diff --git a/src/connection.toit b/src/connection.toit
index d50110b..d351ae6 100644
--- a/src/connection.toit
+++ b/src/connection.toit
@@ -148,7 +148,7 @@ class Connection:
     headers-written := false
     no-delay-restored := false
     try:
-      socket_.no-delay = false
+      set-no-delay_ false
       writer.write status
       headers.write-to writer
       if is-client-request and host_:
@@ -162,7 +162,7 @@ class Connection:
       // finally ensures that we still close while its exception propagates.
       try:
         if headers-written:
-          socket_.no-delay = true
+          set-no-delay_ true
           no-delay-restored = true
       finally:
         // A partial header or a failed TCP_NODELAY restoration makes the
@@ -173,6 +173,13 @@ class Connection:
 
     return body-writer
 
+  set-no-delay_ value/bool -> none:
+    exception := catch --unwind=(: it != "Invalid argument"):
+      socket_.no-delay = value
+    // macOS rejects socket options with EINVAL once the peer has reset the
+    // connection. Report that as a close, so that clients can retry.
+    if exception: throw "Connection closed"
+
   // Gets the next request from the client. If the client closes the
   // connection, returns null.
   read-request -> RequestIncoming?: