diff --git a/changelog_unreleased/javascript/pr-7500.md b/changelog_unreleased/javascript/pr-7500.md
new file mode 100644
index 000000000..bc6540344
--- /dev/null
+++ b/changelog_unreleased/javascript/pr-7500.md
@@ -0,0 +1,16 @@
+#### Fix edge cases with parentheses around optional chaining ([#7500](https://github.com/prettier/prettier/pull/7500) by [@thorn0](https://github.com/thorn0))
+
+<!-- prettier-ignore -->
+```jsx
+// Input
+(foo?.bar)();
+new (foo?.bar)();
+
+// Prettier stable
+foo?.bar();
+new foo?.bar();
+
+// Prettier master
+(foo?.bar)();
+new (foo?.bar)();
+```
diff --git a/src/language-js/needs-parens.js b/src/language-js/needs-parens.js
index 928883067..5b7563de5 100644
--- a/src/language-js/needs-parens.js
+++ b/src/language-js/needs-parens.js
@@ -676,7 +676,9 @@ function needsParens(path, options) {
     case "OptionalCallExpression":
       if (
         (parent.type === "MemberExpression" && name === "object") ||
-        (parent.type === "CallExpression" && name === "callee")
+        ((parent.type === "CallExpression" ||
+          parent.type === "NewExpression") &&
+          name === "callee")
       ) {
         return true;
       }
diff --git a/src/language-js/printer-estree.js b/src/language-js/printer-estree.js
index 6569e8916..fbe98e72b 100644
--- a/src/language-js/printer-estree.js
+++ b/src/language-js/printer-estree.js
@@ -1194,7 +1194,11 @@ function printPathNoParens(path, options, print, args) {
 
       // We detect calls on member lookups and possibly print them in a
       // special chain format. See `printMemberChain` for more info.
-      if (!isNew && isMemberish(n.callee)) {
+      if (
+        !isNew &&
+        isMemberish(n.callee) &&
+        !path.call(path => pathNeedsParens(path, options), "callee")
+      ) {
         return printMemberChain(path, options, print);
       }
 
diff --git a/tests/optional_chaining/__snapshots__/jsfmt.spec.js.snap b/tests/optional_chaining/__snapshots__/jsfmt.spec.js.snap
index 7a7db0754..3a1824c9b 100644
--- a/tests/optional_chaining/__snapshots__/jsfmt.spec.js.snap
+++ b/tests/optional_chaining/__snapshots__/jsfmt.spec.js.snap
@@ -46,6 +46,8 @@ a?.[b?.c]?.d();
 
 (one?.fn());
 (one?.two).fn();
+(one?.two)();
+(one?.two())();
 (one.two?.fn());
 (one.two?.three).fn();
 (one.two?.three?.fn());
@@ -84,6 +86,10 @@ a = () => ({}?.b() && a);
 ({}?.a().b());
 ({ a: 1 }?.entries());
 
+new (foo?.bar)();
+new (foo?.bar())();
+new (foo?.())();
+
 =====================================output=====================================
 var street = user.address?.street;
 var fooValue = myForm.querySelector("input[name=foo]")?.value;
@@ -125,6 +131,8 @@ a?.[b?.c]?.d();
 
 one?.fn();
 (one?.two).fn();
+(one?.two)();
+(one?.two())();
 one.two?.fn();
 (one.two?.three).fn();
 one.two?.three?.fn();
@@ -167,6 +175,10 @@ a = () => ({}?.b() && a);
 ({}?.a().b());
 ({ a: 1 }?.entries());
 
+new (foo?.bar)();
+new (foo?.bar())();
+new (foo?.())();
+
 ================================================================================
 `;
 
diff --git a/tests/optional_chaining/chaining.js b/tests/optional_chaining/chaining.js
index a169179b2..c6b673626 100644
--- a/tests/optional_chaining/chaining.js
+++ b/tests/optional_chaining/chaining.js
@@ -38,6 +38,8 @@ a?.[b?.c]?.d();
 
 (one?.fn());
 (one?.two).fn();
+(one?.two)();
+(one?.two())();
 (one.two?.fn());
 (one.two?.three).fn();
 (one.two?.three?.fn());
@@ -75,3 +77,7 @@ a = () => ({}?.b() && a);
 (x) => ({}?.b.b);
 ({}?.a().b());
 ({ a: 1 }?.entries());
+
+new (foo?.bar)();
+new (foo?.bar())();
+new (foo?.())();