diff --git a/apps/automated/src/file-system/file-system-tests.ts b/apps/automated/src/file-system/file-system-tests.ts
index 7913fc820..44dcd3658 100644
--- a/apps/automated/src/file-system/file-system-tests.ts
+++ b/apps/automated/src/file-system/file-system-tests.ts
@@ -698,3 +698,24 @@ export function test_FolderClear_RemovesEmptySubfolders(done) {
 		})
 		.catch(done);
 }
+
+export function test_FileCopy(done) {
+	const now = Date.now();
+	const tempFile = fs.File.fromPath(fs.path.join(fs.knownFolders.temp().path, `${now}.txt`));
+	const content = 'Hello World: ' + now;
+	tempFile.writeTextSync(content);
+	const tempCopy = fs.File.fromPath(fs.path.join(fs.knownFolders.temp().path, `${now}-copy.txt`));
+	tempFile
+		.copy(tempCopy.path)
+		.then(() => {
+			TKUnit.assert(tempCopy.size === tempFile.size);
+			return tempCopy.readText();
+		})
+		.then((value) => {
+			TKUnit.assert(value === content);
+
+			return Promise.allSettled([tempFile.remove(), tempCopy.remove()]);
+		})
+		.then(() => done())
+		.catch(done);
+}
diff --git a/apps/toolbox/src/pages/fs-helper.ts b/apps/toolbox/src/pages/fs-helper.ts
index a4ca20d51..0c66d8e04 100644
--- a/apps/toolbox/src/pages/fs-helper.ts
+++ b/apps/toolbox/src/pages/fs-helper.ts
@@ -110,7 +110,12 @@ export function pickFile() {
 			//const file = File.fromPath(args.intent.getData().toString());
 			//console.log(file);
 			//readFile(file);
-			copyFile(file);
+			//copyFile(file);
+			console.time('fromPath: copy');
+			const f = File.fromPath(file, true);
+			console.timeEnd('fromPath: copy');
+			console.log('old path: ', file);
+			console.log('new path: ', f.path, f.extension, f.size);
 		}
 	});
 	const Intent = android.content.Intent;
diff --git a/packages/core/file-system/file-system-access.android.ts b/packages/core/file-system/file-system-access.android.ts
index 7b0c8682b..a5f2d8e63 100644
--- a/packages/core/file-system/file-system-access.android.ts
+++ b/packages/core/file-system/file-system-access.android.ts
@@ -15,7 +15,7 @@ function getApplicationContext() {
 }
 
 function getOrSetHelper(path: string): org.nativescript.widgets.FileHelper {
-	return org.nativescript.widgets.FileHelper.fromString(applicationContext, path);
+	return org.nativescript.widgets.FileHelper.fromString(getApplicationContext(), path);
 }
 
 function isContentUri(path: string): boolean {
@@ -766,6 +766,7 @@ export class FileSystemAccess29 extends FileSystemAccess {
 		if (isContentUri(path)) {
 			try {
 				const file = getOrSetHelper(path);
+
 				return {
 					path,
 					name: file.getName(),
diff --git a/packages/core/file-system/index.d.ts b/packages/core/file-system/index.d.ts
index 80c1a55e1..d010a2c0b 100644
--- a/packages/core/file-system/index.d.ts
+++ b/packages/core/file-system/index.d.ts
@@ -80,11 +80,27 @@ export class File extends FileSystemEntity {
 	 */
 	isLocked: boolean;
 
+	/**
+	 * Copies a file to a given path.
+	 * @param dest The path to the destination file.
+	 * Returns a Promise with a boolean.
+	 */
+	copy(dest: string): Promise<boolean>;
+
+	/**
+	 * Copies a file to a given path.
+	 * @param dest The path to the destination file.
+	 * @param onError (optional) A callback function to use if any error occurs.
+	 * Returns a Promise with a boolean.
+	 */
+	copySync(dest: string, onError?: (error: any) => any): any;
+
 	/**
 	 * Gets or creates a File entity at the specified path.
 	 * @param path The path to get/create the file at.
+	 * @param copy An optional value when set, copies the content-uri to a temp file enabling the legacy behaviour
 	 */
-	static fromPath(path: string): File;
+	static fromPath(path: string, copy?: boolean): File;
 
 	/**
 	 * Reads the content of the file as a string using the specified encoding (defaults to UTF-8).
diff --git a/packages/core/file-system/index.ts b/packages/core/file-system/index.ts
index ad11ae806..4e5982552 100644
--- a/packages/core/file-system/index.ts
+++ b/packages/core/file-system/index.ts
@@ -1,5 +1,6 @@
 import { IFileSystemAccess, FileSystemAccess, FileSystemAccess29 } from './file-system-access';
 import { SDK_VERSION } from '../utils/constants';
+import { getNativeApplication } from '../application';
 // The FileSystemAccess implementation, used through all the APIs.
 let fileAccess: IFileSystemAccess;
 
@@ -180,12 +181,39 @@ export class FileSystemEntity {
 	}
 }
 
+let applicationContext;
+function getApplicationContext() {
+	if (!applicationContext) {
+		applicationContext = (<android.app.Application>getNativeApplication()).getApplicationContext();
+	}
+
+	return applicationContext;
+}
+
 export class File extends FileSystemEntity {
-	public static fromPath(path: string) {
+	public static fromPath(path: string, copy: boolean = false) {
 		const onError = function (error) {
 			throw error;
 		};
 
+		if (global.isAndroid && copy) {
+			if (path.startsWith('content:')) {
+				const fileInfo = getFileAccess().getFile(path, onError);
+				// falls back to creating a temp file without a known extension.
+				if (!fileInfo) {
+					const tempFile = `${knownFolders.temp().path}/${java.util.UUID.randomUUID().toString()}`;
+					org.nativescript.widgets.Async.File.copySync(path, tempFile, getApplicationContext());
+					path = tempFile;
+				} else {
+					const ext = fileInfo.extension;
+					const name = `${fileInfo.name.replace(`.${ext}`, '')}.${ext}`;
+					const tempFile = `${knownFolders.temp().path}/${name}`;
+					getFileAccess().copySync(path, tempFile);
+					path = tempFile;
+				}
+			}
+		}
+
 		const fileInfo = getFileAccess().getFile(path, onError);
 		if (!fileInfo) {
 			return undefined;
diff --git a/packages/core/platforms/android/widgets-release.aar b/packages/core/platforms/android/widgets-release.aar
index 946770ab9..6a6422504 100644
Binary files a/packages/core/platforms/android/widgets-release.aar and b/packages/core/platforms/android/widgets-release.aar differ
diff --git a/packages/ui-mobile-base/android/widgets/src/main/java/org/nativescript/widgets/FileHelper.java b/packages/ui-mobile-base/android/widgets/src/main/java/org/nativescript/widgets/FileHelper.java
index 67d2b254b..10096dfcb 100644
--- a/packages/ui-mobile-base/android/widgets/src/main/java/org/nativescript/widgets/FileHelper.java
+++ b/packages/ui-mobile-base/android/widgets/src/main/java/org/nativescript/widgets/FileHelper.java
@@ -53,9 +53,8 @@ public class FileHelper {
 	}
 
 	private static boolean isExternalStorageDocument(Uri uri) {
-		return false;
-//		return "com.android.externalstorage.documents".equals(uri
-//			.getAuthority());
+		return "com.android.externalstorage.documents".equals(uri
+			.getAuthority());
 	}
 
 	private static @Nullable
@@ -132,7 +131,9 @@ public class FileHelper {
 			String path = split[1];
 
 			if ("primary".equals(type)) {
-				String[] parts = Uri.decode(uri.toString()).split(":" + path + "/");
+				int nameIndex = path.lastIndexOf("/");
+				String seg = path.substring(0, nameIndex);
+				String[] parts = Uri.decode(uri.toString()).split(":" + seg);
 				String file = Environment.getExternalStorageDirectory() + "/" + path + "/" + parts[1];
 				return new File(file);
 			} else {
@@ -178,22 +179,21 @@ public class FileHelper {
 			return null;
 		}
 
-		int sizeIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.SIZE
-		);
-
-		int nameIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.DISPLAY_NAME
-		);
-
-		int lastModifiedIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.DATE_MODIFIED
-		);
-
-
 		boolean moved = cursor.moveToFirst();
 		FileHelper helper = null;
 		if (moved) {
+			int sizeIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.SIZE
+			);
+
+			int nameIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.DISPLAY_NAME
+			);
+
+			int lastModifiedIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.DATE_MODIFIED
+			);
+
 			helper = new FileHelper(uri);
 			helper.size = cursor.getLong(sizeIndex);
 			helper.name = cursor.getString(nameIndex);
@@ -244,22 +244,21 @@ public class FileHelper {
 			return;
 		}
 
-		int sizeIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.SIZE
-		);
-
-		int nameIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.DISPLAY_NAME
-		);
-
-		int lastModifiedIndex = cursor.getColumnIndex(
-			MediaStore.MediaColumns.DATE_MODIFIED
-		);
-
-
 		boolean moved = cursor.moveToFirst();
 
 		if (moved) {
+			int sizeIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.SIZE
+			);
+
+			int nameIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.DISPLAY_NAME
+			);
+
+			int lastModifiedIndex = cursor.getColumnIndex(
+					MediaStore.MediaColumns.DATE_MODIFIED
+			);
+
 			size = cursor.getLong(sizeIndex);
 			name = cursor.getString(nameIndex);
 			mime = context.getContentResolver().getType(uri);