diff --git a/src/test/regression.spec.ts b/src/test/regression.spec.ts
index ddcf179eb..c7e74c421 100644
--- a/src/test/regression.spec.ts
+++ b/src/test/regression.spec.ts
@@ -17,6 +17,17 @@ const exec = createExecTester({
   }),
 });
 
+test('#2076 regression test', async () => {
+  const r = await exec({
+    exec: createExec({
+      cwd: join(TEST_DIR, '2076'),
+    }),
+    cmd: `${CMD_TS_NODE_WITHOUT_PROJECT_FLAG} --showConfig`,
+  });
+
+  exp(r.err).toBeNull();
+});
+
 test('#1488 regression test', async () => {
   // Scenario that caused the bug:
   // `allowJs` turned on
diff --git a/src/ts-compiler-types.ts b/src/ts-compiler-types.ts
index 9077d4f99..a69909fda 100644
--- a/src/ts-compiler-types.ts
+++ b/src/ts-compiler-types.ts
@@ -99,7 +99,8 @@ export interface TSInternal {
     host: _ts.ModuleResolutionHost,
     cache?: _ts.ModuleResolutionCache,
     redirectedReference?: _ts.ResolvedProjectReference,
-    lookupConfig?: boolean
+    conditionsOrIsConfigLookup?: string[] | boolean, // `conditions` parameter added in TS 5.3
+    isConfigLookup?: boolean
   ): _ts.ResolvedModuleWithFailedLookupLocations;
   // Added in TS 4.7
   getModeForFileReference?: (
diff --git a/src/ts-internals.ts b/src/ts-internals.ts
index e438c812c..88d9a9feb 100644
--- a/src/ts-internals.ts
+++ b/src/ts-internals.ts
@@ -1,5 +1,5 @@
 import { isAbsolute, resolve } from 'path';
-import { cachedLookup, normalizeSlashes } from './util';
+import { cachedLookup, normalizeSlashes, versionGteLt } from './util';
 import type * as _ts from 'typescript';
 import type { TSCommon, TSInternal } from './ts-compiler-types';
 
@@ -55,6 +55,7 @@ function createTsInternalsUncached(_ts: TSCommon) {
       return extendedConfigPath;
     }
     // If the path isn't a rooted or relative path, resolve like a module
+    const tsGte5_3_0 = versionGteLt(ts.version, '5.3.0');
     const resolved = ts.nodeModuleNameResolver(
       extendedConfig,
       combinePaths(basePath, 'tsconfig.json'),
@@ -62,7 +63,8 @@ function createTsInternalsUncached(_ts: TSCommon) {
       host,
       /*cache*/ undefined,
       /*projectRefs*/ undefined,
-      /*lookupConfig*/ true
+      /*conditionsOrIsConfigLookup*/ tsGte5_3_0 ? undefined : true,
+      /*isConfigLookup*/ tsGte5_3_0 ? true : undefined
     );
     if (resolved.resolvedModule) {
       return resolved.resolvedModule.resolvedFileName;
diff --git a/tests/2076/node_modules/custom-tsconfig/tsconfig.json b/tests/2076/node_modules/custom-tsconfig/tsconfig.json
new file mode 100644
index 000000000..0c1a273fd
--- /dev/null
+++ b/tests/2076/node_modules/custom-tsconfig/tsconfig.json
@@ -0,0 +1,3 @@
+{
+  "ts-node": {}
+}
diff --git a/tests/2076/tsconfig.json b/tests/2076/tsconfig.json
new file mode 100644
index 000000000..d64b3db67
--- /dev/null
+++ b/tests/2076/tsconfig.json
@@ -0,0 +1,3 @@
+{
+  "extends": "custom-tsconfig/tsconfig.json"
+}