diff --git a/src/Kestrel.Transport.Sockets/SocketConnection.cs b/src/Kestrel.Transport.Sockets/SocketConnection.cs
index 649db3cd07..6bca6c7731 100644
--- a/src/Kestrel.Transport.Sockets/SocketConnection.cs
+++ b/src/Kestrel.Transport.Sockets/SocketConnection.cs
@@ -140,14 +140,20 @@ namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
                                              ex.SocketErrorCode == SocketError.Interrupted ||
                                              ex.SocketErrorCode == SocketError.InvalidArgument)
             {
-                // Calling Dispose after ReceiveAsync can cause an "InvalidArgument" error on *nix.
-                error = new ConnectionAbortedException();
-                _trace.ConnectionError(ConnectionId, error);
+                if (!_aborted)
+                {
+                    // Calling Dispose after ReceiveAsync can cause an "InvalidArgument" error on *nix.
+                    error = new ConnectionAbortedException();
+                    _trace.ConnectionError(ConnectionId, error);
+                }
             }
             catch (ObjectDisposedException)
             {
-                error = new ConnectionAbortedException();
-                _trace.ConnectionError(ConnectionId, error);
+                if (!_aborted)
+                {
+                    error = new ConnectionAbortedException();
+                    _trace.ConnectionError(ConnectionId, error);
+                }
             }
             catch (IOException ex)
             {
diff --git a/src/Kestrel.Transport.Sockets/SocketTransport.cs b/src/Kestrel.Transport.Sockets/SocketTransport.cs
index 99e3bbe3d4..b7d01acd0b 100644
--- a/src/Kestrel.Transport.Sockets/SocketTransport.cs
+++ b/src/Kestrel.Transport.Sockets/SocketTransport.cs
@@ -6,8 +6,10 @@ using System.Diagnostics;
 using System.IO.Pipelines;
 using System.Net;
 using System.Net.Sockets;
+using System.Runtime.ExceptionServices;
 using System.Runtime.InteropServices;
 using System.Threading.Tasks;
+using Microsoft.AspNetCore.Hosting;
 using Microsoft.AspNetCore.Protocols;
 using Microsoft.AspNetCore.Server.Kestrel.Transport.Abstractions.Internal;
 using Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets.Internal;
@@ -20,26 +22,29 @@ namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
         private readonly PipeFactory _pipeFactory = new PipeFactory();
         private readonly IEndPointInformation _endPointInformation;
         private readonly IConnectionHandler _handler;
+        private readonly IApplicationLifetime _appLifetime;
         private readonly ISocketsTrace _trace;
         private Socket _listenSocket;
         private Task _listenTask;
+        private Exception _listenException;
+        private volatile bool _unbinding;
 
         internal SocketTransport(
             IEndPointInformation endPointInformation,
             IConnectionHandler handler,
+            IApplicationLifetime applicationLifetime,
             ISocketsTrace trace)
         {
             Debug.Assert(endPointInformation != null);
             Debug.Assert(endPointInformation.Type == ListenType.IPEndPoint);
             Debug.Assert(handler != null);
+            Debug.Assert(applicationLifetime != null);
             Debug.Assert(trace != null);
 
             _endPointInformation = endPointInformation;
             _handler = handler;
+            _appLifetime = applicationLifetime;
             _trace = trace;
-
-            _listenSocket = null;
-            _listenTask = null;
         }
 
         public Task BindAsync()
@@ -89,14 +94,22 @@ namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
         {
             if (_listenSocket != null)
             {
-                var listenSocket = _listenSocket;
-                _listenSocket = null;
-
-                listenSocket.Dispose();
+                _unbinding = true;
+                _listenSocket.Dispose();
 
                 Debug.Assert(_listenTask != null);
                 await _listenTask.ConfigureAwait(false);
+
+                _unbinding = false;
+                _listenSocket = null;
                 _listenTask = null;
+
+                if (_listenException != null)
+                {
+                    var exInfo = ExceptionDispatchInfo.Capture(_listenException);
+                    _listenException = null;
+                    exInfo.Throw();
+                }
             }
         }
 
@@ -112,23 +125,39 @@ namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
             {
                 while (true)
                 {
-                    var acceptSocket = await _listenSocket.AcceptAsync();
+                    try
+                    {
+                        var acceptSocket = await _listenSocket.AcceptAsync();
+                        acceptSocket.NoDelay = _endPointInformation.NoDelay;
 
-                    acceptSocket.NoDelay = _endPointInformation.NoDelay;
-
-                    var connection = new SocketConnection(acceptSocket, _pipeFactory, _trace);
-                    _ = connection.StartAsync(_handler);
+                        var connection = new SocketConnection(acceptSocket, _pipeFactory, _trace);
+                        _ = connection.StartAsync(_handler);
+                    }
+                    catch (SocketException ex) when (ex.SocketErrorCode == SocketError.ConnectionReset)
+                    {
+                        // REVIEW: Should there be a seperate log message for a connection reset this early?
+                        _trace.ConnectionReset(connectionId: "(null)");
+                    }
+                    catch (SocketException ex) when (!_unbinding)
+                    {
+                        _trace.ConnectionError(connectionId: "(null)", ex);
+                    }
                 }
             }
-            catch (Exception)
+            catch (Exception ex)
             {
-                if (_listenSocket == null)
+                if (_unbinding)
                 {
-                    // Means we must be unbinding.  Eat the exception.
+                    // Means we must be unbinding. Eat the exception.
                 }
                 else
                 {
-                    throw;
+                    _trace.LogCritical($"Unexpected exeption in {nameof(SocketTransport)}.{nameof(RunAcceptLoopAsync)}.");
+                    _listenException = ex;
+                    
+                    // Request shutdown so we can rethrow this exception
+                    // in Stop which should be observable.
+                    _appLifetime.StopApplication();
                 }
             }
         }
diff --git a/src/Kestrel.Transport.Sockets/SocketTransportFactory.cs b/src/Kestrel.Transport.Sockets/SocketTransportFactory.cs
index b8ee977910..80320da6f2 100644
--- a/src/Kestrel.Transport.Sockets/SocketTransportFactory.cs
+++ b/src/Kestrel.Transport.Sockets/SocketTransportFactory.cs
@@ -6,26 +6,34 @@ using Microsoft.AspNetCore.Server.Kestrel.Transport.Abstractions.Internal;
 using Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets.Internal;
 using Microsoft.Extensions.Options;
 using Microsoft.Extensions.Logging;
+using Microsoft.AspNetCore.Hosting;
 
 namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
 {
     public sealed class SocketTransportFactory : ITransportFactory
     {
         private readonly SocketsTrace _trace;
+        private readonly IApplicationLifetime _appLifetime;
 
         public SocketTransportFactory(
             IOptions<SocketTransportOptions> options,
+            IApplicationLifetime applicationLifetime,
             ILoggerFactory loggerFactory)
         {
             if (options == null)
             {
                 throw new ArgumentNullException(nameof(options));
             }
+            if (applicationLifetime == null)
+            {
+                throw new ArgumentNullException(nameof(applicationLifetime));
+            }
             if (loggerFactory == null)
             {
                 throw new ArgumentNullException(nameof(loggerFactory));
             }
 
+            _appLifetime = applicationLifetime;
             var logger  = loggerFactory.CreateLogger("Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets");
             _trace = new SocketsTrace(logger);
         }
@@ -47,7 +55,7 @@ namespace Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets
                 throw new ArgumentNullException(nameof(handler));
             }
 
-            return new SocketTransport(endPointInformation, handler, _trace);
+            return new SocketTransport(endPointInformation, handler, _appLifetime, _trace);
         }
     }
 }
diff --git a/src/Kestrel.Transport.Sockets/baseline.netcore.json b/src/Kestrel.Transport.Sockets/baseline.netcore.json
index bd469c5786..a39431c515 100644
--- a/src/Kestrel.Transport.Sockets/baseline.netcore.json
+++ b/src/Kestrel.Transport.Sockets/baseline.netcore.json
@@ -84,6 +84,10 @@
               "Name": "options",
               "Type": "Microsoft.Extensions.Options.IOptions<Microsoft.AspNetCore.Server.Kestrel.Transport.Sockets.SocketTransportOptions>"
             },
+            {
+              "Name": "applicationLifetime",
+              "Type": "Microsoft.AspNetCore.Hosting.IApplicationLifetime"
+            },
             {
               "Name": "loggerFactory",
               "Type": "Microsoft.Extensions.Logging.ILoggerFactory"