diff --git a/src/Kampute.DocToolkit.csproj b/src/Kampute.DocToolkit.csproj
index cff9ff64..ae21b1be 100644
--- a/src/Kampute.DocToolkit.csproj
+++ b/src/Kampute.DocToolkit.csproj
@@ -4,7 +4,7 @@
     <TargetFramework>netstandard2.1</TargetFramework>
     <Title>Kampute.DocDotLib</Title>
     <Description>Provides extensible pipeline for generating .NET API documentation by transforming assembly metadata and XML documentation into structured models, with automatic cross-reference resolution, support for multiple output formats (HTML, Markdown), and integration of conceptual topics.</Description>
-    <Version>2.2.0</Version>
+    <Version>2.2.1</Version>
     <Company>Kampute</Company>
     <Authors>Kambiz Khojasteh</Authors>
     <Copyright>Copyright (C) Kampute</Copyright>
diff --git a/src/Routing/ContextAwareUrlTransformer.cs b/src/Routing/ContextAwareUrlTransformer.cs
index 5e7619a0..d665bd0d 100644
--- a/src/Routing/ContextAwareUrlTransformer.cs
+++ b/src/Routing/ContextAwareUrlTransformer.cs
@@ -96,16 +96,24 @@ public virtual bool TryTransformUrl(string urlString, [NotNullWhen(true)] out Ur
             var scope = Context.AddressProvider.ActiveScope;
 
             // Asset resolution
-            if
-            (
-                scope.Model is TopicModel currentTopic &&
-                currentTopic.Source is IFileBasedTopic sourceTopic &&
-                PathHelper.TryNormalizePath(Path.Combine(sourceTopic.FilePath, "..", urlPath), out var filePath) &&
-                File.Exists(filePath)
-            )
+            if (scope.Model is TopicModel currentTopic && currentTopic.Source is IFileBasedTopic sourceTopic)
             {
-                transformedUrl = currentTopic.Url.Combine("../" + urlString);
-                return true;
+                var topicDirectory = Path.GetDirectoryName(sourceTopic.FilePath) ?? string.Empty;
+                if (PathHelper.TryNormalizePath(Path.Combine(topicDirectory, urlPath), out var filePath) && File.Exists(filePath))
+                {
+                    if (scope.RootUrl.IsAbsoluteUri)
+                    {
+                        transformedUrl = scope.RootUrl.Combine(urlString);
+                    }
+                    else
+                    {
+                        var relativePath = "../" + scope.RootUrl + urlString;
+                        transformedUrl = currentTopic.Url.IsAbsoluteUri
+                            ? new Uri(currentTopic.Url, relativePath)
+                            : currentTopic.Url.Combine(relativePath);
+                    }
+                    return true;
+                }
             }
 
             // Site-relative resolution
diff --git a/tests/Kampute.DocToolkit.Test.csproj b/tests/Kampute.DocToolkit.Test.csproj
index ce94d7d8..cf70db01 100644
--- a/tests/Kampute.DocToolkit.Test.csproj
+++ b/tests/Kampute.DocToolkit.Test.csproj
@@ -23,7 +23,7 @@
       <PrivateAssets>all</PrivateAssets>
       <IncludeAssets>runtime; build; native; contentfiles; analyzers; buildtransitive</IncludeAssets>
     </PackageReference>
-    <PackageReference Include="NUnit3TestAdapter" Version="6.0.1" />
+    <PackageReference Include="NUnit3TestAdapter" Version="6.1.0" />
   </ItemGroup>
 
   <ItemGroup>
diff --git a/tests/Routing/ContextAwareUrlTransformerTests.cs b/tests/Routing/ContextAwareUrlTransformerTests.cs
index 7abf9b14..c09b77bb 100644
--- a/tests/Routing/ContextAwareUrlTransformerTests.cs
+++ b/tests/Routing/ContextAwareUrlTransformerTests.cs
@@ -386,7 +386,43 @@ public void TryTransformUrl_WithNestedTopicFromDifferentBranch_ResolvesToCorrect
         }
 
         [Test]
-        public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_ReturnsAssetUrl()
+        public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_SameFolder_ReturnsAssetUrl()
+        {
+            var directory = Path.GetTempPath();
+            var topicFile = Path.Combine(directory, "docs", "test-topic.md");
+            var assetFile = Path.Combine(directory, "docs", "license.txt");
+            try
+            {
+                Directory.CreateDirectory(Path.GetDirectoryName(assetFile)!);
+                File.WriteAllText(assetFile, "fake license content");
+
+                var fileBasedTopic = new MarkdownFileTopic("TestTopic", topicFile);
+                using var context = MockHelper.CreateDocumentationContext<HtmlFormat>([fileBasedTopic]);
+                var transformer = new ContextAwareUrlTransformer(context);
+
+                context.Topics.TryGetById("TestTopic", out var contextualTopic);
+
+                using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
+
+                var result = transformer.TryTransformUrl("license.txt", out var transformedUrl);
+
+                using (Assert.EnterMultipleScope())
+                {
+                    Assert.That(result, Is.True);
+                    Assert.That(transformedUrl, Is.EqualTo(new Uri("https://example.com/license.txt")));
+                }
+            }
+            finally
+            {
+                if (File.Exists(assetFile))
+                    File.Delete(assetFile);
+                if (Directory.Exists(Path.GetDirectoryName(assetFile)!))
+                    Directory.Delete(Path.GetDirectoryName(assetFile)!);
+            }
+        }
+
+        [Test]
+        public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_SiblingFolders_ReturnsAssetUrl()
         {
             var directory = Path.GetTempPath();
             var topicFile = Path.Combine(directory, "guides", "test-topic.md");
@@ -402,7 +438,7 @@ public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_ReturnsAssetUrl()
 
                 context.Topics.TryGetById("TestTopic", out var contextualTopic);
 
-                using var _ = context.AddressProvider.BeginScope("test", contextualTopic);
+                using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
 
                 var result = transformer.TryTransformUrl("../assets/license.txt", out var transformedUrl);
 
@@ -421,6 +457,42 @@ public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_ReturnsAssetUrl()
             }
         }
 
+        [Test]
+        public void TryTransformUrl_WithFileBasedTopicAndExistingAsset_UnrelatedFolders_ReturnsAssetUrl()
+        {
+            var directory = Path.GetTempPath();
+            var topicFile = Path.Combine(directory, "topics/guides", "test-topic.md");
+            var assetFile = Path.Combine(directory, "assets/legals", "license.txt");
+            try
+            {
+                Directory.CreateDirectory(Path.GetDirectoryName(assetFile)!);
+                File.WriteAllText(assetFile, "fake license content");
+
+                var fileBasedTopic = new MarkdownFileTopic("TestTopic", topicFile);
+                using var context = MockHelper.CreateDocumentationContext<HtmlFormat>([fileBasedTopic]);
+                var transformer = new ContextAwareUrlTransformer(context);
+
+                context.Topics.TryGetById("TestTopic", out var contextualTopic);
+
+                using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
+
+                var result = transformer.TryTransformUrl("../../assets/legals/license.txt", out var transformedUrl);
+
+                using (Assert.EnterMultipleScope())
+                {
+                    Assert.That(result, Is.True);
+                    Assert.That(transformedUrl, Is.EqualTo(new Uri("https://example.com/assets/legals/license.txt")));
+                }
+            }
+            finally
+            {
+                if (File.Exists(assetFile))
+                    File.Delete(assetFile);
+                if (Directory.Exists(Path.GetDirectoryName(assetFile)!))
+                    Directory.Delete(Path.GetDirectoryName(assetFile)!);
+            }
+        }
+
         [Test]
         public void TryTransformUrl_WithFileBasedTopicAndBeyondRootRelativeAsset_ReturnsFalse()
         {
@@ -430,7 +502,7 @@ public void TryTransformUrl_WithFileBasedTopicAndBeyondRootRelativeAsset_Returns
 
             context.Topics.TryGetById("TestTopic", out var contextualTopic);
 
-            using var _ = context.AddressProvider.BeginScope("test", contextualTopic);
+            using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
 
             var result = transformer.TryTransformUrl("../../../license.txt", out var transformedUrl);
 
@@ -457,14 +529,14 @@ public void TryTransformUrl_WithNonFileBasedTopicAndExistingAsset_FallsBackToSit
 
                 context.Topics.TryGetById("NonFileBasedTopic", out var contextualTopic);
 
-                using var _ = context.AddressProvider.BeginScope("test", contextualTopic);
+                using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
 
                 var result = transformer.TryTransformUrl("license.txt", out var transformedUrl);
 
                 using (Assert.EnterMultipleScope())
                 {
                     Assert.That(result, Is.True);
-                    Assert.That(transformedUrl?.ToString(), Is.EqualTo("../license.txt"));
+                    Assert.That(transformedUrl?.ToString(), Is.EqualTo("../../license.txt"));
                 }
             }
             finally
@@ -485,14 +557,14 @@ public void TryTransformUrl_WithFileBasedTopicAndNonExistingAsset_FallsBackToSit
 
             context.Topics.TryGetById("TestTopic", out var contextualTopic);
 
-            using var _ = context.AddressProvider.BeginScope("test", contextualTopic);
+            using var _ = context.AddressProvider.BeginScope("test/topics", contextualTopic);
 
             var result = transformer.TryTransformUrl("nonexistent.png", out var transformedUrl);
 
             using (Assert.EnterMultipleScope())
             {
                 Assert.That(result, Is.True);
-                Assert.That(transformedUrl?.ToString(), Is.EqualTo("../nonexistent.png"));
+                Assert.That(transformedUrl?.ToString(), Is.EqualTo("../../nonexistent.png"));
             }
         }