69 Windmill Street, Millers Point

The building at 69 Windmill Street is a three-storey brick structure with Italianate design elements, a rendered facade, and Victorian features typical of its period. Today it holds five residential units and has functioned as housing since its major reconstruction at the end of the 19th century.

Built in 1845, the structure was substantially rebuilt in 1899 after decades of operating as a hotel. This transformation marked its shift toward permanent residential use.

The building tells the story of how this harbourside neighbourhood changed over time, moving from a working-class district to mixed residential use. You can see in its structure and layout how different communities made this area their home across generations.

The building is located in Millers Point, a neighbourhood close to the harbour and central Sydney. Keep in mind that this is an active residential building, so respect for residents' privacy is essential when viewing the exterior.

The original name Hit or Miss Hotel may have come from the founder's hunting interests or harbour-district traditions, though the precise origin remains part of local lore. This lesser-known backstory adds depth to understanding the building's place in the community.