He'd be there to watch people come in. It has a private patio looking out on the town square. It was furnished in antiques keeping with the time period. It was even featured in a National Geographic article many years back. A second apartment was built above Pirates , but Walt died before it was finished.
People do stay there from time to time.
You can always tell if someone is staying there because the doors to the Fire House will be closed. This is to prevent anyone from ringing the Fire Bell. At the time of the 35 th anniversary, the apartment was still in use. The apartment over the Fire House in not decorated in antiques to fit the period necessarily. It was personally decorated by Walt's wife Lillie, who collected antiques.