

Previous winners
2008
4 Wiston Gardens, Double Bay
- Architect: Luigi Rosselli Pty Ltd
- Heritage consultant: John Oultram Heritage & Design
82 Wentworth Road, Vaucluse
- Architect: Melocco + Moore Architects
89 Holdsworth Street, Woollahra
- Architect: Edward Szewczyk + Associates
- Heritage consultant: Graham Brooks & Associates
95 Moncur Street, Woollahra
- Architect: Grove Architects
- Heritage consultant: Ruth Daniell
2006
‘Taj’, 2 Wiston Gardens, Double Bay
- Architect: John Normyle Design
- Heritage consultant: Ruth Daniell
Sherman Studios, 2 Paddington Street, Paddington
- Architect: Tzannes Associates
- Heritage consultant: City Plan Heritage
2 Alton Street, Woollahra
- Architect: Tanner Architects
2004
Babworth House, Mount Adelaide Road, Darling Point
- Architect: Conybeare Morrison International Pty Ltd
Heyko-Porebski residence, 4 The Grove, Woollahra
- Architect: Andre Poresbski + Associates Architects
Six new terrace houses, corner art gallery + café at 86-98 Holdsworth Street, Woollahra
- Architect: Grove Architects
2001
Vaucluse House Kitchen Garden
- Conserved by Historic Houses Trust of NSW
Villa Biscaya, 6 Tivoli Avenue, Rose Bay
- Conserved by owners Robert and Elaine Gregg
- Designer: John Normyle and Jonathon Bryant
- Garden: George Palmer
Weigall Sports ground improvements
- Architect: Tanner & Associates
178 Edgecliff Road, Woollahra
- Architect: Architects in Association
1997
Rose Bay Cottage
- Conserved by: Owners Peter Bracher with his partner Jo and brother-in-law Peter Harris
- Architect: Alan Croker of Design 5
- Builder: Peter Harris