107) to John Donohoe in 1842 who immediately erected a single storey wooden bakehouse timber shingled roof.

The southern half of this building was described in Sydney Municipal Rate Books of 1863 as a public house constructed of stone walls and slate roof.

Freehill retained the rear store and bakehouse of Lot 1 but conveyed the public house known as "The Shipwrights Arms" to Reverend P. Young in 1868.

107 and 109 George St were resumed by the Government in 1901, these buildings survived the demolitions that occurred around the area because of their substantial nature and relatively young age.

107 George Street was a clothes shop between 1900 and the early 1920s, initially run by Mrs K. Symonds and then W. H. Kent and Co. After that it became a hairdresser.

By the 1960s, 107 George Street contained a laundry and a museum with residential apartments in the upper levels and 109 was a restaurant known as The Rocks Push.

In the same year the central section of the top floor sandstone George Street façade was reconstructed due to structural failure.

In 2009 the building underwent internal and external conservation works and a replica sandstone carved pediment was reinstated onto the roof.

[1] In 1988 the architectural firm, D4 Design undertook the refurbishment of the ground and first floors of 107–109 George Street for Neil Perry, Chef, of the Rockpool restaurant.

[1] As at 31 March 2011, the Rockpool Restaurant and site are of State heritage significance for their aesthetic, historical and scientific cultural values.

[1] The buildings at 107–109 George Street are an integral part of the fabric of The Rocks and associated with all key phases of its history, from the establishment of the colony.

The buildings use since the 1970s as a restaurant continue the commercial history of the site and also reflect the growth of The Rocks area as a tourist destination.

Should sub-surface archaeological resources remain intact, the site is likely to yield important evidence of material culture that contributes information about the development and occupation of The Rocks area that is unavailable from other sources.

[1] Shop, Rockpool Restaurant was listed on the New South Wales State Heritage Register on 10 May 2002 having satisfied the following criteria.

107–109 George St is representative of the nature of development of privately built and owned commercial properties found in The Rocks in the mid-19th century as part of the development of the northern end of George St as a commercial centre associated with the maritime activity of Circular Quay.

Located within The Rocks business precinct these buildings are associated with a period of growing commercial confidence in New South Wales.

The c. 1970 refurbishment of the building was one of the first undertaken by the then Sydney Cove Redevelopment Authority, a significant phase in The Rocks in the late 20th century.

107–109 George Street is typical of the private waterfront properties resumed by the Sydney Harbour Trust in the early 20th century.

The buildings at 107–109 George St are significant due to the following reasons:[1] The site is located in the historic Rocks precinct, which is associated with the convict settlement of Australia as the earliest area of Sydney to be developed.

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

It has been the subject of many planning schemes and when threatened with demolition, articles in the press, public meetings and representations demonstrated how highly regarded this area is to the locals, people of Sydney and visitors.

The site has potential to contain subsurface archaeological deposits associated with occupation of the area from the early settlement period in The Rocks.

[1] The place possesses uncommon, rare or endangered aspects of the cultural or natural history of New South Wales.