Drew Woolcott

2nd in the top 100 Teams for RE/MAX – All of Canada! Drew is a dedicated professional and a Top Producer at RE/MAX, a specialist at ‘Netting you More’ for your home!

Drew Woolcott has proven he is a successful and hardworking real estate agent in the Burlington area. After selling his business in Missisauga over 25 years ago, Drew found that the natural progression for him was into the field of real estate. He was licensed in 1993 and worked for years as a solo agent. However, it wasn’t long until he realized working alone wasn’t the best way to service his clients – he needed a team to make the process efficient for everyone. His wife, Jayne, became his first team member when she became licensed in 1997. In the late 1990s, Drew began establishing his team, with a distinction made between buyer agents and listing agents. This concept of sales representatives with different specializations ensures clients are receiving the best possible service. Drew’s team now consists of 11 buyer agents, 8 listing agents and 7 administrative assistants. The team operates as a business inside RE/MAX Escarpment, and each team member acts as his or her own business within the Woolcott Team. Drew excels in marketing, negotiating and ensuring that his client’s expectations are always exceeded.

In 2017, Drew and his team were the 2nd RE/MAX team in Canada and 18th in the Top 100 Team Worldwide. This is an outstanding accomplishment, considering RE/MAX currently has over 90,000 Sales Associates, in more than 6,300 offices, operating in more than 85 countries worldwide. Drew received RE/MAX’s distinguished Circle of Legends Award In 2010, which is reserved only 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.

Drew looks forward to many more years of continued success in this great community.

Client Testimonials for Drew...


"We were very impressed with the excellent teamwork by the Woolcott team. As soon as we signed with Drew it was like a tornado of activities happening in a very professional manner and to accommodate us with our busy lives. We would recommend Drew and his team to anyone thinking of selling their house. We thank you guys for the outstanding work you did for us even if it was a very short time as we sold in a week!!! Your team was the definitely the right decision and Drew was one of the most pleasant people to deal with and answered our calls promptly."

- Jocelyne & Greg, Carlisle, ON

...Thank You Kindly...

"I wanted to let you and the team at Woolcott know the feature sheet/brochure looks amazing. I just wanted take this opportunity to thank all the people involved, from staging, administrations, bookings, agents and all involved in the marketing preparations I know lots go on behind the scenes. Thank you kindly."

- Dan, Flamborough, OH

...Truly Impressed With Every Aspect Of The Entire Process...

"Dear Drew and Team:
There are no words to express my gratitude to You and your team. Sheryl was absolutely amazing, and we were truly impressed with every aspect of the entire process from beginning to end. You can be sure that we will refer you to any of our friends, and already have a neighbor with lots of questions, who is interested in selling in the near future.
So... thank you from the bottom of our hearts."

- Sue and Marius, Waterdown, ON

...Their Slogan "Pack Before You Call" Was Definitely True For Us...

"My wife and I used the Woolcott team both to sell our home and buy a new house. Kaleigh Anderson helped us find the perfect home for us in Grimsby. She was friendly, extremely patient and negotiated a great deal for us and all of this right before Christmas!

Their slogan "pack before you call" was definitely true for us....we sold our home the first day it went on the market!

Drew is very professional and knowledgeable and answered all our questions. He took our suggestions and gave us advice in a respectful way.

We also had the pleasure of meeting Jayne. She came in with the staging crew and they did an amazing job with our home. It looked literally picture perfect.


I forgot to mention we used the Woolcot team in our previous move and they are #1 no doubt about it."

- Ben & Aida, Burlington, ON

...Bar None The BEST Realtor...

"Woolcott is amazing! Look at the fantastic job they did putting the feature sheet together and the pics. Truly impressive. The photographer you guys use is great.

We can honestly say we have never dealt with such a well-organized and professional Real Estate Team like this one. Woolcott and especially YOU Nathan have made this a stress free and enjoyable experience. I have heard from quite a few people that “Woolcott” is bar none the BEST Realtor to go with and if you want your place to go fast they are the ones to do it. I got to see first-hand that these statements are true.
Thanks again for everything Nathan, Shane and I are so very happy we met you."

- Dawna Burgess, Waterdown, On

...Top Notch Service!...

"We listed our home with the Woolcott Team on May 7 after interviewing several other realtors. We chose the Woolcott Team based on their knowledge of the market in our area, their impressive list-to-sales statistics, and their whole-team approach to marketing. We have not been disappointed!!!

Marketing began on May 8th and included:
• postings on two real estate boards MLS sites
• print advertisments in local and regional newsletters
• a feature publication by the Woolcott Team called ‘Market Watch’ which is mailed out to 66,000 homes in Burlington, Flamborough and Dundas
• large and small Hwy/Street directional signage
• a lovely nine-page magazine-quality full-size brochure featuring professional photography
• an Agent Preview by their entire team the same week we listed
• a Sunday afternoon Open House.

Beginning on May 8th, fourteen showings were arranged with ample notice to us and confirmation via phone and email, and we entertained three offers within 22 days, with two additional agents asking to be notified, if for any reason we did not accept.

The service from the listing agent, the appointment booking office, the marketing guru, the buyer agents, and Drew and Jayne Woolcott themselves was top notch and we couldn’t be happier! We accepted an offer of over 99% of our original asking price with a closing that meets our needs.

Two other lovely and newer homes on equal sized lots on our street remained on the market with other realtors (and Comfree) each for several months, both dropping their listing price at least three times during that period. So what made the difference for our home’s sale? The Woolcott Team!!!

Our thanks to Drew and Jayne Woolcott and the entire team for making what can be a very stressful and emotional process into one with a personalized approach to our needs and a professional approach to selling our home."

- Andrew & Odette Bartnicki, Burlington, ON

...We Enjoyed Working with You and the Team...

"Drew, we enjoyed working with you and the team. Without your help, we would have gone stark raving bonkers!"

- Monty and Una, Waterdown, ON

...We Loved Working With The Whole Woolcott Team...

"We loved working with the whole Woolcott team to sell our home! Everything went so smoothly - from meeting with our agent, putting up the listing, getting phone calls for viewings from the team in the office who kept us organized, to the sale & seamless closing. We really appreciate your whole team for making it such a great experience - and for selling our home so quickly and easily!"

- Sarah & Andrew, Burlington, ON

...Always Being There For Me...

"A big thanks to Sheryl for finding me the perfect house for my needs, to Drew Woolcott for guiding me through the sale of my Waterdown home with such skill and patience and to the entire Woolcott support team for ‘always being there’ for me when I needed them."

- Barbara Buckle, Burlington, ON

...They Took The Stress Out Of Everything...

"Well... I can't say enough about the Woolcott team! They were extremely attentive and provided lots of detailed communication while my home was listed. I went home to an email update every single time I had a viewing. They sold my property quickly, and professionally. The attention to detail was second to none. I am in the customer service field and this team proved an inspiring and delightful service. They took the stress out of everything. Much appreciated and I would highly recommend Drew, Jayne and the entire team!!"

- Gillian, Burlington, ON

...We Were Looked After Very Well...

"The Woolcott team is very committed to achieving results, was a pleasure to work with and offers a very unique (good) customer experience and really offers a team approach. We were looked after very well. The one thing we really appreciated was the team. Most agents operate as individuals but with Woolcott it felt like there was never-ending resources looking after us which in turn creates a great customer experience."

- Ryan & Vicki, Flamborough, ON

...The Results Speak For Itself...

"The result speaks for itself. We put our house on the market in April with another agent. We expressed concern about the lack of traffic many times. We had discussed moving to a different agent during the summer but didn’t do it. We re-listed with the Woolcott team November 1st with no change in price. We sold November 16th. The difference is the focus on marketing together with a very structured integrated organized team. Thank you, Drew and Jayne and your team."

- Roger and Priyani, Burlington, ON

...I Would Like To Thank Drew And His Crew...

"What can I say Drew had our house sold in days after it went up for sale. I would like to thank Drew and his crew for doing all the work and and getting it done so quick, we are looking forward to our move into our new home now that our home is sold.Extra thanks goes out to Sheryl for helping when Drew was not around and the booking crew who did a awesome job looking after us during the house viewings. Any one who does not have the Woolcott Team looking after them are not with the right people. Thanks again from the Nevitt Family with the selling and Aleksandra with buying of our new home. Cheers Guys. Wonderful Job."

- Cam & Christine Nevitt, Waterdown, ON

...Drew Had It Sold In One Day For The Price I Wanted...

"The Woolcott team at Re/Max has been a great help in both buying and selling our home. Drew had it sold in one day for the price I wanted. We would be pleased to recommend Drew and Jayne Woolcott and their team of professionals to anyone looking to buy or sell a house. Thanks again for everything."

- Michael Watson, Hamilton, ON

...High Level Of Communication And Commitment To Us As People, Not Just Clients...

"Sincere appreciation for your professional help in our home buying. It was a whirlwind process and ultimately we are delighted with our home. Your firm is fortunate to have such a strong, committed team.

We have bought and sold several times in our marriage and understand many of the challenges. It requires knowledgeable and intuitive people to help with the issues and complexities.

Your staff, including the office personnel, handled our needs in an extremely professional and helpful manner. We were impressed with the availability of Cheryl and her partner and their high level of communication and commitment to us as people, not just clients."

- Gini and Mike Bryer, Waterdown, ON