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    Drew Woolcott

    Broker Owner
    Drew Woolcott

    Agent Information

    Serving Ancaster, Hamilton, Burlington, Waterdown and Flamborough

    Drew Woolcott is the broker of record and driving force behind Woolcott Real Estate, one of the most successful real estate teams to service the Waterdown/Burlington/Flamborough/Hamilton area. Drew has led Woolcott Real Estate since the early 1990s when he started out as a solo agent, and has since grown it into the business it is today – conducting over 500 transactions and 300 million dollars in total sales volume annually, and over $3,100,000,000 in aggregated sales volume. Drew’s success can be attributed to his early career days studying the real estate business. Drew recognized that in order to be successful, he couldn’t do it all without the proper systems and support. Drew developed an innovative team system, which is still the foundation for the company’s success today. Sales agents are distinguished between listing and buying agents and work to their strengths, and are supported by a full roster of administrators, marketing and management all with specialized roles and talents to ensure mastery. These factions work smoothly together to deliver the best possible consumer experience. Drew is consistently recognized by his peers for his unparalleled results. During his 28-year tenure with RE/MAX, he has routinely ranked first in Ontario for residential real estate transactions. 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 RE/MAX Atlantic Ontario (populations under 50,000) and 9th in the Top 100 Teams for RE/MAX Worldwide. This is an outstanding accomplishment, considering RE/MAX at the time had over 90,000 Sales Associates,.

    Real estate Drew specializes in:

    • Residential
    • Residential / Commercial
    • Relocation
    • Senior Communities
    • Buyer Brokerage
    • Luxury Homes
    • Condominiums
    • Residential Acreages
    • Horse Property
    • New Construction
    • Farm Land
    • Property Management
    • Investments
    • Rentals
    • Power of Sale
    • Development Land
    • Business Opportunities

    Career Awards

    Lifetime Achievement
    Circle of Legends
    Hall Of Fame
    Luminary of Distinction

    Team Awards

    Diamond Club Team
    2018
    Pinnacle Club Team
    2020
    Diamond Club Team
    2016
    Pinnacle Club Team
    2023
    Diamond Club Team
    2017
    Diamond Club Team
    2019
    Pinnacle Club Team
    2022

    Individual Awards

    Diamond Club
    2009
    Diamond Club
    2015
    Diamond Club
    2012
    Chairman's Club
    2003
    Chairman's Club
    2006
    Chairman's Club
    2007
    Diamond Club
    2013
    Platinum Club
    2001
    Diamond Club
    2008
    Diamond Club
    2011
    Chairman's Club
    2004
    Chairman's Club
    2002
    Diamond Club
    2010
    Chairman's Club
    2005
    Diamond Club
    2014

    Serving Ancaster, Hamilton, Burlington, Waterdown and Flamborough

    Drew Woolcott is the broker of record and driving force behind Woolcott Real Estate, one of the most successful real estate teams to service the Waterdown/Burlington/Flamborough/Hamilton area. Drew has led Woolcott Real Estate since the early 1990s when he started out as a solo agent, and has since grown it into the business it is today – conducting over 500 transactions and 300 million dollars in total sales volume annually, and over $3,100,000,000 in aggregated sales volume. Drew’s success can be attributed to his early career days studying the real estate business. Drew recognized that in order to be successful, he couldn’t do it all without the proper systems and support. Drew developed an innovative team system, which is still the foundation for the company’s success today. Sales agents are distinguished between listing and buying agents and work to their strengths, and are supported by a full roster of administrators, marketing and management all with specialized roles and talents to ensure mastery. These factions work smoothly together to deliver the best possible consumer experience. Drew is consistently recognized by his peers for his unparalleled results. During his 28-year tenure with RE/MAX, he has routinely ranked first in Ontario for residential real estate transactions. 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 RE/MAX Atlantic Ontario (populations under 50,000) and 9th in the Top 100 Teams for RE/MAX Worldwide. This is an outstanding accomplishment, considering RE/MAX at the time had over 90,000 Sales Associates,.

    Real estate Drew specializes in:

    • Residential
    • Residential / Commercial
    • Relocation
    • Senior Communities
    • Buyer Brokerage
    • Luxury Homes
    • Condominiums
    • Residential Acreages
    • Horse Property
    • New Construction
    • Farm Land
    • Property Management
    • Investments
    • Rentals
    • Power of Sale
    • Development Land
    • Business Opportunities

    Career Awards

    Lifetime Achievement
    Circle of Legends
    Hall Of Fame
    Luminary of Distinction

    Team Awards

    Diamond Club Team
    2018
    Pinnacle Club Team
    2020
    Diamond Club Team
    2016
    Pinnacle Club Team
    2023
    Diamond Club Team
    2017
    Diamond Club Team
    2019
    Pinnacle Club Team
    2022

    Individual Awards

    Diamond Club
    2009
    Diamond Club
    2015
    Diamond Club
    2012
    Chairman's Club
    2003
    Chairman's Club
    2006
    Chairman's Club
    2007
    Diamond Club
    2013
    Platinum Club
    2001
    Diamond Club
    2008
    Diamond Club
    2011
    Chairman's Club
    2004
    Chairman's Club
    2002
    Diamond Club
    2010
    Chairman's Club
    2005
    Diamond Club
    2014