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.


Mel Peachey 2020-05-15 Google
Mel Peachey worked with Drew Woolcott in 2020.
Highly recommend the Woolcott group if you are buying or selling in the Greater Hamilton Area. We worked with Cheryl Ledamun and cannot recommend her highly enough! You cannot beat her responsiveness or professionalism. We sold our house in one day with multiple offers and it is all thanks to Cheryl's knowledge and experience in the real-estate market. She also helped us find our dream home and close a deal we were really happy with. 5 stars for Woolcott and 5+ stars for Cheryl.
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Megan Starkman 2020-04-29 Google
Megan Starkman worked with Drew Woolcott in 2020.
We worked with Brandon Iaboni and couldn’t recommend him more. He was an absolute pleasure to work with. He was extremely approachable and accessible via text, email and phone. He provided us with honest and upfront guidance through our home buying process and always came prepared with extra paperwork/documentation for the listings we were viewing. His communication through this process has been incredible and we’ve always had all the information we’ve required. Total transparency. Brandon also came prepared with references if we needed them (lawyers, mortgage specialists, home inspectors, etc.). We’ve felt incredibly cared for a looked after and couldn’t recommend Brandon and the entire Woolcott team more. Professional, personable and efficient. 5 star treatment.
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Amanda Wild 2020-04-24 Google
Amanda Wild worked with Drew Woolcott in 2020.
My husband and I chose Peter with The Woolcott Team after attending the First Time Home Buyers seminar in which Peter hosted. As first time home buyers, we had many questions about buying our first home. Peter was always available and willing to answer our questions and put our mind at ease. In a challenging market such as this, Peter was very active and fast in locating homes within our price point, location and preferred style of home. He was quick to organize viewing times that worked around our schedule and allowed us to view the homes as soon as they hit the market. We love our new home and highly recommend Peter as a Realtor. Thank you, Peter and The Woolcott Team!
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Vishakha Rawal 2020-03-27 Google
Vishakha Rawal worked with Drew Woolcott in 2020.
We loved working with 'Nicole Gooding' at 'The Woolcott Team' . We were first time home buyers and Nicole was so calm and patient with us. She was never pushy to sign a contract, the only time we signed was when it was time to put out first offer. One thing that amazed us was how prompt she was in getting back to our queries, she was always on her toes. She was super smart even during the price negotiating time! It felt like an old friend was helping us with our house buying process. Thank you 'The woolcott Team' and especially 'Nicole' for making this experience beautiful :)
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Laura Turkstra 2020-03-25 Google
Laura Turkstra worked with Drew Woolcott in 2020.
My boyfriend and I just bought our first home with the help of Peter Woolcott, and we couldn't imagine a better agent to have worked with! Peter's knowledge and expertise as well as attention to detail made this process smooth, easy and stress-free for us (even during stressful times). Peter went above and beyond when our situation changed and timing got tight, and we ended up finding a gem of a house in a very challenging market. He was extremely helpful and honest, and so willing to help any day of the week. Thanks so much to Peter and the entire Woolcott team, we truly appreciate it!
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Tony Barreca 2020-03-14 Google
Tony Barreca worked with Drew Woolcott in 2020.
This is the second time we have used the Woolcott Team to sell our home and we are very happy with the results. Even though our home is tastefully decorated, the staging just takes it to another level. The pictures and pamphlets also looked very professional. Well done. We only wished they had taken a video (like last time we sold our home) but considering it sold in less than 2 weeks, it worked out fine. Michelle Dingwall was our agent and she is awesome. We have been dealing with Michelle for several years now. We've bought (x2) and sold (x2) homes during that time. She is patient, understands our likes and always very responsive. Michelle is someone we can trust. It's comforting to know she has our best interest in mind. Ready to tackle home number 3? LOL We recommend the Woolcott Team and especially Michelle.
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Kevin Sullivan 2020-03-13 Google
Kevin Sullivan worked with Drew Woolcott in 2020.
Peter Woolcott and myself met at a property on the west mountain in Hamilton. From that point of meeting I knew I met the right agent. Peter and I kept meeting at potential properties no in which we’re a proper fit for me. We met at a property and it went through it’s inspection and it failed. Peter and inspector informed me to walk away as it would be expensive fix. We met at another property and bingo as soon as I walked in the front door I knew I was home. I would refer Peter and the Woolcott team to anyone. They truly go the extra miles needed to find you a place. Thank you Peter Woolcott!
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Ceyhun Ercan 2020-03-12 Google
Ceyhun Ercan worked with Drew Woolcott in 2020.
I would like to thank Justin in Woolcott team for his patience, quick returns in inquiries, being available when asked and helping to finalize our rental process. I strongly recommend Woolcott team and will be using their service also in our next move.
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Attila Molnar 2020-03-12 Google
Attila Molnar worked with Drew Woolcott in 2020.
Wasn't really pleased with my purchase experience with my buyer's agent. Wouldn't recommend or work with again.
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Lori Freure-MacMillan 2020-03-05 Google
Lori Freure-MacMillan worked with Drew Woolcott in 2020.
From day one, Tina and Kaleigh worked tirelessly on our behalf -to both sell our existing home and find us a new one!! What I liked the best is that we were kept in the loop with every change that happened during our sell/buy process instantly - morning, noon, night!! I would highly recommend both Tina and Kaleigh - they make an awesome team.
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Peter Bonfiglio 2020-02-14 Google
Peter Bonfiglio worked with Drew Woolcott in 2020.
Peter was just awesome to have during this stressful process and would always go above and beyond! We sold our place and also bought another one with him. On the day of closing the new house we arrived and the previous owners had left garbage in the yard, garage and front of the house. Peter came over that day to bring us pizzas during our move and noticed what they did. He came over the next morning (on his day off) with a trailer and helped me fill it up with the garbage (completely full) and brought it to the dump on his own time and dime. Whenever we had concerns or stresses he was always available to assist and help out in any way! Highly recommend Peter for any future real estate endeavors!
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Mughees Alam 2020-02-08 Google
Mughees Alam worked with Drew Woolcott in 2020.
Kelsie 2020-01-30 Google
Kelsie worked with Drew Woolcott in 2020.
We met Yvonne at an open house last Fall and expressed our interest in looking for a home in the new year. Yvonne was really patient with us (more so me lol!) with my constant emails regarding homes in our preferred area. Yvonne was really accommodating for showings, always willing to meet us on short notice if necessary. We finally found our perfect home and everything was a whirlwind but Yvonne helped us every step of the way and we are so grateful for her help. Yvonne is very friendly, patient and there's never any pressure from her to make a decision right away. She really wants the best for her clients and goes the extra mile to get the best deal possible. Thank you Yvonne and the team at Re/max Escarpment Woolcott Realty Inc.! Kelsie and Mathew
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Steve Beasley 2020-01-28 Google
Steve Beasley worked with Drew Woolcott in 2020.
I was very happy the Woolcott team. They did an amazing job from Luke Riddell agent to the stagers photographers etc. Thank you for great service
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Alyssa - Christopher Gomeszis 2020-01-25 Google
Alyssa - Christopher Gomeszis worked with Drew Woolcott in 2020.
Nicole was a pleasure to work with. She took initiative right from the start, offering to show us a lot of homes in the Milton area. Even after changing cities to look at, she was accommodating and flexible; always available when we reached out to her. Thank you for providing a great home buying experience.
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Alex K 2020-01-18 Google
Alex K worked with Drew Woolcott in 2020.
Jason Mehta 2020-01-09 Google
Jason Mehta worked with Drew Woolcott in 2020.
We are First Time Home Buyers and Nicole @ the Woolcott team has been absolutely phenomenal to work with! I would recommend this team to all FTHB's you are in excellent hands with this team. Thank you Woolcott and Thank you Nicole for your exceptional and continued client service. We are only going to be dealing with your team for expert realty advice!
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Jay Douglas 2019-12-12 Google
Jay Douglas worked with Drew Woolcott in 2019.
Recently met Justin Podmoroff at an Open House while looking for a place to rent. From that meeting on he became a great person to work with. Friendly, knowledgeable and patient. He sent us new places to look at, and would always get us in to look at a place we were interested in very quickly. Once we found the place we loved he worked hard to get it all put in place for us to rent it and has continued to help us even after we signed the paperwork with our new landlords. He recently met us on a Sunday to let us back in to the place so we could take some measurements. He has been extraordinary. A great asset for the Woolcott team!
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Madeleine Doherty 2019-09-17 Google
Madeleine Doherty worked with Drew Woolcott in 2019.
We have dealt with the Woolcott group for a couple house purchases now and have been very happy with our agent and their administrative staff. Kaleigh was very attentive, patient and kind during our first home purchase and now for our second. We always felt listened to, well informed and never felt rushed to do anything. We would definitely use the Woolcott team again.
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Dawn Richards 2019-08-15 Google
Dawn Richards worked with Drew Woolcott in 2019.
The Woolcott Team are wonderful. I hired them to sell my home and purchase a new one. They are extremely friendly, professional, always available day or night to answer my many millions of questions. Sheryl Maciel and Marnie Crompton have a great partnership, my family and I are thrilled with the service they provided. Will definitely use them again for any future real estate transactions. Keep up the great work!!
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Catherine Carr 2019-07-20 Google
Catherine Carr worked with Drew Woolcott in 2019.
My husband and I took over two years to find our new "forever house". Don Cox, our agent, demonstrated a high level of patience, and professionalism throughout our search. Don, continually reassured us that we would eventually find our house and we would know it was "the one' when we saw it. Sure enough that is exactly what happened. We never felt pressured or rushed at any time to buy or sell our home. When it came time to enter into negotiations to purchase our home, he demonstrated a high level of expertise and kept us well informed. He helped us arrange a home inspection and attended the inspection with us! Thank you, Don! Currently, we are in the process of selling our house and Cheryl Ledamun is leading that part of the process. She too, has been highly professional and have given us excellent advice and support. She has made the selling process as stress-free as possible. Thank you, Cheryl! The entire Woolcott team has been very supportive, from purchasing our new home to selling our current home. They have been with us every step of the way. They have a wide variety of supportive services, including free home evaluations, staging, and expert advice! I would highly recommend RE/MAX Escarpment Woolcott Realty Inc.
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Cory Farago 2019-05-29 Google
Cory Farago worked with Drew Woolcott in 2019.
Well I am very pleased and excited to have dealt with the Woolcott Realty Team. Especially Marnie Crompton. Within 12 hours of listing my house I had an offer and was in shock quite honestly. Marnie took lots of time explaining to me what the process was and when I had a questions that needed more explaining she went back to her team so she could give me the best answer possible. When another offer came she was there with me, giving advice and holding my proverbial hand, ultimately letting me know it was my final decision. The care, honesty and empathy she conveyed showed a very compassionate person. I cannot wait to see the "Too Late" sign on my front lawn. I would highly recommend Marnie to represent you along with her team members at Woolcott Realty. In fact she in the process of helping my Son find and purchase his first home. I know he is very good hands. Thank You Marnie. You are Amazing!!
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troyjamesperrin 2018-08-28 Google
troyjamesperrin worked with Drew Woolcott in 2018.
does 6% commission sound right to you?
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Rebecca Stinson 2018-05-16 Google
Rebecca Stinson worked with Drew Woolcott in 2018.
As first time home buyers, Cheryl Ledamun was a great help for us, guiding us through the process and making buying a house easier and more enjoyable. She is very friendly and knowledgeable, and taught us so much about houses and the whole buying process. We really liked that she never pressured us on anything and she was always happy to show us a home. Our search lasted a few months, but we were able to find a home that we love and is perfect for us. It was a great pleasure working with Cheryl and The Woolcott Team!
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Megan Pratt 2017-12-18 Google
Megan Pratt worked with Drew Woolcott in 2017.
We recently sold our townhome with Laura Bielak from Woolcott and couldn't be happier with the outcome or process. Even with a downturn in the Hamilton real estate market, we managed to sell our home within a month and had an incredible amount of interest -- tons of showings until the right offer came through. We loved working with Laura; so professional and knowledgeable, and always accessible when we needed her!
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