The issue is reproducible when NewLineMode is Br and the cursor is at the end of the formatting node in Chrome. 

The workaround is to check the position of the new inserted Br element and append it to the formatting node if it is necessary.

<telerik:RadEditor ID="RadEditor1" runat="server" NewLineMode="Br">
</telerik:RadEditor>

<script type="text/javascript">
	(function () {
		if (!$telerik.isChrome)
			return;
		var insertBr = Telerik.Web.UI.Editor.EnterNewLineCommand.prototype._insertBrElementSafari;
		Telerik.Web.UI.Editor.EnterNewLineCommand.prototype._insertBrElementSafari = function () {
			var utils = Telerik.Web.UI.Editor.Utils,
				command = this,
				selection = command.get_editor().getSelection(),
				range = selection.getRange();

			if (range.commonAncestorContainer != range.startContainer || range.commonAncestorContainer != range.endContainer)
				return insertBr.call(command);

			var commonElement = utils.isTextNode(range.commonAncestorContainer) ?
				range.commonAncestorContainer.parentNode : range.commonAncestorContainer;

			var commandResult = insertBr.call(command);
			range = selection.getRange();
			var br = range.commonAncestorContainer.childNodes[range.startOffset];

			if (!utils.isTag(br, "br"))
				return commandResult;

			if (!$telerik.$.contains(commonElement, br)) {
				commonElement.appendChild(br);
				range.selectNodeContents(commonElement);
				range.collapse(false);
				selection.selectRange(range);
			}

			return commandResult;
		}
	})();
</script>