diff --git a/src/Microsoft.AspNet.Server.Kestrel.Https/HttpsConnectionFilter.cs b/src/Microsoft.AspNet.Server.Kestrel.Https/HttpsConnectionFilter.cs
index b7606438f0..1d13d6fb2e 100644
--- a/src/Microsoft.AspNet.Server.Kestrel.Https/HttpsConnectionFilter.cs
+++ b/src/Microsoft.AspNet.Server.Kestrel.Https/HttpsConnectionFilter.cs
@@ -97,17 +97,16 @@ namespace Microsoft.AspNet.Server.Kestrel.Https
 
                 var previousPrepareRequest = context.PrepareRequest;
                 context.PrepareRequest = features =>
+                {
+                    previousPrepareRequest?.Invoke(features);
+
+                    if (clientCertificate != null)
                     {
-                        previousPrepareRequest?.Invoke(features);
+                        features.Set<ITlsConnectionFeature>(new TlsConnectionFeature { ClientCertificate = clientCertificate });
+                    }
 
-                        if (clientCertificate != null)
-                        {
-                            features.Set<ITlsConnectionFeature>(
-                                new TlsConnectionFeature {ClientCertificate = clientCertificate});
-                        }
-
-                        features.Get<IHttpRequestFeature>().Scheme = "https";
-                    };
+                    features.Get<IHttpRequestFeature>().Scheme = "https";
+                };
                 context.Connection = sslStream;
             }
         }
diff --git a/test/Microsoft.AspNet.Server.KestrelTests/HttpsConnectionFilterTests.cs b/test/Microsoft.AspNet.Server.KestrelTests/HttpsConnectionFilterTests.cs
index 8b766fba8e..1f7ca8c4d2 100644
--- a/test/Microsoft.AspNet.Server.KestrelTests/HttpsConnectionFilterTests.cs
+++ b/test/Microsoft.AspNet.Server.KestrelTests/HttpsConnectionFilterTests.cs
@@ -258,8 +258,58 @@ namespace Microsoft.AspNet.Server.KestrelTests
 #if DNX451
                 ServicePointManager.ServerCertificateValidationCallback -= validationCallback;
 #endif
-    }
-}
+            }
+        }
 
+        // https://github.com/aspnet/KestrelHttpServer/issues/240
+        // This test currently fails on mono because of an issue with SslStream.
+        [ConditionalFact]
+        [OSSkipCondition(OperatingSystems.Linux)]
+        [OSSkipCondition(OperatingSystems.MacOSX)]
+        public async Task HttpsSchemePassedToRequestFeature()
+        {
+            RemoteCertificateValidationCallback validationCallback =
+                    (sender, cert, chain, sslPolicyErrors) => true;
+
+            try
+            {
+#if DNX451
+                var handler = new HttpClientHandler();
+                ServicePointManager.ServerCertificateValidationCallback += validationCallback;
+#else
+                var handler = new WinHttpHandler();
+                handler.ServerCertificateValidationCallback += (sender, cert, chain, sslPolicyErrors) => true;
+#endif
+
+                var serverAddress = "https://localhost:54321/";
+                var serviceContext = new TestServiceContext()
+                {
+                    ConnectionFilter = new HttpsConnectionFilter(
+                        new HttpsConnectionFilterOptions
+                        {
+                            ServerCertificate = new X509Certificate2(@"TestResources/testCert.pfx", "testPassword")
+                        },
+                        new NoOpConnectionFilter())
+                };
+
+                RequestDelegate app = context => context.Response.WriteAsync(context.Request.Scheme);
+
+                using (var server = new TestServer(app, serviceContext, serverAddress))
+                {
+                    using (var client = new HttpClient(handler))
+                    {
+                        var result = await client.GetAsync(serverAddress);
+
+                        Assert.Equal("https", await result.Content.ReadAsStringAsync());
+                    }
+                }
+            }
+            finally
+            {
+#if DNX451
+                ServicePointManager.ServerCertificateValidationCallback -= validationCallback;
+#endif
+            }
+        }
     }
 }