Drew Woolcott

Drew Woolcott
Drew Woolcott
Advisory Board Member

Drew Woolcott is the broker of record and driving force behind The Woolcott Team, the most successful team in the Hamilton-Burlington market by sales volume in 2020 and a leading team in the country for many years.

Drew created the team in the early 1990s, and has grown it into the business it is today – conducting over 500 transactions and 300 million dollars in total sales volume annually, and over $2,300,000,000 in aggregated sales volume.

Drew is consistently recognized by his peers for his unparalleled results. He routinely ranks first in Ontario for residential real estate transactions for RE/MAX. He received RE/MAX’s distinguished Circle of Legends Award in 2010, which is reserved for those who have reached the highest level of achievement throughout one’s real estate career. Drew is also a consistent winner of RE/MAX’s Diamond Club Award.

In 2019, Drew and his team placed 1st for number of transactions in Remax Atlantic Ontario (populations under 50 thousand) and 9th in the Top 100 Teams for Remax Worldwide. These are outstanding accomplishments, considering RE/MAX currently has over 90,000 Sales Associates, in more than 6,300 offices, operating in more than 85 countries worldwide.

Outside of The Woolcott Team, Drew is a prominent investor, both locally and abroad. He has investments in residential and commercial real estate throughout the Greater Toronto-Hamilton area. He is also involved in a number of solar energy projects, having recognized the potential in this category early on. Drew has brought his investment savviness to residential developments and investment properties in Savannah, Georgia.

Born and raised in the Hamilton area, Drew is proud of his hometown roots. He currently lives in East Flamborough on a hobby farm. Drew spends as much time as he can enjoying the culture of the downtown core, ideally with his wife and business partner Jayne and their four children.