David Highland

David Highland

Founder and CEO at Highland Cronulla
  •   4.7   (6 reviews)

About David

David Highland is the Founder and CEO of Highland, one of Australia’s leading independent property groups. With more than 30 years of experience across the property industry, David has built a reputation for strategic growth, innovation and high performance. Since establishing Highland in 2007 with a team of six, he has grown the business into a multidisciplinary network of more than 220 professionals across seven offices on Australia’s East Coast. Today, Highland operates across residential and rural sales, property management, commercial, project marketing, finance and marine, providing an integrated platform across the property lifecycle. The group has a significant presence across Sydney’s Sutherland Shire, Double Bay, Inner West and Southern Highlands, as well as the Northern Rivers and Gold Coast, transacting more than $2.5 billion in property sales annually and managing more than 5,000 investment properties across the network. David’s leadership has been defined by an ability to identify opportunities, build high performing teams and expand into new markets while maintaining Highland’s independent culture and commitment to its clients. His entrepreneurial interests extend beyond traditional real estate. In 2023, David launched Calico Marina in Cronulla, creating a new waterfront destination incorporating world class marina facilities and Pippis by The Grounds. This was followed by the launch of Highland Marine, extending the Highland platform into luxury marine sales and lifestyle. Throughout his career, David has been recognised as one of Australia’s leading real estate professionals and has consistently ranked among the country’s top performing agents. Today, his focus extends beyond transactions to the future of the property industry, including business growth, leadership, technology, AI, market performance and the continued evolution of the Highland network. REB Principal of the Year Metropolitan 2026 REINSW Winner Residential Salesperson of the Year Award 2022 REB Top 4 Agent in Australia 2022 REB Winner Australian Excellence Award 2021 REB Winner Boutique Independent Office of the Year 2020 & 2021 REB Winner Principal of the Year Metropolitan 2019 & 2021 REB Top 7 Agent in Australia 2020 REINSW Winner Real Estate Agency – Large 2018, 2019 & 2020 REB Top 5 Sales Office Australia - 2019 REB Top 6 Agent in Australia 2019 REINSW Winner Residential Salesperson of the Year 2018 REB Top 7 Agent in Australia 2018 REB Top 9 Agent in Australia 2017

David's reviews

  4.7  
David has 6 reviewsacross 4 different locations, showing 6.
Review David
over 8 years ago
Highland Agency - disciplined and result driven

I would recommend anyone considering selling their property to contact Highland. What was spoken about during my first meeting with David, Laura McKay and Jaymie Kelly they delivered on. Not just a sale but all aspects that supports the sale - pre, during and post. The systems in place gave me confidence I was getting the best opportunity to sell my property and I was able to make the best decision for me when required. Congratulations

about 9 years ago
Great result

- Very professional - Very high level of integrity through the sale process

about 9 years ago
Faith restored.

In recent years I doubt that there has been a bigger sceptic or critic on the business practices of real estate agents than me . My recent experience with not only Dave Highland , but all the people at Highlands that I dealt with during a frenzied seven days , has changed my view. I was not even in the market for a new home , however somewhere in their database , they knew that my wife liked a particular street and they sent me an email noting this and advising that a particular place in that street was coming onto the market within a week. They also attached a link with many photos. My wife went and had a look the following day , loved the property , we agreed on a price that night and exchanged the next day. That then left me with having purchased a waterfront and having a waterfront I then needed to sell. Dave and his team came to my house the next day and valued it at a range we were happy with and which was actually more than we anticipated. Obviously we wanted as much as possible but needed to be realistic to achieve a quick sale given I had already exchanged on a purchase.They took photos and prepared a link and sent that out to their database on the Thursday advising of a "soft opening " restricted to their database , on the Saturday. 15 groups turned up , 3 contracts issued on the Monday with 2 making appointments to exchange on the Wednesday at a figure at the top of the range. We exchanged on the Wednesday . I could not be anything but extremely impressed with the professionalism of Dave and his entire team. What stood out is that whilst there is an obvious balancing act , their primary obligation was always to the vendor to achieve the best price and make the who process not only exciting but also easy. I learnt through this process ( which involved 2 properties worth more than a combined $ 10M ), that Dave is a person of his word who earned my complete trust . He has my highest recommendationa nd I would have no hesitation using him in the future.

over 9 years ago
David Highland and his team are the preminent Real Estate Group in Cronulla.

David Highland and his team are the preminent Real Estate Group in Cronulla. They have a intricate knowledge of the Shire property market and handle all aspects of negotiation and sale in a truly professional manner. I would have no hesitation in recommending them to anyone looking to purchase or sell property in the Shire. Their reputation precedes them which is one reason that their Property Group seems to list the majority of saleable properties in the area.

over 9 years ago
Industry best Agent

Working with David Highland to sell my property was not only easy but also filled me with confidence to know he genuinely had my best interests managed. He is an excellent communicator backed by deep market knowledge. His ability to understand and focus on the key points for both buyers and sellers is not found elsewhere. You can be assured of great results when working with David Highland.

over 9 years ago
Fantastic service and credibility

David and his team provided an exceptional level of service and knowledge accompanied with unparalleled professionalism in securing a record breaking sale of our apartment. I would recommend David Highland to anyone who asked.

David's properties

David has 9 properties for sale and sold 24 properties in the last 12 months, showing 4, sorted by most recent activity

SoldSep 9, 2026
Price not available
167 Old South Head Road
Bondi Junction NSW 2022
5
5
3
House
For Sale
Price not available
G01/14 Roker Street
Cronulla NSW 2230
3
2
2
Apartment
SoldApr 24, 2026
Price not available
303B/5 Preston Avenue
Engadine NSW 2233
1
1
1
Apartment
SoldApr 16, 2026
$22,000,000
11 The Esplanade
Cronulla NSW 2230
5
4
4
Block of units
Show all 33 properties
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