This is my big scrapbook of drawings, prints and paintings of Sydney, from the First Fleet artists through to the mid-twentieth century. The early colonial views are here – William Dawes' 1789 sketch of Sydney Cove, James Heath and Joseph Lycett, the French expedition artists Lesueur and de Sainson, John Skinner Prout, Conrad Martens and S. T. Gill. Alongside them are the later artists who went looking for what was left of the old town: Lionel Lindsay, Sydney Ure Smith, Alfred Coffey, Gayfield Shaw, Cedric Emanuel and many more.
The pictures are in rough alphabetical order by title. I've given each one its title, artist and date where I know them. Where I've guessed, I've said so, and if you can put a name or a place to any of the unknowns, I'd love to hear from you.
Related posts on this blog: A Series of Lithographic Drawings – Sydney & Its Environs · Important Colonial Paintings, Watercolours, Drawings & Etchings

A Direct North General View of Sydney Cove – Thomas Watling, 1794Image: Thomas Watling – via Wikimedia Commons (Public domain). Source
Assorted Drawings Of Old Colonial Sydney Town

2 Figures At Head Of Stairs - Victoria Street
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A Corroboree Of The Natives in Australia 1844 - After Charles Stanforth Hext
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A Family Of NSW - 1793 - William Blake - After Phillip Gidley King
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A Street In Sydney - After Louis Auguste de Sainson
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A View Of Sydney - NSW - John Lewin
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A Western View Of Sydney Cove - 1790 - James Heath
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Abbotsleigh - Private Girls School - Wahroonga - 1982 - Austin Platt
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Admiralty House - From Dawes Pt - Alfred Coffey
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Agar Steps - The Rocks - Carlson Terrace - Cedric Emanuel
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Annesley - Bowral - Cedric Emanuel
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Argyle Cut - The Rocks - Sydney - Alfred Coffey
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Argyle Cut - The Rocks -1927 - Alfred Warner Ernest
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Argyle Cut From The Rear - 1917 - Lionel Lindsay
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Ashmore House - Kent St - Sydney - Lionel Lindsay 1874-1961
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At The Glebe - Rosalie Ann Thorne - After Conrad Martens
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Back Of House - Gloucester St - Alfred Coffey - 1919
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Baptist Church - Newtown - 1905
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Barracks From George St - Wynyard Square - John Carmichael
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Bare Island Fort - Botany Bay - Cedric Emanuel
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Bible Hall - Sydney - S T Gill
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Black Wallad House - Cumberland St - Lionel Lindsay
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Boat Sheds With Old Dock - 1930s - Cedric Emanuel
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Boatshed - Cremorne - John Barclay Godson
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Booloominbah - Residence Of F R White - Armidale NSW
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Botany Bay - 1930's - Douglas Pratt
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Botany Bay - NSW - Joseph Lycett
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Bowdans Corner - 1925 - Lionel Lindsay
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Bridge St - Sydney - 1930 - David Baker
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Bridge Street - 1931 - Alfred Edward Warner Ernest
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Building Of The War Memorial - Hyde Park - 1932 - Cedric Emanuel
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Building Of Wynyard Station - Sydney - Could Be - Kathleen Butler
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Building Sydney Harbour Bridge - 1929 - A H Fullwood
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Building The Pylons - Dawes Pt - 1926 - Walter M Goode - Smith
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Bungaree - Chief Of Broken Bay Tribe - 1830 - Charles Rodius
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Burdekin House - 1923 - A H Fullwood
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Burdekin House - 1934 - Macquarie Street - Gayfield Shaw
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Calder House - Eveleigh - 1926 - Alfred Coffey
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Campbells Wharf - 1930 - Geoffrey C Ingleton
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Captain Arthur Phillip - Engraved Henry Macbeth-Raeburn After Francis Wheatley
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Castlereagh Street - 1897 - Hall Thorpe
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Castlereagh Street - 1916 - Gayfield Shaw
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Central Station - 1933 - Number 2 - Robert Emerson Curtis
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Central Station - 1933 - Robert Emerson Curtis
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Ceremony - Turning the First Sod For Railway in Australia - 1870's - After John Rae
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Circular Quay - 1856 - Samuel Thomas Gill
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Circular Quay - 1915 - Sydney Ure Smith
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Circular Quay - 1926 - Sydney Long
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Circular Quay - Phillip Stephan Photo Lithograph - 1890s
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Circular Quay - Sydney - Scenery - Samuel Thomas Gill
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Circular Quay East - 1932 - Alfred Edward Ernest
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Circular Quay With Moored Sailing Ships - Sydney Ure Smith
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City Railway Terminus - 1856 - S T Gill
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Claremont - Rose Bay - Rosalie Ann Thorne
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Clyde St - The Rocks - Old Sydney - Alfred Coffey
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Cnr Liverpool & Victoria Place - 1945 - Gayfield Shaw
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Cnr Oxford & College St - Sydney - 1935 - Gayfield Shaw
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Competition Design For Sydney Trades Hall - Unknown Artist
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Concert Hall - Sydney Opera House Under Construction - Robert Emerson Curtis
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Coogee Bay - W H Raworth
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Coogee Beach - After Edward Combes
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Corroboree Of Aboriginals - 1856 - After Samuel Calvert
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Cranbrook - 1934 - Sydney - NSW - Sydney Long
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Cricket Match - Military Barracks - 1845 - After Charles Stanforth Hext
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Cumberland St - The Rocks - George Collingridge
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Cumberland St - The Rocks - J B Henderson
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Darling Point - 1930s - Douglas Pratt
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Dawes Battery - Sydney Harbour - 1917 - Sydney Ure Smith Number 2

Dawes Battery - Sydney Harbour - 1917 - Sydney Ure Smith Number 3
Dawes Battery - Sydney Harbour - 1917 - Sydney Ure Smith
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Dawes Point - 1924 - A H Fullwood
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Design for Industrial Home For Blind Women - NSW - Artist Unknown
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Design Of The GPO - Sydney - 1888
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Distant View Of Sydney From South Head NSW - 1824 - Joseph Lycett
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Doorway - Freemans Journal - 1916 - Sydney Ure Smith
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Old Pyrmont Bridge - Alfred Coffey
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Old Queen Victoria Markets - Sydney - Julian Ashton
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Old Steps - Sydney - 1930 - Donald Friend
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Old Sydney Boys High School - 1926 - Austin Platt
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Old Sydney Girls High School - Lionel Lindsay - Number 2
Old Sydney Girls High School - Lionel Lindsay
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On The Slips - Rushcutters Bay - 1930's
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On The Slips - Rushcutters Bay - 1930's
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Oriental Bank - Pitt St - 1851 - Sydney - Samuel Thomas Gill
Oriental Bank - Pitt St - Sydney - Samuel Thomas Gill
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Panorama - Liverpool Shewing & Moorebank Estate From Church Tower
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Panorama Of Sydney - 1820's - After Robert Burford
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Parbury's Bond - Ure Smith
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Parliament House - Sydney - 1920's - Edward Warner
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Parramatta - Joseph Lycett
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Parramatta Bridge - Parramatta River - After Louis Auguste de Sainson
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Pastoral Scene - Rosalie Ann Thorne - After Conrad Martens
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Phillip St - Sydney - 1932 - Alfred Edward Warner Ernest
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Picton - NSW - W H Raworth
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Pinchgut Island - Fort Denison - Sydney Harbour - Vincent Woodthorpe
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Plan De La Ville De Sydney - 1811 - After Charles Alexander Lesueur - French
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Plan Of 42 Allotments On The Point Piper Road - Sydney
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Plan Of Prince Alfred Park Showing Sydney Agricultural Exhibition
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PLC Croydon - 1930s - Douglas Pratt
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Point Piper Near Rose Bay - Rosalie Ann Thorne - After Conrad Martens
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Port Jackson - View on Vaucluse Road - George E Peacock
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Port Jackson from Dawes Battery - 1842 - John Skinner Prout
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Port Jackson Harbour - Taken From South Head - After John Eyre - Walter Preston
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Port Jackson Views - Conrad Martens - Number 1
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Port Jackson Views - Conrad Martens - Number 2
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Port Jackson Views - Conrad Martens - Number 3
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Port Jackson With Garden Island From The Church - Darling Pt - Conrad Martens
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Portico - Sydney Town Hall - 1934 - Sydney - Gayfield Shaw
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Portrait Of An Aboriginal Woman - 1910 - John Mather
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Portrait Of John Plunkett - 1847 - Charles Rodius
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Presbyterian Church - Neutral Bay - NSW
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Presbyterian Ladies College - Croydon - 1934 - Gayfield Shaw
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Probable Effects Of Female Emigration - 1850s - George Cruikshank
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Proposed Wharfage Improvements - Sydney - NSW - After A C Cooke
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Proposed Workers Flats - Harris St - Ultimo
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Pyrmont Bridge - 1925 - John Goodchild
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Queens Square - Cedric Emanuel
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Queens Square - Sydney - 1945 - Austin Platt
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Raby - Farm Of Alexander Riley Esq - 1824 - Joseph Lycett
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Royal Yacht Club - 1920's - Edward A Warner
SCEGS - Darlinghurst - 1930 - Edward Warner
Scenery In & Around Sydney - S T Gill - Number 1
Scenery In & Around Sydney - S T Gill - Number 2
Scenery In & Around Sydney - S T Gill - Number 3
Scenery In & Around Sydney - S T Gill - Number 4
School Of Arts - Pitt Street - S T Gill
Select Views Of Sydney NSW - John Carmichael - Number 1
Select Views Of Sydney NSW - John Carmichael - Number 2
Select Views Of Sydney NSW - John Carmichael - Number 3
Select Views Of Sydney NSW - John Carmichael - Number 4
Select Views Of Sydney NSW - John Carmichael - Number 5
Select Views Of Sydney NSW - John Carmichael - Number 6
Select Views Of Sydney NSW - John Carmichael - Number 7
Ship Builder - Darling Harbour - 1838
Ships Near Fort Denison - Frederick James Elliot
Shore School - North Sydney - 1924 - Ernest Warner
Sketch Of Sydney Cove - 1789 - NSW - William Dawes
South Head Road - Sydney - 1890s - Phillip Stephan
South West View Of Sydney - 1814
St James Church - Sydney - 1856 - Samuel Thomas Gill
St Marys Cathedral - Sydney - 1925 - Edward Warner
St Michaels Arch - Avalon - W H Raworth
St Thomas Church - St Leonards - 1851 - Conrad Martens
Steps Of The Sailors Return - The Rocks - Lionel Lindsay
Sunday Morning - The Rocks - 1918 - Lionel Lindsay
Sydney - New South Wales - Samuel Calvert - After A C Cooke - Number 2

Sydney - New South Wales - Samuel Calvert - After A C Cooke
Sydney & The Cove From Milsons Pt - Conrad Martens
Sydney Church Of England Grammar School For Girls - 1934 - Austin Platt
Sydney Cove - 1798 - After Charles Alexander Lesueur
Sydney Cove - 1842 - John Skinner Prout
Sydney Cove & Fort Denison - Approx. 1886 - Unknown Artist
Sydney Foreshore - Rushcutters Bay - Sydney Ure Smith
Sydney From Bay Road - Sydney Ure Smith
Sydney From Milsons Point - 1924 - John Goodchild
Sydney From Milsons Pt - John Goodchild - 1920's
Sydney From Parramatta Road - Joseph Lycett
Sydney Harbour - Emigrants Arriving - 1851 - Oswald Brierly
Sydney Harbour - Establishment - Main Settlement - After Barthelemy Lauvergne
Sydney Harbour & Neighbourhood - 1874 - After W H Raworth - Number 1
Sydney Harbour & Neighbourhood - 1874 - After W H Raworth - Number 2
Sydney Harbour & Neighbourhood - 1874 - After W H Raworth - Number 3
Sydney Harbour & Neighbourhood - 1874 - After W H Raworth - Number 4
Sydney Harbour From Bradley's Head - John Shirlow
Sydney Harbour From Fort Denison - Sydney Ure Smith
Sydney Harbour from McMahons Point - Lloyd Rees
Sydney Heads - NSW - Eugene Von Guerard
Sydney Hospital Parliament & Mint Building - Cedric Emanuel Number 2
Sydney Hospital Parliament & Mint Building - Cedric Emanuel
Sydney Punch - Illustration - Number 1
Sydney Punch - Illustration - Number 2
Sydney Punch - Illustration - Number 3
Sydney Punch - Illustration - Number 4
Sydney Punch - Illustration - Number 5
Sydney Punch - Illustration - Number 6
Sydney Punch - Illustration - Number 7
Sydney Punch - Illustration - Number 8
Sydney Punch - Illustration - Number 9
Sydney Punch - Illustration - Number 10
Sydney Punch - Illustration - Number 11
Sydney Punch - Illustration - Number 12
Sydney Punch - Illustration - Number 13
Sydney Punch - Illustration - Number 14
Sydney Punch - Illustration - Number 15
Sydney Punch - Illustration - Number 16
Sydney Punch - Illustration - Number 17
Sydney Punch - Illustration - Number 18
Sydney Punch - Illustration - Number 19
Sydney Punch - Illustration - Number 20

Sydney Punch - Illustration - Number 21
Sydney Punch - Illustration - Number 22
Sydney Punch - Illustration - Number 23
Sydney Punch - Illustration - Number 24
Sydney Punch - Illustration - Number 25
Sydney Punch - Illustration - Number 26
Sydney Punch - Illustration - Number 27
Sydney Punch - Illustration - Number 28
Sydney Punch - Illustration - Number 29
Sydney Punch - Illustration - Number 30
Sydney Punch - Illustration - Number 31
Sydney Punch - Illustration - Number 32
Sydney Punch - Illustration - Number 33
Sydney Punch - Illustration - Number 34
Sydney Royal Easter Show - Number 1 - Robert Emerson Curtis
Sydney Royal Easter Show - Number 2 - Robert Emerson Curtis
Sydney University - 1890s - Sydney Phillip Stephen
Sydney University - 1927 - Thomas Friedensen
Tarban Pt & Mission House - Hunters Hill - F C Terry
Tasmanian Club - Sydney - 1927 - J C Goodhart
Terrace Houses & st Mary's Cathedral - Tempe Manning
The Australian Steam & Navigation Company Shipping office - Sydney - Part 1
The Australian Steam & Navigation Company Shipping office - Sydney - Part 2
The Battle For Bligh St - Or Last Hours - Union Club - Elizabeth Rooney
The Bridge From The Heights Of Woolloomooloo - 1932 - Robert Emerson Curtis
The Cenotaph & Its Symbolic Meaning - Gayfield Shaw
The City of Sydney - 1888 - M S Hill
The City Of Sydney Looking East From Darling Harbour - Samuel Calvert - After A C Cooke
The Coast Hospital - Little Bay - 1893
The Cottage - Paddington - George Penkivil Slade
The Dry Dock Terminus - Sydney - S T Gill
The Friary - Waverley - NSW - 1890s
The Gap - Sydney - 1926 - A H Fullwood
The Harbour From McMahons Point - Ure Smith

The Harbour from McMahons Pt - 1914 - Sydney Ure Smith
The Last Tram - Sydney - C H Percival - Number 1
The Last Tram - Sydney - C H Percival - Number 2
The Last Tram - Sydney - C H Percival - Number 3
The Last Tram - Sydney - C H Percival - Number 4
The Little Schooner - Mosman - 1915 - Ure Smith
The Looking Glass - Transportation - Robert Seymour
The Lower Lodge - Domain - 1851 - Conrad Martens
The Lower Lodge - Domain - Conrad Martens
The Med School Doorway - Sydney University - 1926 - Ben Hilder

The Metropole - 1960's Sydney - Frank Halliday
The Mint Barracks & Macquarie St - 1925 - Edward Warner
The Obelisk - Macquarie Place - 1920's - Eirene Mort
The Old Shop - Cnr Phillip & Hunter Sts - Sydney Ure Smith
The One O'Clock Gun - Fort Denison - Ben Hilder
The Oxford Hotel - Sydney - Baker & Rouse Materials - Number 1
The Oxford Hotel - Sydney - Baker & Rouse Materials - Number 2
The Porch - St Michaels - Rose Bay - 1924 - James A Crisp
The Pulteney - 50th Anniversary Of NSW - Geoffrey C Ingleton
The Stables Of The Royal Hotel - Windsor - 1919 - Lionel Lindsay
The Sun Office - 1917 - Sydney Ure Smith
The Sydney Mint - 1930's - Gayfield Shaw
The Sydney Morning Herald Building - 1926 - Thomas Friedensen
The Tank Stream - Sydney - John Skinner Prout
The Timber Yard - Sydney - 1915 - Lionel Lindsay
The Union Club - Sydney - Lionel Lindsay
The Waterfront - Milsons Point - 1918 - Sydney Ure Smith
The Whalers Arms In The Days Of The Push - 1930's - Lionel Lindsay
The Wooden Bridge To Pyrmont - Alfred Coffey
The Woolpack Inn - Parramatta - 1835 - Geoffrey C Ingleton
Toll Gate & Benevolent Asylum - George St South - Attrib to Robert Russell
Tower Building With Crest - Jessie Traill
Uphill - Essex Street - Sydney - 1966 - Elizabeth Rooney
Vaucluse House - 1921 - Eirene Mort
Vaucluse House - 1930s - Wentworth House - J C Goodhart
View - Part Of Windsor - NSW - Taken From Hawkesbury - 1811 - Philip Slaeger
View From The Gap - South Head - Edward Turner
View From Darling Point Rd - 1851 - Conrad Martens
View in George St - 1842 - John Skinner Prout
View In George Street - Sydney - John Skinner Prout
View in Sydney Harbour - 1917 - Evening - John Shirlow
View Of Botany Bay - 1789 - Robert Cleveley
View Of Botany Bay - after Robert Cleveley
View Of Governors House - Rosehill - 1798 - James Heath
View Of Hawkesbury & Blue Mountains - After Captain James Wallis Walter Preston
View Of Henrietta - Point Piper - NSW - Joseph Lycett
View Of Port Jackson Taken From South Head - 1814 - After William Westall

View of Sydney From Bel Mount Anon - 1814
View Of Sydney From North Shore - 1879 - After Edward Boulton
View Of Sydney From North Shore - 1879
View Of Sydney From The North Side - After Joseph Lycett
View of Sydney Harbour - Sydney Illustrated - John Skinner Prout - Number 1
View of Sydney Harbour - Sydney Illustrated - John Skinner Prout - Number 2
View of Sydney Harbour - Sydney Illustrated - John Skinner Prout - Number 3
View Of Sydney Harbour - Sydney Ure Smith
View Of Sydney Harbour & Fort Macquarie - 1838 - After Charles Rodius
View Of The Governors Stables - Sydney - 1833 - After Louis Auguste de Sainson
View Of The Heads At Port Jackson - 1833 - After Louis Auguste de Sainson
View Of Windsor Upon The Hawkesbury River - 1824 - Joseph Lycett
View Over Sydney Harbour - Possibly From Neutral Bay - Unknown Artist
Views Of Claremont - Number 2 - Rosalie Ann Thorne
Views Of Claremont - Rose Bay - Rosalie Ann Thorne
Views Of Old Sydney - John Sands
Views Of Western Australia From the Astrolabe Journey - Louis Auguste de Sainson - Number 2
Views Of Western Australia From the Astrolabe Journey - Louis Auguste de Sainson - Number 3
Views Of Western Australia From the Astrolabe Journey - Louis Auguste de Sainson - Number 4
Views Of Western Australia From the Astrolabe Journey - Louis Auguste de Sainson - Number 5
Views Of Western Australia From the Astrolabe Journey - Louis Auguste de Sainson
Villa Residence - Carlingford NSW - 1893

Vue De Sydney - J Cassell
Watkin St - Newtown - Norman Baker
William Street - Sydney - David Baker
Windmill - Sydney (location unknown) - A H Fullwood
Windmill Hill - The Rocks - A H Fullwood
Windmill Hill - The Rocks - Sydney - A H Fullwood
Windmill St - Old Sydney - 1926 - Sydney Long
Windmill Street - Old Sydney - 1926 - Sydney Long
Windsor NSW - 1917 - Sydney Ure Smith
Woolloomooloo - Sydney - Cedric Emanuel
Woolloomooloo Bay Looking North East - John Skinner Prout
Wreck of The Hereward - Maroubra - Unknown Artist
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