Drew Woolcott, RE/MAX Escarpment Realty Inc., Real Estate Agent ON - REW
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Drew Woolcott

RE/MAX Escarpment Realty Inc.

About Drew

Drew Woolcott and Woolcott Real Estate knows what it takes to build a successful real estate business: a professional team committed to client success and skilled in multiple areas.
Drew and Jayne Woolcott came into the business with this belief and pioneered it from day one. Since then, they have assembled a team of experts capable of handling both your buying and selling needs – salespeople to get more for your home, and dedicated buyer agents to find precisely what you need. Weekly communicati...

Drew Woolcott and Woolcott Real Estate knows what it takes to build a successful real estate business: a professional team committed to client success and skilled in multiple areas.

Drew and Jayne Woolcott came into the business with this belief and pioneered it from day one. Since then, they have assembled a team of experts capable of handling both your buying and selling needs – salespeople to get more for your home, and dedicated buyer agents to find precisely what you need. Weekly communications, market updates, or someone to answer your questions when you give us a call – the sheer size and scope of the Woolcott Team means that someone is always on hand to help you.

No one person can be an expert in everything, which is why specialization, consistency and client care have become the hallmarks of how we work. If you need to sell your home, you need to work with a team that can get results – and have gotten results for over the past 29 years.


Margaret Heesters 2026-03-31 Google
Margaret Heesters worked with Drew Woolcott in 2026.
As a mortgage broker of over 20 years, I've met many realtors. Deb Browning at Woolcott Real Estate is an incredible realtor. She was patient, knowledgeable and worked tirelessly to make sure our mutual clients found their dream home. She kept me apprised of how things were going with our clients at all times. I would welcome the opportunity to work with her again.
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Mary Malcolmson 2026-03-25 Google
Mary Malcolmson worked with Drew Woolcott in 2026.
Woolcott has a great team - I came into contact with Mike Swick, as he was the listing agent on a property I was looking to view. In my search as a first time home buyer, I had been in contact with a few other realtors, but none felt like the right fit. Mike was so well informed during the viewing I attended, and from then on, he was incredibly helpful. In contrast to the other realtors I was in touch with, Mike was far from pushy and I truly felt like he had my best interests in mind! He spent lots of his time showing me various properties, explaining the purchase process, and making sure I was educated on the investment I would be making with my purchase. I would happily recommend Mike and the Woolcott team to anyone I know looking to buy or sell a property. Thanks again Mike!
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Mian Muhammad Adil 2026-03-23 Google
Mian Muhammad Adil worked with Drew Woolcott in 2026.
Bradley helped us and support us in finding the Right condo to rent. He was super professional, competent, organized and knowledgeable. Highly recommended
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Norina Neacsu 2026-03-14 Google
Norina Neacsu worked with Drew Woolcott in 2026.
The best experience with Woolcott Real Estate. Madison Parent and Rachelle were always on top of the requests and questions. Madison was very helpful on her investigation on new properties with her videos and pictures. It very clear on the details, always having a view of the outside of the properties. Madison was very fast in her responses and i could feel her commitment on making me happy. Giving me answers to all unexpected questions regarding each property we consider. Madison was always very well prepared with information on the properties that we were looking. I will recommend Madison with all my heart. She is very professional, very likable and very funny. Easy to work with. Thank you Madison.
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Ihor Palahnyuk 2026-03-14 Google
Ihor Palahnyuk worked with Drew Woolcott in 2026.
richywendy 2026-03-03 Google
richywendy worked with Drew Woolcott in 2026.
We had an amazing selling and buying experience with Sheryl Macier and the Woolcott team. From the moment we decided to downsize, Sheryl was right there with us professional, warm, and genuinely invested in making sure everything went smoothly. What could have been a stressful process ended up feeling easy and completely manageable because of the way she guided us through every step. Sheryl’s negotiating skills were a huge part of that. She looked out for our best interests at every turn, securing a great sale on our home and negotiating the purchase of our new one with confidence and skill. We always felt informed, supported, and in good hands. The marketing of our home was also handled beautifully. The photos, video, and brochure were all top quality and really showcased our home in the best possible way. We’re incredibly grateful for everything Sheryl and the Woolcott team did for us. Thanks to them, we sold our home, found our next one, and are genuinely excited for what comes next, Richard & Wendy Robertson
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Marg Banke 2026-02-23 Google
Marg Banke worked with Drew Woolcott in 2026.
We truly cannot say enough wonderful things about Rachelle. She is, without question, the best realtor we have ever worked with. What could have been an overwhelming and frustrating 16-month journey turned into a positive experience because of her unwavering cheerfulness, encouragement, and support. No matter how challenging our parameters were, she never once lost patience or enthusiasm. She believed we would find the right solution even on the days we weren’t so sure ourselves. Rachelle took the time to understand our needs, advocated for us every step of the way, and was always responsive, honest, and incredibly knowledgeable. When we finally found a solution that met our needs, she moved quickly and strategically - listing and selling our home in just six days in a very challenging market. That alone speaks volumes about her skill and dedication. Beyond her professionalism, she genuinely cares. Over the course of this journey, she has become more than our realtor -she has become a friend. We are so grateful for her guidance, persistence, and heart. If you are looking for someone exceptional, committed, and truly invested in her clients, look no further. We recommend Rachelle wholeheartedly and without hesitation.
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Anais Pouladi 2026-02-22 Google
Anais Pouladi worked with Drew Woolcott in 2026.
We were referred to Woolcott Real Estate, we reached out to Keri Taylor and she was great from the very start. She understood what we were looking for and helped us find our first dream house in our desired area and city. During our search she had a lot of ideas and tips to share to help us make informed decisions regarding our first home. We loved Keri’s high energy, expertise and honesty we would love to work with her again in the future.
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Ryan Kaneva 2026-01-20 Google
Ryan Kaneva worked with Drew Woolcott in 2026.
My husband and I worked with Carmen Oberparleiter as our real estate agent this winter to find our first home. And I gotta say, she did an incredible job! Carmen and her team are incredibly organized, super easy to communicate with, and they're very knowledgeable regarding everything needed to make a move as easy as possible. Carmen helped us find our first home and she made the process easy to follow and actually very fun! Every time we got together, Carmen always had new information to provide us, and she was always in great spirits! Whenever we had questions or concerns, Carmen was there for us immediately. I would recommend working with Carmen or the Woolcott Real Estate team to anyone who wants someone to help them through the process of finding a home. Carmen also helped us find our mortgage broker, home inspector, and our real estate lawyer, all of whom were also incredible to work with. The connections that Woolcott Real Estate and Carmen have provided to us have been invaluable throughout this entire process. Overall, if you're looking for someone who can help you find a home that you love, while also feeling informed and having a great time during it, then look no further than Carmen and the Woolcott team! And to the team at Woolcott, specifically Carmen, we both want to say thank you so very much for everything! :)
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Nasir Manji 2026-01-18 Google
Nasir Manji worked with Drew Woolcott in 2026.
Recently I had a pleasure working with Peter Woolcott with Remax Escarpment and found him to be a true professional in Real Estate, hope to work with you again soon.
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Joan Dennison 2026-01-12 Google
Joan Dennison worked with Drew Woolcott in 2026.
Excellent service beginning to end - plus follow-up! Thanks Justine!
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Mary Cull 2025-11-24 Google
Mary Cull worked with Drew Woolcott in 2025.
I heard about your office through family in Burlington. Your agent Michael Swick is the BEST agent I have ever had the pleasure to work with. From the onset he was completely invested in finding the exact home I was looking for. He was honest, engaging, diligent and really listened to what I wanted for me and my fur babies. This experience was one of a kind. Unique in all my dealings with agents as I was buying my fourth home. Michael was excellent. On top of it all, he personally dropped off boxes and a bottle of bubbly on closing day. On move-in day, he personally dropped off pizza for the family and an absolutely beautiful, thoughtful basket with treats and toys for dogs and a window bird feeder with bird seeds because I had mentioned I was going to get one. Michael was so attentive to my needs as a single buyer, helping me throughout the process. He is such a fantastic agent, I cannot believe how lucky I was to get him. Thank you Michael Swick! You were awesome and I will be recommending you to everyone I know! Mary, Bear and Georgie.
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Kristina Vukoje 2025-11-17 Google
Kristina Vukoje worked with Drew Woolcott in 2025.
A month into living in our dream home, and my partner and I still look around and feel so grateful. We actually started this whole journey looking for rentals, but our incredible agent Micaela guided us with so much care, honesty and market knowledge that buying became the natural next step. She truly listened to what mattered to us, and when our Dundas home hit the market, she thought of us right away - and it ended up being exactly what we had been hoping for. As first-time buyers, we expected the process to feel intimidating, but with Micaela it was calm, clear and completely manageable. She made everything feel seamless and supported us every step of the way. We truly couldn’t imagine going through this experience with anyone else. Because of her, we’re exactly where we’re meant to be.
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Kadambari Batra 2025-11-10 Google
Kadambari Batra worked with Drew Woolcott in 2025.
Words are not sufficient to express how lucky we feel to have had Anita McGowan as our real estate broker. She was professional, thoughtful and considerate of the difficult situation we found ourselves in, trying to sell our property with a tenant in it. She guided us through this entire process better than we could have hoped for, always with kindness and humour! She went above and beyond what we expected. She looked after our interests at every step and always made herself available for all the numerous questions we had during the entire process. I would without hesitation, recommend her to anyone thinking of selling their property. The silver lining of the difficulties we went through was that we gained a friend for life.
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Stephanie Jason 2025-10-31 Google
Stephanie Jason worked with Drew Woolcott in 2025.
We couldn’t have asked for a better real estate agent. From day one, Reno Parnanzone was dedicated, professional, and genuinely had our best interests at heart. There was never any pressure or sales tactics — just honest advice and steady guidance. He was always on top of market trends and kept us informed every step of the way. You could tell he truly cared about helping us sell our home so we could move on to our next chapter and find our forever home. Highly recommend to anyone looking for someone who really goes the extra mile! -Britt and Steph from Hamilton, Ontario.
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Andrea Basurto 2025-10-29 Google
Andrea Basurto worked with Drew Woolcott in 2025.
Working with Luke Brazier from the Woolcott Team was an excellent experience! Luke was professional, thorough, and well-prepared. He did his homework and provided a detailed overview of the Waterdown condo market, which really helped us make an informed pricing decision. This insight was especially valuable given the tougher, oversaturated condo market. When we told Luke we wanted to get our property on the market quickly, he and his team made it happen in a timely manner. Once listed, our condo sold in just under a week! Throughout the process, Luke guided us patiently through negotiations and took the time to answer all our questions. The Woolcott Team as a whole was also fantastic to work with. They have dedicated specialists for every step; from marketing to transactions, which made us feel fully supported throughout this important milestone. Thank you, Luke, for your dedication and professionalism. We highly recommend Luke and the Woolcott Team to anyone looking to buy or sell!
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Mariana P 2025-10-12 Google
Mariana P worked with Drew Woolcott in 2025.
Keri Taylor from the Woolcott team is seriously amazing! From day one she was so positive, energetic, and just such a good person to have in our corner. We were honestly terrified going into this, the market felt crazy and we didn’t know where to start. She sold our condo in just THREE DAYS!! and then helped us buy the house of our dreams only a few days later. She was beyond patient with all our questions, guided us through every bit of paperwork, and kept me sane during all the nerve-wracking waiting. She worked around our chaotic work schedules without ever making us feel like a bother, and she was always upbeat and reassuring. Keri knows her stuff — from what’s fixable, to how to make a house your own, she had a solution or idea for everything. We honestly can’t say enough good things about her. If you get the chance to work with Keri, do it. You’ll be in the best hands possible.
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Mike Castiglione, Real Estate Team Broker 2025-09-25 Google
Mike Castiglione, Real Estate Team Broker worked with Drew Woolcott in 2025.
Colleen Readhead represents everything that you would want in a Realtor, and more. I just had the pleasure of putting a deal together with her - I must say she is very refreshing and a pleasure to work with - she's also fast on the email responses which is something I appreciate! Colleen, thank you for your hard work, committment and continued support. When a fantastic agent like you is on the task, things just come together seamlessly. Thankyou!
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Kevin Salvatierra 2025-09-23 Google
Kevin Salvatierra worked with Drew Woolcott in 2025.
I had a great experience having Reno Parnanzone as my agent. He has been very helpful and professional throughout the sales process. I appreciate that he would give weekly updates in regards to the sale of the house and the housing market. I'm very satisfied with his work and effort.
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Doug Keith 2025-09-17 Google
Doug Keith worked with Drew Woolcott in 2025.
Our amazing agent Deb Browning was very personal, professional and helpful. The fantastic marketing department was instrumental in selling our house in 2 days, much earlier than the 60 days we expected. Other houses on our street took more than 90 days to sell. Definitely recommend Deb and the Woolcott team to all our friends and neigbours. Thanks
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Andrew Pulcins 2025-09-16 Google
Andrew Pulcins worked with Drew Woolcott in 2025.
Keri did a fantastic job along with the whole Woolcott team. Very professional and she gets things done. I had contacted Keri based on her reviews and she did not disappoint. We met at the house and she went through the place, took pictures and a day later came back with some comparables and we agreed on a listing price. Once that was done she arranged for her stager Sue to come in and put me in touch with a painter and someone to do some repairs. Sue came in a day or two later and suggested what to keep for staging and what to remove. Things happened very quickly and I made several changes to the listing and price which Keri was very open and accommodating. Before the house was painted, repaired or staged the house was sold for full asking and no conditions. Keri was wonderful and helped us through the whole process with confidence and ease. She made the whole process seamless. Highly recommend Keri
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Taylor Carr 2025-09-10 Google
Taylor Carr worked with Drew Woolcott in 2025.
Huge thank you to Carmen for making my dreams come true. She was so patient through my indecisiveness and taught me so much through this process. I couldn’t be happier with my first home. Highly recommend Carmen and the Woolcott team!
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Cindy Foresto 2025-09-09 Google
Cindy Foresto worked with Drew Woolcott in 2025.
We had a wonderful experience using Colleen Redhead, Woolcott Real Estate, when purchasing our home. She was efficient, well organized, timely and so kind. We appreciated her vast knowledge on the area and houses we were seeing. She went over and above our expectations when closing the sale of the property we purchased. We were so impressed with Colleen as our agent! We would definitely use Colleen again with future real Estate needs!
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Shantie B 2025-09-02 Google
Shantie B worked with Drew Woolcott in 2025.
The Woolcot team was incredible! Big shout out to my realtor MILA Not only did she provide excellent service, but she also took the time to explain the process in detail. Her commitment to ensuring my partner and I were satisfied throughout the process was remarkable. Thank you for your hard work
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Jane Hortelano 2025-08-25 Google
Jane Hortelano worked with Drew Woolcott in 2025.
Thank you for the extra effort needed to complete our more-than-usually complex real estate purchase. Gillian is the consummate professional; she was always there for us when we needed her, handling the negotiations and post-closing follow up with patience, persistence and composure. The newsletter the office puts out is interesting and informative. Thanks for sharing your market insights!
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