Matthew Regan, Oakville, Real Estate Agent

Matthew Regan

Plus Real Estate Agent
0 Clients
Hired on Rate-My-Agent.com

100% Response Rate

Key Stats

Hired on Rate-My-Agent.com 1 times

16 reviews in 6 cities and 6 neighbourhoods.

24th in Mississauga, ON - 7 Reviews

36th in Oakville, ON - 3 Reviews

1st in Bracebridge, ON - 3 Reviews

150th in Hamilton, ON - 1 Reviews

105th in Burlington, ON - 1 Reviews

2nd in Huntsville, ON - 1 Reviews

More

Rating Summary

Overall Rating
4.95
Knowledgeability Rating
5.00
Professionalism Rating
5.00
Responsiveness Rating
5.00
Usefulness of Website
4.87
Value of Service
4.94
Reach & Lead Generation
4.93
Home Prep & Staging Advice
4.86
Success Ratio 100 %
Recommend Ratio 100 %
Response Rate 100 %

In Matthew's Own Words:

Matthew Regan started his first business at the age of 12 and sold it at 17, making his first six figures. Today he owns and operates 4 different companies in the real estate sector. Five times, his companies have been recognized by the Globe and Mail’s Report on Business Magazine as one of Canada’s top growing companies. Basl.ai, an up-and-coming tech and marketing platform powered by AI for Realtors, is in proud partnership with the Royal Bank of Canada’s RBCx – the bank’s tech banking and innovation arm. At the age of 19, while attending the University of Toronto, he began a career in real estate. Today, Regan Irish & Associates transacts $500m in annual sales volume and is recognized by Re/Max as a top 5 Team in Canada for GCI and top 1% globally. The company ranks in the top 10 for TRREB agents both in units sold and sales volume. Every February marks the Regan Irish & Associates Kindness Tour. Launched in 2017, every member of the company participates in supporting 28 local charities. In May 2018, they were nominated for a Community Spirit Award. Matthew is a Believer, husband and father of 3. He lives out a dream of living on a retired dairy farm in the Muskoka Lakes. He’s an avid reader and enjoys anything outside that involves a good sweat, dirt, grease, and a John Deere tractor.

Contact

Phone Check
Cell Check
Address 1320 Cornwall RD


5.00

Home in Mississauga | Nov 2020

We engaged Matthew Regan and before Matthew his father Michael on the purchase and sale of our last three homes and we were very pleased. We highly recommend Matthew and his fantastic team. - Grace & Frank D'Addio

Reply:    Thank you so much, Grace & Frank! It has been a pleasure working with you and your family over the years. We truly appreciate your continued trust and support, and we’re grateful to have been part of the purchase and sale of your homes. Wishing you all the very best in your new home! — Matthew Regan & Team

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Buying and Selling
Successful
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House / Single-Family
Mississauga
Nov 2020
August 2026
5.00

Home in Central Oakville, Oakville | Aug 2014

Matthew skillfully marketed and sold my home in 2014 in Watercolours, Lorne Park and found me a beautiful home in Oakville. He paid close attention to detail throughout the stressful process. He has stayed in touch since with his valuable and thoughtful marketing offers. He provided valuable advice when I was searching for a reputable Landscape Company. My home is my oasis and I owe a great deal of gratitude to Matthew for taking the lead. I highly recommend him. - Sylvia Christou

Reply:    Sylvia, thank you so much for your thoughtful review and for trusting me with such an important move. It was a pleasure helping you sell your home in Lorne Park and find your Oakville oasis. I’m especially glad that my advice and connections have continued to be helpful long after the transaction. Your kind words truly mean a lot to me!

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Buying and Selling
Successful
YES
House / Single-Family
Central Oakville, Oakville
Aug 2014
August 2026
4.71

Home Sale in Lorne Park, Mississauga | Sep 2026

Excellent local knowledge, sage counsel and attentive service ... Matthew and Paul made for a good team. They used many strategies to garner attention... I'd hire them again. We had another realtor before then and these guys took it to another level. - Pat Bolland

Reply:    Pat, we really appreciate the kind words! Thank you for recognizing the care, strategy, and local market knowledge we bring to every listing. It was a pleasure working with you, and we’re so glad we were able to deliver a different level of service and marketing for your home. We’d be thrilled to work with you again anytime!

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Selling
Successful
YES
House / Single-Family
Lorne Park, Mississauga
Sep 2026
August 2026
5.00

Home Sale in Lorne Park, Mississauga | Aug 2026

Matthew and his team have provided an exceptional experience as it relates to the selling of our parents home. He and his team went above and beyond in explaining the selling process and then followed through on each and every aspect of the sale. I cannot express how happy we are as it relates to each and every interaction with Matthew and his team. - Bill Bolland

Reply:    It was a privilege to help your family navigate such an important sale, Bill. We know that selling a parent’s home is about much more than the transaction itself, so our goal was to make every step clear, organized, and as seamless as possible. We’re very grateful for the trust your family placed in us and truly appreciate your kind words.

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Selling
Successful
YES
House / Single-Family
Lorne Park, Mississauga
Aug 2026
August 2026
5.00

Home Sale in Lorne Park, Mississauga | Sep 2026

We were impressed with Matthew’s knowledge from the start. He had a very good understanding of the market, was professional throughout the process, and generated a great deal of interest and activity in our home. When an offer ultimately came forward, the seller and buyer started quite far apart on price. Matthew did an excellent job working through the negotiations and helping both sides find common ground and reach an agreement. We appreciated his advice, professionalism and steady approach and strategy. - Peter Bolland

Reply:    Peter, I really appreciate this. One of the most rewarding parts of our job is taking a complicated negotiation and turning it into a successful deal for our clients. Creating the right exposure for your home, understanding where the market was, and staying focused through the negotiations were all key. Thank you for trusting me to guide you through the process. It was a pleasure working with you and I’m grateful for the opportunity to represent you.

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Selling
Successful
YES
House / Single-Family
Lorne Park, Mississauga
Sep 2026
August 2026
5.00

Home in Clarkson, Mississauga | Jul 2024

Matthew’s knowledge experience client focus and collaboration, along with great advice on how to prep our home for sale, resulted in a quick sale above asking. Simply the Best. Highly recommend. - Lou Menecola

Reply:    Lou, it was a pleasure helping you prepare and position your home for the market. The right preparation, pricing, and marketing strategy can make all the difference, and we’re thrilled we were able to achieve such a strong result for you. Thank you for the trust, the kind words, and the recommendation — it was a pleasure working together!

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Buying and Selling
Successful
YES
House / Single-Family
Clarkson, Mississauga
Jul 2024
August 2026
5.00

Home Purchase in Bracebridge | May 2022

I had been looking to move closer to town. There were not many houses for sale that met my criteria. Matthew Regan was able to find me a house in Bracebridge off market that was perfect for my needs. A bungalow where I could rent out the basement. I recommend Matthew Regan to help buy or sell a house in Bracebridge ON. I will use Matthew Regan to sell my home when the time comes. - Sharon Lightfoot

Reply:    Sometimes the best opportunities aren’t the ones you find online. Sharon, I’m so glad we were able to think outside the box and uncover an off-market property in Bracebridge that checked the boxes you had been searching for—a bungalow, close to town, with the flexibility of a rentable basement. Thank you for trusting me to help you find the right fit. I truly appreciate your recommendation and look forward to helping you again when the time comes to sell.

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Buying
Successful
YES
House / Single-Family
Bracebridge
May 2022
August 2026
5.00

Home Sale in Oakville | Sep 2026

Matt was incredible to work with, so knowledgeable and supportive throughout the entire process. I am so happy with everything he and his team did for us. I would recommend him to everyone I know! - Alicia Cooper

Reply:    Alicia — this means a lot. Knowing you felt confident and supported throughout the process is exactly what we hope for every client. Thank you for trusting me and my team, and for being willing to recommend us to the people closest to you. We genuinely loved working with you!

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Selling
Successful
YES
House / Single-Family
Oakville
Sep 2026
July 2026
4.43

Home Sale in Lorne Park, Mississauga | Jun 2019

Matthew sold my home a few years ago and was a very professional and friendly realtor. He took good care of my family throughout the listing and sale process. I would highly recommend him to anyone seeking a dedicated, honest and reliable realtor. A genuinely nice person. - Julie Mason

Reply:    Thank you, Julie. I really appreciate you taking the time to share this. It was a pleasure helping you and your family with the sale of your home. I’m glad the process felt smooth and that you felt well taken care of throughout. That level of trust and comfort means a lot to me. Thank you again for your kind words and recommendation. I truly appreciate it.

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Selling
Successful
YES
House / Single-Family
Lorne Park, Mississauga
Jun 2019
April 2026
5.00

Commercial Property Purchase in Bracebridge | Jun 2026

Matthew Regan was great to work with throughout the purchase of our commercial space. He was very knowledgeable about the Muskoka market, always responsive, and extremely helpful and flexible when it came to arranging access to the property. He made the whole process smooth and straightforward. I would definitely work with him again and would highly recommend him to anyone looking in the area. - Mike Galasso

Reply:    Thank you, Mike, I really appreciate you taking the time to share this. It was a pleasure working with you on the purchase of your commercial space in Muskoka. I’m glad I could help make the process smooth and straightforward, and that my knowledge of the local market and ability to coordinate access made things easier for you. I truly appreciate your trust and recommendation, and I’d be happy to work with you again anytime in the future.

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Buying
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Commercial
Bracebridge
Jun 2026
April 2026
5.00

Retail Property in Bracebridge | Jun 2025

Matthew Regan is the best realestate agent in Mississauga. We have used him for years. He also helped us by a luxury property in Muskoka and we would highly recommend him to sell your luxury home or your waterfront estate. What I appreciate most about Matthew is that he takes the time to understand your needs and works tirelessly to ensure you get the best offer. - Joseph

Reply:    Thank you, Joseph, for your continued trust and loyalty over the years—it truly means a lot to us. We’re so grateful for the opportunity to support you not only in Mississauga but also with your luxury Muskoka property. Our commitment to understanding each client’s goals and delivering exceptional results is what sets us apart as a top realtor in Mississauga and a best realtor in Oakville and Mississauga for luxury and waterfront properties. Helping clients successfully buy and sell high-end homes, including waterfront estates, requires experience, dedication, and strong negotiation skills—qualities we’re proud to bring to every transaction. Your recommendation reinforces our reputation as a trusted Mississauga real estate agent and a go-to luxury real estate expert in Oakville, Muskoka and Mississauga. We sincerely appreciate your support and look forward to assisting you again in the future!

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Buying and Selling
Successful
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Retail
Bracebridge
Jun 2025
March 2026
5.00

Home Purchase in Port Sydney, Huntsville | Apr 2026

When we became interested in viewing a property in Muskoka, we reached out to the Regan Irish team. Matthew met us at the property the next day, and once we knew we wanted to make an offer his advice and expertise was extremely helpful, as we had never purchased in this area before. He has been very knowledgeable, responsive and attentive through the buying process. Thank you Matthew for your guidance and assistance in this transaction, we are so pleased with the purchase! - Andrea

Reply:    Thank you so much, Andrea, for your kind words and for trusting the Regan Irish team with your Muskoka purchase! As a team committed to being the best realtor in Oakville and Mississauga, we pride ourselves on delivering responsive service, in-depth market knowledge, and a seamless experience… no matter where our clients are buying. It’s wonderful to know that our dedication reflected the high standard you’d expect from a top real estate agent in Muskoka, Oakville and Mississauga. Your satisfaction means everything to us, and we’re so happy you’re pleased with your new property. If you ever need assistance again or know anyone looking for a trusted Muskoka realtor or Mississauga real estate expert, we’d be honoured to help. Congratulations again on your purchase, and thank you for choosing our team!

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Buying
Successful
YES
House / Single-Family
Port Sydney, Huntsville
Apr 2026
March 2026
5.00

Home in Lorne Park, Mississauga | Jan 2019

We bought and sold our team with the Regan Irish team, and I would strongly recommend them. Matt is very professional and knowledgeable about the market and generally a pleasure to deal with. - Adam Greening

Reply:    Thank you, Adam, for your kind review and for trusting the Regan Irish team with both your buying and selling journey! We’re so glad to hear that your experience was a positive one from start to finish. Our professionalism, market expertise, and client-focused approach are exactly what we strive for as a team. As a best realtor in Oakville and Mississauga, we’re committed to delivering knowledgeable guidance and a smooth experience whether you’re buying, selling, or both. Your recommendation means a lot to us, and we’re proud to be recognized as a top real estate agent in Oakville and Mississauga who clients can rely on. If you or anyone you know is looking for a trusted Oakville realtor or Mississauga real estate agent, we’re always here to help. Thanks again for choosing the Regan Irish team, we really appreciate your support!

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Buying and Selling
Successful
YES
House / Single-Family
Lorne Park, Mississauga
Jan 2019
March 2026
5.00

Home Purchase in Oakville | Jan 2026

Friendly, professional, and knowledgeable. Matt is a master of the real estate craft and helped guide us through the cottage purchase process with ease. He was insightful and helped us ask all the right questions. He was readily available and made us feel like we were a priority at all times. - JASON

Reply:    Jason, Thank you for not only taking the time to share these kind sentiments but also for the trust you put in me to help you and your family. I'm so excited for you and no doubt will have many great memories coming your way.

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Buying
Successful
YES
House / Single-Family
Oakville
Jan 2026
March 2026
5.00

Home Purchase in Palmer, Burlington | Apr 2013

Matthew is by far the most knowledgable and capable agent you could have on your side. When I was a first time homeowner I was very nervous but he explained each step of the process to the point that I felt empowered with knowledge to make good decisions. Not only did he find me my dream home, he negotiated a good price. A few years later, when my mother-in-law passed away, he helped us during the process of selling her home including staging. It couldn’t have done it as smoothly without his help and guidance. I Couldn’t recommend a better agent. I will be a lifetime client and tell all my friends and family about him. - Claire Fraser

Reply:    Thank you, Claire, for sharing such a thoughtful review and for placing your trust in us through multiple important milestones. We understand that buying your first home can feel overwhelming, which is why we focus on clear communication and guidance every step of the way. Our ability to educate and support clients is a big part of why we are recognized as a best real estate team in Oakville and Mississauga and a top real estate agent in Mississauga for both first-time buyers and experienced homeowners. We’re also grateful you trusted us to help with the sale of your mother-in-law’s home. From staging to strategic marketing and negotiation, our goal is always to make the selling process as smooth and successful as possible—something you can expect from a trusted Oakville and Mississauga real estate team. Your loyalty and referrals mean everything to us. Being considered your go-to for life is the highest compliment, and we’re proud to be known as a top realtor in Oakville and Mississauga that families can rely on for every stage of their real estate journey.

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Buying
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House / Single-Family
Palmer, Burlington
Apr 2013
March 2026
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Home in Waterdown, Hamilton | Mar 2025

Regan Irish has a very strong presence and a strong brand in the GTHA. Because of that, I have used them for multiple purchase and each one resulting in a successful sale and purchase. - Rosa V.

Reply:    Thank you. Working with you has been a pleasure, and we look forward to our next transaction together.

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Buying and Selling
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House / Single-Family
Waterdown, Hamilton
Mar 2025
September 2025

What makes Matthew a Worthy Cause Hero?

So far, Matthew has given at least $3,033 to these Worthy Causes:

City of Mississauga Animal Services Shelter

Gave $100 to City of Mississauga Animal Services Shelter

Halton District School Board

Gave $100 to Halton District School Board

Canadian Association for Suicide Prevention (CASP)

Gave $100 to Canadian Association for Suicide Prevention (CASP)




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