diff --git a/src/Ocelot/Configuration/Validator/FileConfigurationFluentValidator.cs b/src/Ocelot/Configuration/Validator/FileConfigurationFluentValidator.cs
index e2f7f24d..e40f17ef 100644
--- a/src/Ocelot/Configuration/Validator/FileConfigurationFluentValidator.cs
+++ b/src/Ocelot/Configuration/Validator/FileConfigurationFluentValidator.cs
@@ -135,7 +135,7 @@
         {
             var matchingReRoutes = reRoutes
                 .Where(r => r.UpstreamPathTemplate == reRoute.UpstreamPathTemplate
-                            && (r.UpstreamHost == reRoute.UpstreamHost || reRoute.UpstreamHost == null))
+                            && r.UpstreamHost == reRoute.UpstreamHost)
                 .ToList();
 
             if (matchingReRoutes.Count == 1)
diff --git a/test/Ocelot.IntegrationTests/AdministrationTests.cs b/test/Ocelot.IntegrationTests/AdministrationTests.cs
index b9d6b068..4d3f464d 100644
--- a/test/Ocelot.IntegrationTests/AdministrationTests.cs
+++ b/test/Ocelot.IntegrationTests/AdministrationTests.cs
@@ -342,7 +342,7 @@ namespace Ocelot.IntegrationTests
         public void should_get_file_configuration_edit_and_post_updated_version_redirecting_reroute()
         {
             var fooPort = 47689;
-            var barPort = 47690;
+            var barPort = 27654;
 
             var initialConfiguration = new FileConfiguration
             {
diff --git a/test/Ocelot.UnitTests/Configuration/Validation/FileConfigurationFluentValidatorTests.cs b/test/Ocelot.UnitTests/Configuration/Validation/FileConfigurationFluentValidatorTests.cs
index ffb4bd97..1879b90d 100644
--- a/test/Ocelot.UnitTests/Configuration/Validation/FileConfigurationFluentValidatorTests.cs
+++ b/test/Ocelot.UnitTests/Configuration/Validation/FileConfigurationFluentValidatorTests.cs
@@ -1119,6 +1119,132 @@
                 .BDDfy();
         }
 
+        [Fact]
+        public void configuration_is_not_valid_with_duplicate_reroutes_with_duplicated_upstreamhosts()
+        {
+            this.Given(x => x.GivenAConfiguration(new FileConfiguration
+            {
+                ReRoutes = new List<FileReRoute>
+                {
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/api/products/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>(),
+                        UpstreamHost = "upstreamhost"
+                    },
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/www/test/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>(),
+                        UpstreamHost = "upstreamhost"
+                    }
+                }
+            }))
+                .When(x => x.WhenIValidateTheConfiguration())
+                .Then(x => x.ThenTheResultIsNotValid())
+                 .And(x => x.ThenTheErrorMessageAtPositionIs(0, "reRoute /asdf/ has duplicate"))
+                .BDDfy();
+        }
+
+        [Fact]
+        public void configuration_is_valid_with_duplicate_reroutes_but_different_upstreamhosts()
+        {
+            this.Given(x => x.GivenAConfiguration(new FileConfiguration
+            {
+                ReRoutes = new List<FileReRoute>
+                {
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/api/products/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>(),
+                        UpstreamHost = "upstreamhost111"
+                    },
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/www/test/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>(),
+                        UpstreamHost = "upstreamhost222"
+                    }
+                }
+            }))
+                .When(x => x.WhenIValidateTheConfiguration())
+                .Then(x => x.ThenTheResultIsValid())
+                .BDDfy();
+        }
+
+        [Fact]
+        public void configuration_is_valid_with_duplicate_reroutes_but_one_upstreamhost_is_not_set()
+        {
+            this.Given(x => x.GivenAConfiguration(new FileConfiguration
+            {
+                ReRoutes = new List<FileReRoute>
+                {
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/api/products/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>(),
+                        UpstreamHost = "upstreamhost"
+                    },
+                    new FileReRoute
+                    {
+                        DownstreamPathTemplate = "/www/test/",
+                        UpstreamPathTemplate = "/asdf/",
+                        DownstreamHostAndPorts = new List<FileHostAndPort>
+                        {
+                            new FileHostAndPort
+                            {
+                                Host = "bbc.co.uk",
+                            }
+                        },
+                        UpstreamHttpMethod = new List<string>()
+                    }
+                }
+            }))
+                .When(x => x.WhenIValidateTheConfiguration())
+                .Then(x => x.ThenTheResultIsValid())
+                .BDDfy();
+        }
+        
         [Fact]
         public void configuration_is_invalid_with_invalid_rate_limit_configuration()
         {