diff --git a/ext/net/02_tls.js b/ext/net/02_tls.js
index b77b92e263..0b775047f6 100644
--- a/ext/net/02_tls.js
+++ b/ext/net/02_tls.js
@@ -15,7 +15,6 @@ import {
 const {
   Number,
   ObjectDefineProperty,
-  ReflectHas,
   TypeError,
 } = primordials;
 
@@ -134,10 +133,10 @@ class TlsListener extends Listener {
  * interfaces.
  */
 function hasTlsKeyPairOptions(options) {
-  return (ReflectHas(options, "cert") || ReflectHas(options, "key") ||
-    ReflectHas(options, "certFile") ||
-    ReflectHas(options, "keyFile") || ReflectHas(options, "privateKey") ||
-    ReflectHas(options, "certChain"));
+  return (options.cert !== undefined || options.key !== undefined ||
+    options.certFile !== undefined ||
+    options.keyFile !== undefined || options.privateKey !== undefined ||
+    options.certChain !== undefined);
 }
 
 /**
diff --git a/tests/unit/serve_test.ts b/tests/unit/serve_test.ts
index 32d05056a3..8978c4f7e0 100644
--- a/tests/unit/serve_test.ts
+++ b/tests/unit/serve_test.ts
@@ -2889,6 +2889,37 @@ Deno.test(
   },
 );
 
+// Regression test for https://github.com/denoland/deno/issues/23537
+Deno.test(
+  { permissions: { read: true, net: true } },
+  async function httpServerUndefinedCert() {
+    const ac = new AbortController();
+    const { promise, resolve } = Promise.withResolvers<void>();
+    const hostname = "127.0.0.1";
+
+    const server = Deno.serve({
+      handler: () => new Response("Hello World"),
+      hostname,
+      port: servePort,
+      signal: ac.signal,
+      onListen: onListen(resolve),
+      onError: createOnErrorCb(ac),
+      // Undefined should be equivalent to missing
+      cert: undefined,
+      key: undefined,
+    });
+
+    await promise;
+    const resp = await fetch(`http://localhost:${servePort}/`);
+
+    const respBody = await resp.text();
+    assertEquals("Hello World", respBody);
+
+    ac.abort();
+    await server.finished;
+  },
+);
+
 Deno.test(
   { permissions: { read: true, net: true } },
   async function httpServerWithTls() {