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.


Ava Ismail 2023-04-04 Google
Ava Ismail worked with Drew Woolcott in 2023.
Very attentive to what her client wants. She listens and gives you all the options you have and not leaving out any details which is so important for many of us that get confused with all the numbers! Thank you sarka Kantorova and Woolcott team as always for all your continuous help !
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Amanda Boyce 2023-04-04 Google
Amanda Boyce worked with Drew Woolcott in 2023.
Carmen Oberparleiter helped us find our dream home! She was always responsive, patient and professional throughout the entire process. Would recommend Carmen & the Woolcott team to anyone looking to buy or sell their home.
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Vina Edan 2023-04-03 Google
Vina Edan worked with Drew Woolcott in 2023.
Had an amazing experience with Sean Cowan, very quick and efficient, great communication and super knowledgeable!! Would highly recommend to anyone looking for a realtor.
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Rachel Jones 2023-03-10 Google
Rachel Jones worked with Drew Woolcott in 2023.
Had an absolutely fantastic experience with Danielle. She was quick and efficient with answering all questions and really helped us out as first time home buyers. THANK YOU!!
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Diane Rider 2023-02-20 Google
Diane Rider worked with Drew Woolcott in 2023.
I had confidence in Sean to successfully steer me through the sales process and Sue’s staging really helped the property to shine!
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Jolene Evans 2023-02-16 Google
Jolene Evans worked with Drew Woolcott in 2023.
Had the pleasure working with Rachelle Parent to secure the lease of my home in Burlington, Aldershot area. She was truly a blessing. Attentive, supportive and great communication. I felt and knew she had my best interests in mind always and she listened and followed through!
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Instinct Canine Training 2023-02-08 Google
Instinct Canine Training worked with Drew Woolcott in 2023.
Rachelle was invaluable to helping me find the perfect location for my business. Always available to answer questions honestly. She took the time to listen to my needs and journey with the highs and lows as we tried to meet those needs. Due to the unique nature of my business, it was a challenge. But in the end, we found a location that met my needs. Thank you for helping my business grow!
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Cole Wilson 2023-01-06 Google
Cole Wilson worked with Drew Woolcott in 2023.
I just recently moved in to my first home and thank Anita for all her help. Anita worked hard and communicated very well keeping me up to date making the whole process quite simple.
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Malalay Ahmadzai 2023-01-05 Google
Malalay Ahmadzai worked with Drew Woolcott in 2023.
The Woolcott Team helped me in search of my new home. They were very patient with me and held my hand every step of the way. Thank you for all your help in search of my new condo. I look forward to working the Danielle and Justine in the future.
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John Rozenberg 2022-10-24 Google
John Rozenberg worked with Drew Woolcott in 2022.
Our Woolcott Real Estate Agent Lauren Moroso was with us every step of the way in selling our house in this difficult market. Lauren was always available to answer our questions and was very professional and will be recommending her to everyone we know. She made this transition in our lives as smooth as possible! Thanks you to her and all of the Woolcott team behind the scenes. They all did a great job for us!
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Lyn Lawrence 2022-09-24 Google
Lyn Lawrence worked with Drew Woolcott in 2022.
Paul Roussel was professional and gave me some very good advice. I would highly recommend him.
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Sonia Frassetto 2022-09-22 Google
Sonia Frassetto worked with Drew Woolcott in 2022.
We had a great experience with Sheryl and Marty. They were very supportive during a period when the market was falling. Woolcott advertised our listing on multiple media to help our cause. The staging they did was perfect. They were very quick to respond to any questions or concerns we had. I would recommend the Woolcott team highly to anyone needing to sell or purchase a property. Thank you for all the work and support you gave.
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Dion Rodrigues 2022-08-31 Google
Dion Rodrigues worked with Drew Woolcott in 2022.
2nd update: money FINALLY returned to me August 31st. Initial release of offer signed in July... in NO situation is this an acceptable timeframe for the return of someone's deposit. No wonder Woolcott has left eXp for Re/Max, these guys are a complete joke. Update to this nightmare: they finally sent a check out but put my name and my girlfriends’ name on it; we don’t have joint accounts and now our money is stuck in limbo for at least 3 weeks AGAIN. I could cry, this experience has been so awful. Do NOT buy any properties listed with this brokerage. Made an offer on one of their listings that sadly fell apart. Signed a mutual release back at the end of JULY, and here in mid August I still do not have a penny of my deposit money back. Clearly they have no issue taking your money, but should something happen it’s a “big deal” to get it back.
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Sue Lohnes 2022-06-11 Google
Sue Lohnes worked with Drew Woolcott in 2022.
We would like to thank our agent Afrodite Chatzimalis and the whole Woollcott team for the incredible service we received selling our home and buying our new home. Our home on our 3 acre property sold on the fifth day of listing. The accessories used by Sue and her staging team helped considerably. We highly recommend the Woollcott Team, you won’t be disappointed.
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Niki Bellefontaine 2022-06-04 Google
Niki Bellefontaine worked with Drew Woolcott in 2022.
Sharif Ali at the Woolcott Team was amazing! I was looking to buy my first place during the height of the crazy market. This was an incredibly stressful experience, and worrisome as a first time buyer trying to break in. I just closed on my new place this past week, and I cannot say enough good things or recommend Sharif enough to help guide people through this process!! Sharif provided the knowledge, advice, and the patience with me (and family). He made sure to do the research so that all of my questions were answered at all hours of the day! He certainly fought for me during this process. Most of all, he made the process fun. It takes a special type of person to be knowledgeable, to be patient, to advocate, and to make the process fun all at the same time. I would definitely recommend Sharif to anyone (particularly first time buyers)!!
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Daniel Opaina 2022-05-25 Google
Daniel Opaina worked with Drew Woolcott in 2022.
Justine Woolcot is a real estate genius. She made the entire process simple and efficient. Her expertise and knowledge of the Hamilton/Toronto market was extremely helpful. They say earths surface is covered by 3/4 water, the rest is covered by Justine Woolcot.
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Rehana Ahmadzai 2022-05-08 Google
Rehana Ahmadzai worked with Drew Woolcott in 2022.
I had the pleasure of working with the Woolcott Team for the sale of my home. Danielle, Justine, Jayne and the entire Woolcott Team made the process very smooth. As a seller, I didn't have to worry about a thing. From staging the home, to having it put on the market, to being Too Late and sold. The Woolcott Team builds a relationship with their clients so that they do not feel left out of any part of the process and are in constant communication with any updates. Thank you for helping me sell my home. I look forward to working with everyone in the future.
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Sarah Murray 2022-05-03 Google
Sarah Murray worked with Drew Woolcott in 2022.
I had a great experience with the entire Woolcott Team and cannot recommend and thank John enough for getting me my dream home! Everyone was incredibly knowledgeable and help guide me through the entire process.
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Sue Dean 2022-04-20 Google
Sue Dean worked with Drew Woolcott in 2022.
Buying a house in this market was sure to be a challenge so we immediately contacted Cheryl to help us in our search. Cheryl had sold our house in record time a year ago in an uncertain pandemic market so we knew she was the person for the job. We learned so much about the "bones" of a house as Cheryl pointed out shingles, eavestroughs, wire to keep out squirrels, cracks in flooring, old windows, etc. We felt we became experts ourselves and narrowed down our list of things we wanted in a home. There sure were some laughs as we discovered what we didn't want! What could have been a stressful process was fun and educational due to Cheryl's professionalism, knowledge of the area, and planning as she coordinated house visits like magic. She guided us through the process of putting in offers and when we found our dream house her communication with all parties was stellar! Now that we've found our forever home we're not looking anymore but we definitely recommend Cheryl Ledamun to anyone looking for a top notch agent. Thank you to Cheryl and the entire Woolcott team for another rewarding house hunting experience! Sue & Mike
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Adam Stuart 2022-04-07 Google
Adam Stuart worked with Drew Woolcott in 2022.
I mean just amazing services; the amount of care and time that was put in for just a lease for us was insane; both Anshul and David helped me and my roomie find a place in a couple weeks time before we got evicted; long nights of viewings and fighting to get us a roof over our heads and then finally we got one. I can’t stress enough how pivotal David was in single handedly getting us a place; our original real estate agent even rescued his wife who broke down on the highway and brought her along to the viewings just to make sure we saw the places we were intending on viewing m, class act, this place deserves your business if you want a company that treats you like royalty
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Dan McDonald 2022-04-06 Google
Dan McDonald worked with Drew Woolcott in 2022.
We worked with Sheryl Maciel on our sale and we fell in love with her. She is patient, kind and calm - she talked us off the ledge many times. In the end, she got our home sold over asking and under a week. We also used Anshul Goel to find a new home and within minutes of our call, we were standing in the home we would eventually buy. Every step of this process with the Woolcott has been easy, fun and pain free. You better pack before you call ;)
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Sandesh Vijay 2022-03-29 Google
Sandesh Vijay worked with Drew Woolcott in 2022.
I chose them because I saw at them at few hoardings and lots of flyers ... I put in a lot of faith that they will sell my house for the Top Dollar. But I will regret this decision for a long time ... I make an internet enquiry and the same was followed up by an agent called Lisa Cox. Who was allocated to be my agent. First and the foremost the only time the agent spoke to me well was in the first couple meetings first via Zoom and thereafter a visit to my property for the walk through. It was all praise for the property in these couple meetings ... ... After a week or so I kind of felt completely uncomfortable with the agents attitude ... I had to constantly make false praises to keep her morale high. After these two meetings pitch and tone of the agent completely changed. There was an offer after may be two weeks and it was atleast 30k below the listing price ... And just so that you guys know this was a Condo Townhouse in Headon Forest Drive ...I was systematically explained why I should be accepting the offer and what are the drawbacks of my property... in the end I ended up doing all the negotiations and giving instructions to the agent what to do ... I literally told the agent how and how much to sell the house for ... If I really had to undersell my property I wouldn't be hiring someone with such a big name ... I learnt my lesson..
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Deborah Simon-Edwards 2022-03-25 Google
Deborah Simon-Edwards worked with Drew Woolcott in 2022.
With the help of the Woolcott Team we sold three houses in the last 10 years up to March 2022. Their professionalism, dedication, dependability, experience and all round excellent business practices places them amongst the best in real estate. We highly recommend this team for satisfaction 101.
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Sven Claes 2022-03-21 Google
Sven Claes worked with Drew Woolcott in 2022.
Thank you Brandon Iaboni for your patience and advice throughout the entire process of buying our house. We really enjoyed working with you and recommend anybody looking for a place to contact Brandon and the Woolcott team.
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Chantal Lacey 2022-03-17 Google
Chantal Lacey worked with Drew Woolcott in 2022.
We were referred to Melissa Glover from a friend when we were in the market in Hamilton. I have nothing but good things to say about the experience! House hunting can be a daunting and disappointing experience, especially in this market. However, Melissa was kind, patient and honest through the whole process. She was always easy to get ahold of, and easy to talk to when I had many, many questions. It really felt the entire way through that she was working in our best interest and was genuinely happy for us when we found the home we were looking for. I'd recommend Melissa and this Real Estate company many times over. Thanks again for all your hard work!
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