Oldest law firm in the Southern Highlands


Haille Paine Solicitors was established in 1879 and is the oldest law firm continuously serving the Southern Highlands community. We provide a wide range of expertise and experience in law with our friendly and trusting staff are here to help you overcome the apprehension of seeing a solicitor.


Areas of Law

Haille Paine Solicitors focus on:

Employment Law

  • Conveyancing (Sale of Property and Business)

  • Estate Planning, Deceased Estates and Probate


Our History

Bong Bong Street Bowral in 1910

Bong Bong Street Bowral in 1910

Our Merrignang Street office has served us well for many years.

Our Merrignang Street office has served us well for many years.

The legal practice was founded in 1879 by Charles Gale and later joined by Bennington Haille Paine. In 1927 Bennington Paine was joined by his son, Haille Hands Paine, and in keeping with family tradition, his grandson Haille Scott Smith became a principal partner in 1954, remaining with the practice until 2000.

The practice had an office in Moss Vale and opened a second office in Bowral in Wingecarribee Street. Haille Paine developed into one of the most established and well-respected legal practices in the Southern Highlands.

As Haille Paine expanded, the Bowral office in Wingecarribee Street became too small and the practice relocated to the present-day heritage cottage, ‘Merrigang’ at 22 Merrigang Street, Bowral. The Moss Vale office eventually closed so all the staff could work under one roof.

In 1969, Peter Fleming joined Haille Paine and became the principal after the retirement of Haille Smith in 2000. Peter’s daughter, Penelope joined the practice in 2007 and her husband, Scott Leary in 2008. After 45 years with the practice, Peter Fleming retired in 2013 and Scott became the principal. Scott, Penelope and their three children moved to the New England in 2017 so Penelope could further her studies and Scott permanently relocated his practice to Armidale in late 2018.

Today the practice in Bowral has two principals: Rohan McAlpine and David Allen, who is also the practice manager. Rohan McAlpine joined the practice in 2014 and David Allen in 2017 when David Allen Legal merged with Haille Paine Solicitors. Kerrie Allman-Hore joined the practice as a legal clerk in 2014 and has worked as a solicitor since qualifying in July 2016. In mid-2018 Kerrie was made an Associate.

The year 2019 marks the 140th anniversary of the practice, the first to be established in the Southern Highlands. Haille Paine is excited for its next chapter in continuing to serve the community with a move from Merringang Steet to Station Street, Bowral.

Our new location from July 2019. Sation Street, Bowral

Our new location from July 2019. Sation Street, Bowral


Our Team

Haille Paine Solicitors David Allen

David Allen

Principal and Practice Manager

David joined Haille Paine in September 2017 when David Allen Legal merged with Haille Paine Solicitors. He is the Practice Manager and a Principal of Haille Paine.

David brings a wealth of experience from 17 years working in Sydney law firms, including Hicksons Lawyers, and 10 years as a sole practitioner in the Southern Highlands as principal of David Allen Legal. He specialises in employment law as well as insurance law acting for insurers, education law, property law, and wills and estates.

David is the President of the Berrima District Law Society and is a member of the Highlands Business Circle and the Southern Highlands Chamber of Commerce & amp; Industry. He is an honorary director of the Southern Highlands Foundation, which promotes and supports charitable causes in the area.

Away from the office, David is a regular soloist in sacred music productions at St Jude’s Anglican Church in Bowral. He is involved in many community non-for-profit organisations including the Bowral Autumn Music Festival and the Mandemar Volunteer Rural Fire Brigade. David and his wife Tina enjoy living on their farm near Berrima where they have an olive grove and a small herd of black Angus cattle.


HPaine 01 LOW RES_3.JPG

Rohan Mcalpine


Rohan joined Haille Paine Solicitors in 2014 and since September 2017 has been a Principal of Haille Paine. Rohan enjoys the private client work at Haille Paine and brings to the practice a wealth of knowledge and experience in a broad range of legal areas including commercial law, property law, deceased estates and estate planning.

In 2010, Rohan made a successful tree change with his wife Lara from Sydney to the Southern Highlands. Prior to that he had worked in a variety of boutique and corporate law firms in Sydney and London, working predominantly in litigation.

After growing up in rural NSW, Rohan is enjoying working and bringing up his young family in the Southern Highlands, where he is actively involved in the local community. Outside of work, he can be found running around the soccer field or in the garden with his kids.

Haille Paine Solicitors  Kerrie Allman-Hore

Kerrie Allman-hore


Kerrie is an Associate at Haille Paine and specialises in Deceased Estates and Estate Planning Law. She has worked at the firm since 2014. She has practised in many areas of law during her time as a solicitor and the seven years she worked as a paralegal. She now works almost exclusively in the areas of estate planning, probate and estate administration, and family provision. She is also the Secretary of the Berrima District Law Society.

Kerrie grew up in the Southern Highlands and enjoys the variety of legal work in a regional practice. She provides an empathetic and reassuring approach to clients at times of difficulty, such as after the loss of a loved one.

Outside of work, Kerrie attends local women’s networking groups and is involved in the community, including a women’s shelter. She enjoys photography and exploring the natural wonders of the area.

Contact Us


Call today to make an appointment with
one of our friendly solicitors.

Our Office

22 Merringang Street
Bowral NSW 2576

From July 15, 2019 our new address is:
Suite 1, 18 Station Street
Bowral NSW 2576

PO Box 348
Bowral NSW 2576

Haille Paine moving

02 4861 1077


Courtesy of Terry Muller-Maher Photography

Courtesy of Terry Muller-Maher Photography