCommon.Template.cs
+++ b/Sharpmake.Generators/VisualStudio/VsProjCommon.Template.cs
@@ -17,6 +17,10 @@ public static class Template
                 @"  <PropertyGroup>
 ";
 
+            public static string PropertyGroupWithConditionStart=
+                @"  <PropertyGroup Condition=""'$(Configuration)|$(Platform)'=='[conf.Name]|[platformName]'"">
+";
+
             public static string PropertyGroupEnd =
                 @"  </PropertyGroup>
 ";
diff --git a/Sharpmake.Generators/VisualStudio/VsProjCommon.cs b/Sharpmake.Generators/VisualStudio/VsProjCommon.cs
index 5f046c8c4..168a90b3d 100644
--- a/Sharpmake.Generators/VisualStudio/VsProjCommon.cs
+++ b/Sharpmake.Generators/VisualStudio/VsProjCommon.cs
@@ -13,18 +13,30 @@ namespace Sharpmake.Generators.VisualStudio
     internal static partial class VsProjCommon
     {
         public static void WriteCustomProperties(Dictionary<string, string> customProperties, IFileGenerator fileGenerator)
-        {
-            if (customProperties.Count == 0)
-                return;
+            => WritePropertyGroup(customProperties, Template.PropertyGroupStart, fileGenerator);
 
-            fileGenerator.Write(Template.PropertyGroupStart);
-            foreach (var kvp in customProperties)
+        public static void WriteConfigurationsCustomProperties(Project.Configuration conf, IFileGenerator fileGenerator) 
+            => WritePropertyGroup(conf.CustomProperties, Template.PropertyGroupWithConditionStart, fileGenerator);
+        
+        private static void WritePropertyGroup(
+            Dictionary<string, string> props,
+            string headerTemplate,
+            IFileGenerator fileGenerator
+        )
+        {
+            if (props.Any())
             {
-                using (fileGenerator.Declare("custompropertyname", kvp.Key))
-                using (fileGenerator.Declare("custompropertyvalue", kvp.Value))
-                    fileGenerator.Write(Template.CustomProperty);
+                fileGenerator.Write(headerTemplate);
+                foreach (KeyValuePair<string, string> kvp in props)
+                {
+                    using (fileGenerator.Declare("custompropertyname", kvp.Key))
+                    using (fileGenerator.Declare("custompropertyvalue", kvp.Value))
+                    {
+                        fileGenerator.Write(VsProjCommon.Template.CustomProperty);
+                    }
+                }
+                fileGenerator.Write(Template.PropertyGroupEnd);
             }
-            fileGenerator.Write(Template.PropertyGroupEnd);
         }
 
         public static void WriteProjectConfigurationsDescription(IEnumerable<Project.Configuration> configurations, IFileGenerator fileGenerator)
diff --git a/Sharpmake/Project.Configuration.cs b/Sharpmake/Project.Configuration.cs
index ebf4f4c8d..49481db24 100644
--- a/Sharpmake/Project.Configuration.cs
+++ b/Sharpmake/Project.Configuration.cs
@@ -3112,6 +3112,10 @@ internal void Resolve(string sourceRootPath, Resolver resolver)
             public Strings ForceUsingFiles = new Strings();
 
             public Strings CustomPropsFiles = new Strings();  // vs2010+ .props files
+            /// <summary>
+            /// CustomProperties for configuration level. Supported only in msbuild based targets(C++/C#)
+            /// </summary>
+            public Dictionary<string, string> CustomProperties = new Dictionary<string, string>();
             public Strings CustomTargetsFiles = new Strings();  // vs2010+ .targets files
 
             // NuGet packages (C# and visual studio c++ for now)
diff --git a/samples/CSharpHelloWorld/HelloWorld.sharpmake.cs b/samples/CSharpHelloWorld/HelloWorld.sharpmake.cs
index 1af14da2f..8c211a415 100644
--- a/samples/CSharpHelloWorld/HelloWorld.sharpmake.cs
+++ b/samples/CSharpHelloWorld/HelloWorld.sharpmake.cs
@@ -50,6 +50,8 @@ public virtual void ConfigureAll(Configuration conf, Target target)
             conf.ProjectFileName = "[project.Name].[target.DevEnv].[target.Framework]";
             conf.ProjectPath = @"[project.RootPath]";
 
+            conf.CustomProperties.Add("CustomOptimizationProperty", $"Custom-{target.Optimization}");
+
             conf.Options.Add(Sharpmake.Options.CSharp.TreatWarningsAsErrors.Enabled);
         }
     }
diff --git a/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2017.v4_6_1.csproj b/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2017.v4_6_1.csproj
index 614508238..b485c074b 100644
--- a/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2017.v4_6_1.csproj
+++ b/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2017.v4_6_1.csproj
@@ -23,6 +23,7 @@
     <WarningLevel>4</WarningLevel>
     <TreatWarningsAsErrors>true</TreatWarningsAsErrors>
     <Prefer32Bit>false</Prefer32Bit>
+    <CustomOptimizationProperty>Custom-Debug</CustomOptimizationProperty>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|AnyCPU'">
     <PlatformTarget>AnyCPU</PlatformTarget>
@@ -35,6 +36,7 @@
     <WarningLevel>4</WarningLevel>
     <TreatWarningsAsErrors>true</TreatWarningsAsErrors>
     <Prefer32Bit>false</Prefer32Bit>
+    <CustomOptimizationProperty>Custom-Release</CustomOptimizationProperty>
   </PropertyGroup>
   <ItemGroup>
     <Compile Include="..\..\codebase\HelloWorld\Program.cs">
diff --git a/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2022.net6_0.csproj b/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2022.net6_0.csproj
index e931b3090..7976a1796 100644
--- a/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2022.net6_0.csproj
+++ b/samples/CSharpHelloWorld/reference/projects/helloworld/HelloWorld.vs2022.net6_0.csproj
@@ -23,6 +23,7 @@
     <WarningLevel>4</WarningLevel>
     <TreatWarningsAsErrors>true</TreatWarningsAsErrors>
     <Prefer32Bit>false</Prefer32Bit>
+    <CustomOptimizationProperty>Custom-Debug</CustomOptimizationProperty>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|AnyCPU'">
     <PlatformTarget>AnyCPU</PlatformTarget>
@@ -35,6 +36,7 @@
     <WarningLevel>4</WarningLevel>
     <TreatWarningsAsErrors>true</TreatWarningsAsErrors>
     <Prefer32Bit>false</Prefer32Bit>
+    <CustomOptimizationProperty>Custom-Release</CustomOptimizationProperty>
   </PropertyGroup>
   <Import Project="Sdk.props" Sdk="Microsoft.NET.Sdk" />
   <ItemGroup>
diff --git a/samples/HelloWorld/HelloWorld.sharpmake.cs b/samples/HelloWorld/HelloWorld.sharpmake.cs
index a58a611f4..5df422a8e 100644
--- a/samples/HelloWorld/HelloWorld.sharpmake.cs
+++ b/samples/HelloWorld/HelloWorld.sharpmake.cs
@@ -36,6 +36,8 @@ public void ConfigureAll(Configuration conf, Target target)
             // if not set, no precompile option will be used.
             conf.PrecompHeader = "stdafx.h";
             conf.PrecompSource = "stdafx.cpp";
+
+            conf.CustomProperties.Add("CustomOptimizationProperty", $"Custom-{target.Optimization}");
         }
     }
 
diff --git a/samples/HelloWorld/reference/projects/helloworld_vs2019_win32.vcxproj b/samples/HelloWorld/reference/projects/helloworld_vs2019_win32.vcxproj
index c19495eda..be77b3d27 100644
--- a/samples/HelloWorld/reference/projects/helloworld_vs2019_win32.vcxproj
+++ b/samples/HelloWorld/reference/projects/helloworld_vs2019_win32.vcxproj
@@ -51,6 +51,9 @@
     <OutputFile>output\win32\debug\helloworld.exe</OutputFile>
     <IgnoreImportLibrary>false</IgnoreImportLibrary>
   </PropertyGroup>
+  <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Debug|Win32'">
+    <CustomOptimizationProperty>Custom-Debug</CustomOptimizationProperty>
+  </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|Win32'">
     <TargetName>helloworld</TargetName>
     <OutDir>output\win32\release\</OutDir>
@@ -61,6 +64,9 @@
     <OutputFile>output\win32\release\helloworld.exe</OutputFile>
     <IgnoreImportLibrary>false</IgnoreImportLibrary>
   </PropertyGroup>
+  <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|Win32'">
+    <CustomOptimizationProperty>Custom-Release</CustomOptimizationProperty>
+  </PropertyGroup>
   <ItemDefinitionGroup Condition="'$(Configuration)|$(Platform)'=='Debug|Win32'">
     <ClCompile>
       <PrecompiledHeader>Use</PrecompiledHeader>
diff --git a/samples/HelloWorld/reference/projects/helloworld_vs2019_win64.vcxproj b/samples/HelloWorld/reference/projects/helloworld_vs2019_win64.vcxproj
index 84fd6c965..129ba6867 100644
--- a/samples/HelloWorld/reference/projects/helloworld_vs2019_win64.vcxproj
+++ b/samples/HelloWorld/reference/projects/helloworld_vs2019_win64.vcxproj
@@ -51,6 +51,9 @@
     <OutputFile>output\win64\debug\helloworld.exe</OutputFile>
     <IgnoreImportLibrary>false</IgnoreImportLibrary>
   </PropertyGroup>
+  <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">
+    <CustomOptimizationProperty>Custom-Debug</CustomOptimizationProperty>
+  </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|x64'">
     <TargetName>helloworld</TargetName>
     <OutDir>output\win64\release\</OutDir>
@@ -61,6 +64,9 @@
     <OutputFile>output\win64\release\helloworld.exe</OutputFile>
     <IgnoreImportLibrary>false</IgnoreImportLibrary>
   </PropertyGroup>
+  <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|x64'">
+    <CustomOptimizationProperty>Custom-Release</CustomOptimizationProperty>
+  </PropertyGroup>
   <ItemDefinitionGroup Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">
     <ClCompile>
       <PrecompiledHeader>Use</PrecompiledHeader>