diff --git a/src/libraries/System.Net.Sockets/src/System/Net/Sockets/Socket.Tasks.cs b/src/libraries/System.Net.Sockets/src/System/Net/Sockets/Socket.Tasks.cs
index 3a8593d0b0745..cde90ae0931cc 100644
--- a/src/libraries/System.Net.Sockets/src/System/Net/Sockets/Socket.Tasks.cs
+++ b/src/libraries/System.Net.Sockets/src/System/Net/Sockets/Socket.Tasks.cs
@@ -119,66 +119,70 @@ private Task<Socket> AcceptAsyncApm(Socket? acceptSocket)
 
         internal Task ConnectAsync(EndPoint remoteEP)
         {
-            var tcs = new TaskCompletionSource<bool>(this);
-            BeginConnect(remoteEP, iar =>
+            // Use ValueTaskReceive so the AwaitableSocketAsyncEventArgs can be re-used later.
+            AwaitableSocketAsyncEventArgs saea = LazyInitializer.EnsureInitialized(ref EventArgs.ValueTaskReceive, () => new AwaitableSocketAsyncEventArgs());
+
+            if (!saea.Reserve())
             {
-                var innerTcs = (TaskCompletionSource<bool>)iar.AsyncState!;
-                try
-                {
-                    ((Socket)innerTcs.Task.AsyncState!).EndConnect(iar);
-                    innerTcs.TrySetResult(true);
-                }
-                catch (Exception e) { innerTcs.TrySetException(e); }
-            }, tcs);
-            return tcs.Task;
+                saea = new AwaitableSocketAsyncEventArgs();
+                saea.Reserve();
+            }
+
+            saea.RemoteEndPoint = remoteEP;
+            return saea.ConnectAsync(this).AsTask();
         }
 
         internal Task ConnectAsync(IPAddress address, int port)
+            => ConnectAsync(new IPEndPoint(address, port));
+
+        internal Task ConnectAsync(IPAddress[] addresses, int port)
         {
-            var tcs = new TaskCompletionSource<bool>(this);
-            BeginConnect(address, port, iar =>
+            if (addresses == null)
             {
-                var innerTcs = (TaskCompletionSource<bool>)iar.AsyncState!;
-                try
-                {
-                    ((Socket)innerTcs.Task.AsyncState!).EndConnect(iar);
-                    innerTcs.TrySetResult(true);
-                }
-                catch (Exception e) { innerTcs.TrySetException(e); }
-            }, tcs);
-            return tcs.Task;
+                throw new ArgumentNullException(nameof(addresses));
+            }
+            if (addresses.Length == 0)
+            {
+                throw new ArgumentException(SR.net_invalidAddressList, nameof(addresses));
+            }
+
+            return DoConnectAsync(addresses, port);
         }
 
-        internal Task ConnectAsync(IPAddress[] addresses, int port)
+        private async Task DoConnectAsync(IPAddress[] addresses, int port)
         {
-            var tcs = new TaskCompletionSource<bool>(this);
-            BeginConnect(addresses, port, iar =>
+            Exception? lastException = null;
+            foreach (IPAddress address in addresses)
             {
-                var innerTcs = (TaskCompletionSource<bool>)iar.AsyncState!;
                 try
                 {
-                    ((Socket)innerTcs.Task.AsyncState!).EndConnect(iar);
-                    innerTcs.TrySetResult(true);
+                    await ConnectAsync(address, port).ConfigureAwait(false);
+                    return;
                 }
-                catch (Exception e) { innerTcs.TrySetException(e); }
-            }, tcs);
-            return tcs.Task;
+                catch (Exception ex)
+                {
+                    lastException = ex;
+                }
+            }
+            Debug.Assert(lastException != null);
+            ExceptionDispatchInfo.Throw(lastException);
         }
 
         internal Task ConnectAsync(string host, int port)
         {
-            var tcs = new TaskCompletionSource<bool>(this);
-            BeginConnect(host, port, iar =>
+            if (host == null)
             {
-                var innerTcs = (TaskCompletionSource<bool>)iar.AsyncState!;
-                try
-                {
-                    ((Socket)innerTcs.Task.AsyncState!).EndConnect(iar);
-                    innerTcs.TrySetResult(true);
-                }
-                catch (Exception e) { innerTcs.TrySetException(e); }
-            }, tcs);
-            return tcs.Task;
+                throw new ArgumentNullException(nameof(host));
+            }
+
+            if (IPAddress.TryParse(host, out IPAddress? parsedAddress))
+            {
+                return ConnectAsync(new IPEndPoint(parsedAddress, port));
+            }
+            else
+            {
+                return ConnectAsync(new DnsEndPoint(host, port));
+            }
         }
 
         internal Task<int> ReceiveAsync(ArraySegment<byte> buffer, SocketFlags socketFlags, bool fromNetworkStream)
@@ -946,6 +950,32 @@ public ValueTask SendAsyncForNetworkStream(Socket socket, CancellationToken canc
                     new ValueTask(Task.FromException(CreateException(error)));
             }
 
+            public ValueTask ConnectAsync(Socket socket)
+            {
+                Debug.Assert(Volatile.Read(ref _continuation) == null, $"Expected null continuation to indicate reserved for use");
+
+                try
+                {
+                    if (socket.ConnectAsync(this))
+                    {
+                        return new ValueTask(this, _token);
+                    }
+                }
+                catch
+                {
+                    Release();
+                    throw;
+                }
+
+                SocketError error = SocketError;
+
+                Release();
+
+                return error == SocketError.Success ?
+                    default :
+                    new ValueTask(Task.FromException(CreateException(error)));
+            }
+
             /// <summary>Gets the status of the operation.</summary>
             public ValueTaskSourceStatus GetStatus(short token)
             {
diff --git a/src/libraries/System.Net.Sockets/tests/FunctionalTests/ArgumentValidationTests.cs b/src/libraries/System.Net.Sockets/tests/FunctionalTests/ArgumentValidationTests.cs
index e11e5f7778b0b..655534f857ca0 100644
--- a/src/libraries/System.Net.Sockets/tests/FunctionalTests/ArgumentValidationTests.cs
+++ b/src/libraries/System.Net.Sockets/tests/FunctionalTests/ArgumentValidationTests.cs
@@ -1114,7 +1114,14 @@ public void BeginConnect_IPAddresses_EmptyIPAddresses_Throws_Argument()
         public void BeginConnect_IPAddresses_InvalidPort_Throws_ArgumentOutOfRange(int port)
         {
             Assert.Throws<ArgumentOutOfRangeException>(() => GetSocket().BeginConnect(new[] { IPAddress.Loopback }, port, TheAsyncCallback, null));
-            Assert.Throws<ArgumentOutOfRangeException>(() => { GetSocket().ConnectAsync(new[] { IPAddress.Loopback }, port); });
+        }
+
+        [Theory]
+        [InlineData(-1)]
+        [InlineData(65536)]
+        public async Task ConnectAsync_IPAddresses_InvalidPort_Throws_ArgumentOutOfRange(int port)
+        {
+            await Assert.ThrowsAsync<ArgumentOutOfRangeException>(() => GetSocket().ConnectAsync(new[] { IPAddress.Loopback }, port));
         }
 
         [Fact]
@@ -1126,12 +1133,16 @@ public void BeginConnect_IPAddresses_ListeningSocket_Throws_InvalidOperation()
                 socket.Listen(1);
                 Assert.Throws<InvalidOperationException>(() => socket.BeginConnect(new[] { IPAddress.Loopback }, 1, TheAsyncCallback, null));
             }
+        }
 
+        [Fact]
+        public async Task ConnectAsync_IPAddresses_ListeningSocket_Throws_InvalidOperation()
+        {
             using (var socket = new Socket(AddressFamily.InterNetwork, SocketType.Stream, ProtocolType.Tcp))
             {
                 socket.Bind(new IPEndPoint(IPAddress.Loopback, 0));
                 socket.Listen(1);
-                Assert.Throws<InvalidOperationException>(() => { socket.ConnectAsync(new[] { IPAddress.Loopback }, 1); });
+                await Assert.ThrowsAsync<InvalidOperationException>(() => socket.ConnectAsync(new[] { IPAddress.Loopback }, 1));
             }
         }
 
diff --git a/src/libraries/System.Net.Sockets/tests/FunctionalTests/Connect.cs b/src/libraries/System.Net.Sockets/tests/FunctionalTests/Connect.cs
index 6f01d22ca57bb..d4bdcfed80a0f 100644
--- a/src/libraries/System.Net.Sockets/tests/FunctionalTests/Connect.cs
+++ b/src/libraries/System.Net.Sockets/tests/FunctionalTests/Connect.cs
@@ -125,9 +125,6 @@ public async Task Connect_AfterDisconnect_Fails()
         [PlatformSpecific(~(TestPlatforms.OSX | TestPlatforms.FreeBSD))] // Not supported on BSD like OSes.
         public async Task ConnectGetsCanceledByDispose()
         {
-            bool usesApm = UsesApm ||
-                           (this is ConnectTask); // .NET Core ConnectAsync Task API is implemented using Apm
-
             // We try this a couple of times to deal with a timing race: if the Dispose happens
             // before the operation is started, we won't see a SocketException.
             int msDelay = 100;
@@ -167,7 +164,7 @@ await RetryHelper.ExecuteAsync(async () =>
                     disposedException = true;
                 }
 
-                if (usesApm)
+                if (UsesApm)
                 {
                     Assert.Null(localSocketError);
                     Assert.True(disposedException);