diff --git a/files/acl/acl.php b/files/acl/acl.php
index c61de59136..1e3012020f 100644
--- a/files/acl/acl.php
+++ b/files/acl/acl.php
@@ -72,25 +72,32 @@ function get_option_as_bool_if_exists( $option_name ) {
 /**
  * Check if the path is allowed for the current context.
  *
- * @param string $file_path Path to the file, minus the `/wp-content/uploads/` bit. It's the second portion returned by `Pre_Wp_Utils\prepare_request()`
+ * @param string $file_path Path to the file, minus the `/wp-content/uploads/` bit.
+ *                          This is the second portion returned by `Pre_Wp_Utils\prepare_request()`.
+ * @return bool True if the file path is valid for the current site, false otherwise.
  */
 function is_valid_path_for_site( $file_path ) {
-	if ( ! is_multisite() ) {
-		return true;
-	}
-
-	// If main site, don't allow access to /sites/ subdirectories.
-	if ( is_main_network() && is_main_site() ) {
-		if ( 0 === strpos( $file_path, 'sites/' ) ) {
-			return false;
+	$is_valid = true;
+
+	if ( is_multisite() ) {
+		// If main site, don't allow access to `/sites/` subdirectories.
+		if ( is_main_network() && is_main_site() ) {
+			$is_valid = ! str_starts_with( $file_path, 'sites/' );
+		} else {
+			// Check if the file path matches the current site ID's directory.
+			$base_path = sprintf( 'sites/%d', get_current_blog_id() );
+			$is_valid  = str_starts_with( $file_path, $base_path );
 		}
-
-		return true;
 	}
 
-	$base_path = sprintf( 'sites/%d', get_current_blog_id() );
-
-	return 0 === strpos( $file_path, $base_path );
+	/**
+	 * Filter the result of the path validation for the current site.
+	 * Allows to override the logic used to determine if a file path is valid for the current site.
+	 *
+	 * @param bool   $is_valid  Whether the file path is valid for the current site.
+	 * @param string $file_path Path to the file, minus the `/wp-content/uploads/` bit.
+	 */
+	return apply_filters( 'vip_files_acl_is_valid_path_for_site', $is_valid, $file_path );
 }
 
 /**
diff --git a/tests/files/acl/test-acl.php b/tests/files/acl/test-acl.php
index e2948cc90c..f043476a1f 100644
--- a/tests/files/acl/test-acl.php
+++ b/tests/files/acl/test-acl.php
@@ -366,4 +366,59 @@ public function test__is_valid_path_for_site__multisite_subsite_cannot_access_an
 
 		$this->assertEquals( $expected_is_allowed, $actual_is_allowed );
 	}
+
+	public function test__is_valid_path_for_site__multisite_subsite_can_access_other_subsite_with_filter() {
+		if ( ! is_multisite() ) {
+			$this->markTestSkipped();
+		}
+
+		$expected_is_allowed = true;
+
+		add_filter( 'vip_files_acl_is_valid_path_for_site', '__return_true' );
+
+		// Create two subsites
+		$first_subsite_id  = $this->factory()->blog->create();
+		$second_subsite_id = $this->factory()->blog->create();
+
+		// Get file path from second
+		$file_path = sprintf( 'sites/%d/2021/01/parakeets.gif', $second_subsite_id );
+
+		// Restore first subsite
+		switch_to_blog( $first_subsite_id );
+
+		$actual_is_allowed = is_valid_path_for_site( $file_path );
+
+		$this->assertEquals( $expected_is_allowed, $actual_is_allowed );
+	}
+
+	public function test__is_valid_path_for_site__multisite_subsite_can_access_other_paths_with_filter() {
+		if ( ! is_multisite() ) {
+			$this->markTestSkipped();
+		}
+
+		$expected_is_allowed = true;
+
+		add_filter(
+			'vip_files_acl_is_valid_path_for_site',
+			function ( $is_valid, $file_path ) {
+				// Allow access to any file path starting with 'custom-uploads/'.
+				if ( str_starts_with( $file_path, 'custom-uploads/' ) ) {
+					return true;
+				}
+
+				// Return the original validation result for other paths.
+				return $is_valid;
+			},
+			10,
+			2
+		);
+
+		$this->factory()->blog->create();
+
+		$file_path = 'custom-uploads/parakeets.gif';
+
+		$actual_is_allowed = is_valid_path_for_site( $file_path );
+
+		$this->assertEquals( $expected_is_allowed, $actual_is_allowed );
+	}
 }