In 1835, Clarke placed a notice in the Sydney Herald stating:[1] "If Edward Humble, a seafaring man, (late of the Harriet), do not come forward and pay the Debt he owes me for Board, Lodging, &c.;, within twenty-one days from this date, the Property left in my possession will be sold and the proceeds appropriated towards the liquidation of the same.

The Hero of Waterloo Hotel was built on the adjacent site to the east by George Paton, stonemason, between 1840 and 1845 on land which he purchased from John Clarke's son following the elder's death in 1838.

It was at this time that Clarke sold the corner portion of the land to George Paton, stonemason, who constructed the Hero of Waterloo Hotel on the site.

85 Lower Fort Street) in 1844 and he constructed a single storey, three room, brick with shingled roof cottage with front verandah and an outbuilding.

The City of Sydney Council rate books indicate that the property was occupied in that year by Robert Guy Torr, and the structure was described as a two-storey stone building with shingled roof containing eight rooms with a back kitchen.

[1] In 1853 the Clarke family trustees conveyed the property to Charles Stewart Quail, who in turn, nine months later, sold it to John Hordern of the well-known mercantile dynasty.

Rosa Strange had operated a school on the premises in the early 1860s and Thomas Milton, a shipwright, lived at 75 Windmill Street from c. 1871 until 1882.

[1] Following the resumption of the property, the Sydney Harbour Trust, and subsequently the Maritime Services Board leased 75 Windmill Street to private tenants as a single dwelling house.

75 Windmill Street visible to the right of the Hero of Waterloo and the building remains largely unchanged over the decades represented by these images.

This was followed in 1995 by comprehensive restoration and upgrading works including the construction of a new rear wing addition containing a family room, laundry and WC fitout.

75 Windmill Street is a two-storey building with a hipped roof and front verandah and with a later addition single storey rear wing.

[1] The Main wing is a corrugated metal, hipped roof building with painted cement rendered front and rear elevations marked out in ashlar over face brick with stone window sills and stone lintels and voussoirs to the ground floor front (north) windows.

The building is fronted with a corrugated metal roofed verandah with timber posts, louvred end screen and balustrade set on a sandstone base wall.

[1] The fireplace in the main (west) front room at ground level has been brick over and has a painted timber chimney piece.

The former bedroom to the rear (south) on the eastern side has been partitioned and converted into a bathroom and store room in the late 20th century.

[1] The interiors of the Rear wing are plasterboard ceilings and walls with timber skirtings and carpet or tiles over a concrete slab.

The rear yard is a mix of paving, with raised brick garden beds and cement rendered steps leading to the shared right-of-way located in the south-eastern corner of the property.

However, the place has undergone some change during the early and late 20th century, the most significant being the loss of the original partitioning that formed the front rooms at first floor level.

[1] Externally, the Main Wing is also highly intact, although restoration and repair works in the 1990s have resulted in the rendering of the front facade (possibly the reconstruction of an early addition).

75 Windmill Street is historically significant on a State level for being a very rare and relatively intact surviving example of a purpose built domestic form "town inn".

[1] The building is aesthetically significant on a State level as a very good example of a relatively intact example of a Colonial Georgian style town building containing some features of outstanding significance due to their style and rarity, including the front door case, the front verandah (albeit with altered balustrade), the ceiling cornice and ceiling rose in Space 2 as well as the sandstock brickwork and painted signage known to exist on the front facade (albeit covered by lateraddition render).

[1] Shipwrights Arms Inn was listed on the New South Wales State Heritage Register on 2 April 1999 having satisfied the following criteria.

75 Windmill Street is of exceptional historical significant as being the oldest of a small group of surviving colonial public houses in Millers Point, and is evidence of the earliest form of such buildings.

[1] The configuration of the site, including the rear wing, the alignment of the adjoining properties to the east, west and south and the shared passageway leading to Lower Fort Street are historically significant as evidence of the early (1840s) subdivision of Millers Point, one of Australia's earliest suburbs.

[1] The place is important in demonstrating aesthetic characteristics and/or a high degree of creative or technical achievement in New South Wales.

The form of the subject property is of aesthetic significance as a very good example of a relatively intact Colonial Georgian style town building, demonstrating the aesthetic characteristics of a colonial domestic form building, including the symmetrical facade, (original) exposed brick walling, stone lintels and sills, verandah with separate roof, lourvred shutters and classical detailing to front door case.

Originally constructed in sandstock brick with the name "Shipwright's Arm's" painted on its front facade and which is known to survive under the later addition render is of outstanding significance.

The building is likely to be held in esteem by groups interested in theearly history of Sydney, and groups of people who have lived in Millers Point or The Rocks in recent decades including descendants of the early residents of the place and the locality and former public housing residents of the place and the locality and their descendants since the resumption of the area by the NSW State government in c.1900.

[1] Their location in the heart of Sydney, Australia's first settlement and only urban centre existing in the 1830s makes these buildings of exceptional significance.

[1] As a surviving colonial building located on Windmill Street, the place forms part of a group of residential and commercial buildings that are representative of the early (pre-1850) configuration and development of one of the oldest streets in the locality, which was developed in association with the initial stone quarrying of Millers Point, the windmills located on Jack the Miller's Point and the commercial wharfs at Walsh Bay, and which is one of Australia' oldest suburbs.