diff --git a/CHANGELOG.md b/CHANGELOG.md
index c6220b7097..55e567c1a8 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -6,6 +6,12 @@
 > make sure you follow our [migration guide](https://docs.sentry.io/platforms/react-native/migration/) first.
 <!-- prettier-ignore-end -->
 
+## Unreleased
+
+### Fixes
+
+- Fix Android Gradle source map upload being silently skipped on some occasions ([#6320](https://github.com/getsentry/sentry-react-native/pull/6320))
+
 ## 8.15.0
 
 ### Features
diff --git a/packages/core/sentry.gradle.kts b/packages/core/sentry.gradle.kts
index 4d8762ccd6..69ee83ca72 100644
--- a/packages/core/sentry.gradle.kts
+++ b/packages/core/sentry.gradle.kts
@@ -253,19 +253,25 @@ fun extractBundleTaskArguments(
     val jsSourceMapsDir = (props["jsSourceMapsDir"] as? org.gradle.api.provider.Provider<*>)?.orNull
     val jsIntermediateSourceMapsDir = (props["jsIntermediateSourceMapsDir"] as? org.gradle.api.provider.Provider<*>)?.orNull
 
+    // React Native's BundleHermesCTask declares `jsIntermediateSourceMapsDir` as a `RegularFileProperty`
+    // (and other versions may do the same for the bundle/sourcemap dirs) even though they hold a
+    // directory path, so accept both `Directory` and `RegularFile` here.
     val bundleDirFile =
         when (jsBundleDir) {
             is org.gradle.api.file.Directory -> jsBundleDir.asFile
+            is org.gradle.api.file.RegularFile -> jsBundleDir.asFile
             else -> return BundleTaskArgs(null, null, null, null)
         }
     val sourcemapsDirFile =
         when (jsSourceMapsDir) {
             is org.gradle.api.file.Directory -> jsSourceMapsDir.asFile
+            is org.gradle.api.file.RegularFile -> jsSourceMapsDir.asFile
             else -> return BundleTaskArgs(null, null, null, null)
         }
     val intermediateSourcemapsDirFile =
         when (jsIntermediateSourceMapsDir) {
             is org.gradle.api.file.Directory -> jsIntermediateSourceMapsDir.asFile
+            is org.gradle.api.file.RegularFile -> jsIntermediateSourceMapsDir.asFile
             else -> return BundleTaskArgs(null, null, null, null)
         }