diff --git a/.changeset/plenty-lamps-confess.md b/.changeset/plenty-lamps-confess.md
new file mode 100644
index 000000000..31cc83f27
--- /dev/null
+++ b/.changeset/plenty-lamps-confess.md
@@ -0,0 +1,5 @@
+---
+'@faustwp/wordpress-plugin': patch
+---
+
+Fixed issue where file links were rewritten to the front-end domain when they should not have been.
diff --git a/plugins/faustwp/includes/replacement/callbacks.php b/plugins/faustwp/includes/replacement/callbacks.php
index 82a271baa..2574382f9 100644
--- a/plugins/faustwp/includes/replacement/callbacks.php
+++ b/plugins/faustwp/includes/replacement/callbacks.php
@@ -41,12 +41,16 @@ function content_replacement( $content ) {
 		$replacement = '/';
 	}
 
-	$content = str_replace( "href=\"{$site_url}", "href=\"{$replacement}", $content );
+	if ( ! is_image_source_replacement_enabled() ) {
+		$upload_dir = str_replace( $site_url, '', wp_upload_dir()['baseurl'] );
+		$content    = preg_replace( "#href=\"{$site_url}(?!{$upload_dir})#", "href=\"{$replacement}", $content );
+	} else {
+		$content = str_replace( "href=\"{$site_url}", "href=\"{$replacement}", $content );
+	}
 
 	return str_replace( 'href="//', 'href="/', $content );
 }
 
-add_filter( 'the_content', __NAMESPACE__ . '\\image_source_replacement' );
 /**
  * Callback for WordPress 'the_content' filter to replace paths to media.
  *
diff --git a/plugins/faustwp/tests/integration/ReplacementCallbacksTests.php b/plugins/faustwp/tests/integration/ReplacementCallbacksTests.php
index 15cbb5161..c8b97cbe3 100644
--- a/plugins/faustwp/tests/integration/ReplacementCallbacksTests.php
+++ b/plugins/faustwp/tests/integration/ReplacementCallbacksTests.php
@@ -82,7 +82,33 @@ public function test_content_replacement_does_not_filter_content_when_content_re
 	public function test_content_replacement_filters_content_when_content_replacement_enabled() {
 		faustwp_update_setting( 'frontend_uri', 'http://moo' );
 		add_filter( 'faustwp_domain_replacement_enabled', '__return_true' );
-		$this->assertSame( '<a href="http://moo">moo</a>', content_replacement( '<a href="http://example.org">moo</a>' ) );
+		$this->assertSame(
+			'<a href="http://moo">moo</a>',
+			content_replacement( '<a href="http://example.org">moo</a>' )
+		);
+
+		$this->assertSame(
+			'<a href="http://moo/?p=1">Hi</a>',
+			content_replacement( '<a href="http://example.org/?p=1">Hi</a>' )
+		);
+
+		$this->assertSame(
+			'<a href="http://moo/posts/hello-world">Hello World</a>',
+			content_replacement( '<a href="http://example.org/posts/hello-world">Hello World</a>' )
+		);
+
+		faustwp_update_setting( 'frontend_uri', null );
+		remove_filter( 'faustwp_domain_replacement_enabled', '__return_true' );
+	}
+
+	public function test_content_replacement_does_not_filter_wp_upload_dir_link() {
+		faustwp_update_setting( 'frontend_uri', 'http://moo' );
+		add_filter( 'faustwp_domain_replacement_enabled', '__return_true' );
+		$content = '<a href="http://example.org/wp-content/uploads/file.pdf">Download</a>. http://example.org/wp-content/uploads/file.pdf';
+		$this->assertSame(
+			$content,
+			content_replacement( $content )
+		);
 		faustwp_update_setting( 'frontend_uri', null );
 		remove_filter( 'faustwp_domain_replacement_enabled', '__return_true' );
 	}
@@ -98,6 +124,9 @@ public function test_image_source_replacement_filters_content_when_image_replace
 		# Do replace exact domain match
 		$this->assertSame( '<img src="http://example.org/image.png">', image_source_replacement( '<img src="http://foo.co/image.png">' ) );
 		$this->assertSame( '<img src="http://example.org/image.png">', image_source_replacement( '<img src="/image.png">' ) );
+
+		// Ensure unrelated domains are left alone.
+		$this->assertSame( '<img src="http://fake/image.png">', image_source_replacement( '<img src="http://fake/image.png">' ) );
 		faustwp_update_setting( 'frontend_uri', null );
 		faustwp_update_setting( 'enable_image_source', '0' );
 	}