JAMIE DEMPSTER TEAM
Our Offices
MIDTOWN
170 MERTON ST
TORONTO ON M4S1A1
UPTOWN
401-685 SHEPPARD AVE E
TORONTO ON M2K1B6
JAMIE DEMPSTER TEAM
Our Offices
It can be difficult to navigate the crowded real estate marketplace and it’s our job to provide clarity through the entire process. Our goal is to make this a fun, easy and seamless experience for you, right from the start!
We believe communication is key in any relationship and that’s why we make it a priority. We’ll be with you every step of the way and make it a priority to ensure you are well equipped with relevant market information, getting you one step closer to achieving your real estate goals.
We’re experienced, passionate and confident in what we do. So much so, The Jamie Dempster Team made the 2018 Re/Max Top 100 list, coming in at #32 of over 20,000 agents in Canada. That’s confidence you can trust!
About Us
The Jamie Dempster Team was founded on the passion for helping people achieve their personal and financial real estate goals. Born and raised in Central Toronto and within the real estate industry, Jamie’s love for the city continues to grow as he helps families and individuals find their own dream homes.
The Jamie Dempster Team specializes in everything real estate, from the first time homebuyer to the empty nester who is looking to embark on the next stage of their life. Consistently ranked in the top 1% of agents in Canada, Jamie and the team continue to put the client first in service, satisfaction and success.
With the local expertise you can trust, and a priority to ensure clients are well equipped with relevant market information to help achieve personal and financial real estate goals, The Jamie Dempster Team was formed on the basis that multiple minds are better than one.
Looking to Buy a New Property or Sell an Existing One?
Browse Our
For Sale
$3,699,000 CAD
154 Valley Road, Toronto, Toronto C12, ON M2L 1G4, CA
For Sale
$1,249,000 CAD
17 Greenyards Drive, Toronto, Toronto C14, ON M2M 2R7, CA
For Sale
$875,000 CAD
27 Sunray Crescent, Toronto, Toronto W05, ON M3M 2C4, CA
For Sale
$449,900 CAD
816 Lansdowne Avenue 103, Toronto Unit: 103, Toronto W02, ON M6H 4K6, CA
For Sale
$449,000 CAD
121 McMahon Drive 3102, Toronto Unit: 3102, Toronto C15, ON M2K 0C2, CA
For Sale
$22,000,000 CAD
211 Dunvegan Road, Toronto, Toronto C03, ON M5P 2P3, CA
For Sale
$21,995,000 CAD
221 Forest Hill Road, Toronto, Toronto C03, ON M5P 2N3, CA
For Sale
$13,999,000 CAD
221 Dunvegan Road, Toronto C03, ON M5P 2P3, CA
For Sale
$13,950,000 CAD
5 Dewbourne Avenue, Toronto, Toronto C03, ON M5P 1Z1, CA
For Sale
$12,700,000 CAD
9 Dewbourne Avenue, Toronto C03, ON M5P 1Z1, CA
For Sale
$11,399,000 CAD
204 Forest Hill Road, Toronto, Toronto C03, ON M5P 2N4, CA
For Sale
$10,995,000 CAD
215 Dunvegan Road, Toronto, Toronto C03, ON M5P 2P2, CA
For Sale
$10,380,000 CAD
258 Cortleigh Boulevard, Toronto, Toronto C04, ON M5N 1P7, CA
For Sale
$10,000,000 CAD
207 Strathallan Boulevard, Toronto C04, ON M1N 1T3, CA
For Sale
$8,998,000 CAD
11 Ormsby Crescent, Toronto, Toronto C03, ON M5P 2V2, CA
For Sale
$8,998,000 CAD
327 Cortleigh Boulevard, Toronto, Toronto C04, ON M5N 1B2, CA
For Sale
$8,500,000 CAD
230 Dunvegan Road, Toronto, Toronto C03, ON M5P 2P2, CA
For Sale
$7,995,000 CAD
370 Glengrove Avenue W, Toronto, Toronto C04, ON M5N 1W5, CA
For Sale
$7,788,000 CAD
82 Sherwood Avenue, Toronto, Toronto C10, ON M4P 2A7, CA
For Sale
$6,999,000 CAD
335 Lytton Boulevard, Toronto, Toronto C04, ON M5N 1R9, CA
For Sale
$6,695,000 CAD
163 Cortleigh Boulevard, Toronto, Toronto C04, ON M5N 1P6, CA
For Sale
$6,500,000 CAD
2588 & 2590 Yonge Street, Toronto, Toronto C04, ON M4P 2J3, CA
For Sale
$6,495,000 CAD
470 Russell Hill Road, Toronto, Toronto C03, ON M5P 2S7, CA
For Sale
$5,980,000 CAD
119 Strathallan Boulevard, Toronto, Toronto C04, ON M5N 1S9, CA
For Sale
$5,800,000 CAD
7 Glen Rush Boulevard, Toronto, Toronto C04, ON M5N 2T2, CA
For Sale
$5,795,000 CAD
615 Briar Hill Avenue, Toronto, Toronto C04, ON M5N 1N4, CA
For Sale
$5,660,000 CAD
11 Dewbourne Avenue, Toronto, Toronto C03, ON M5P 1Z3, CA
For Sale
$5,425,000 CAD
2035-2037 Yonge Street, Toronto, Toronto C10, ON M4S 2A2, CA
For Sale
$5,295,000 CAD
435 Eglinton Avenue W, Toronto, Toronto C03, ON M5N 1A4, CA
For Sale
$5,295,000 CAD
202 Forest Hill Road, Toronto, Toronto C03, ON M5P 2N4, CA
For Sale
$4,707,000 CAD
310 Bessborough Drive, Toronto, Toronto C11, ON M4G 3L1, CA
For Sale
$4,599,000 CAD
230 Strathallan Wood, Toronto, Toronto C04, ON M5N 1T4, CA
For Sale
$4,599,000 CAD
35 Gardiner Road E, Toronto, Toronto C03, ON M5P 3B6, CA
For Sale
$4,499,000 CAD
8 Tarlton Road, Toronto C03, ON M5P 2M4, CA
For Sale
$4,495,000 CAD
110 Mona Drive, Toronto, Toronto C04, ON M5N 2R4, CA
For Sale
$4,479,000 CAD
326 Lytton Boulevard, Toronto, Toronto C04, ON M5N 1R8, CA
For Sale
$4,465,000 CAD
1414 Bayview Avenue PH 03, Toronto C10, ON M4G 3A7, CA
For Sale
$3,999,999 CAD
412 Glenayr Road, Toronto C03, ON M5P 3C7, CA
For Sale
$3,999,000 CAD
2473 Yonge Street, Toronto C03, ON M4P 2H6, CA
For Sale
$3,995,000 CAD
5 Braemar Avenue, Toronto, Toronto C03, ON M5P 2L1, CA
For Sale
$3,889,000 CAD
141 Old Forest Hill Road, Toronto, Toronto C04, ON M5N 2N7, CA
For Sale
$3,850,000 CAD
5 Westgrove Crescent, Toronto, Toronto C04, ON M5N 2S7, CA
For Sale
$3,695,000 CAD
1717B Bathurst Street, Toronto C03, ON M5P 3K4, CA
For Sale
$3,680,000 CAD
26 Carey Road, Toronto, Toronto C10, ON M4S 1N8, CA
For Sale
$3,495,000 CAD
137 Highbourne Road, Toronto, Toronto C03, ON M5P 2J8, CA
For Sale
$3,380,000 CAD
12 Walder Avenue, Toronto C10, ON M4P 2R5, CA
For Sale
$3,300,000 CAD
619 Mount Pleasant Road, Toronto C10, ON M4S 2M5, CA
For Sale
$3,199,000 CAD
392 Eglinton Avenue W, Toronto, Toronto C04, ON M5N 1A2, CA
For Sale
$3,195,000 CAD
29 Maxwell Avenue, Toronto, Toronto C03, ON M5P 2B4, CA
For Sale
$3,190,000 CAD
3 Glen Rush Boulevard, Toronto, Toronto C04, ON M5N 2T2, CA
Our experience selling our house with Jamie has been entirely positive. Our house entered the market at a difficult time for the Canadian market with the introduction of mortgage stress testing and the foreign buyer’s tax. Jamie was able to read the market correctly and we sold our house for a good price. The process was always pleasant and Jamie was scrupulously professional with us and with potential buyers to whom he showed our house. I have already referred Jamie to a friend as a measure of my trust in him.
Our experience selling our house with Jamie has been entirely positive. Our house entered the market at a difficult time for the Canadian market with the introduction of mortgage stress testing and the foreign buyer’s tax. Jamie was able to read the market correctly and we sold our house for a good price. The process was always pleasant and Jamie was scrupulously professional with us and with potential buyers to whom he showed our house. I have already referred Jamie to a friend as a measure of my trust in him.
Jamie was incredibly personable, friendly, and easy to talk to and work with. He had a positive attitude that made him a pleasure to deal with and visit houses with. He spoke to me honestly and directly about what he thought, and I valued his opinions about markets, negotiating, and properties. Jamie always responded quickly when I needed him. His professionalism and the level of service he provided made me feel like I was his only client. I never felt like I had to fight for his attention, or as though I was a side interest to another, larger deal he was also working on. I would unreservedly recommend him to anyone looking for a Realtor and look forward to using him again in the future.
Jamie was incredibly personable, friendly, and easy to talk to and work with. He had a positive attitude that made him a pleasure to deal with and visit houses with. He spoke to me honestly and directly about what he thought, and I valued his opinions about markets, negotiating, and properties. Jamie always responded quickly when I needed him. His professionalism and the level of service he provided made me feel like I was his only client. I never felt like I had to fight for his attention, or as though I was a side interest to another, larger deal he was also working on. I would unreservedly recommend him to anyone looking for a Realtor and look forward to using him again in the future.
Anyone who is interested in selling or buying real estate in the GTA should consider utilizing the services of Jamie Dempster. Jamie’s attention to detail, his market knowledge, and his strategy to market my home as well as his power to negotiate on my purchase defines him as a true leader in the very competitive real estate agent market. I would recommend Jamie without reservation to anyone looking to find the best real estate agent services in the GTA.
Anyone who is interested in selling or buying real estate in the GTA should consider utilizing the services of Jamie Dempster. Jamie’s attention to detail, his market knowledge, and his strategy to market my home as well as his power to negotiate on my purchase defines him as a true leader in the very competitive real estate agent market. I would recommend Jamie without reservation to anyone looking to find the best real estate agent services in the GTA.
Jamie did a great job from start to finish with our sale. He was flexible to fit around our family (with small kids), and had a solid plan that in the end set the record for our area and surpassed my expectations. His demeanour and tactics are pleasant, fair, and effective. On a more personal level, he had some very significant events in his family life during this time, and yet at no time did we feel left in a lurch. Nor did we ever get the feeling that he was putting work before family, because honestly a factor in who we have representing us is that we would like that person to have similar values, and Jamie demonstrated good character in numerous ways. I’m quite happy to be paying him for a job very well done. I already recommended him to my brother for his upcoming purchase and sale as well.
Jamie did a great job from start to finish with our sale. He was flexible to fit around our family (with small kids), and had a solid plan that in the end set the record for our area and surpassed my expectations. His demeanour and tactics are pleasant, fair, and effective. On a more personal level, he had some very significant events in his family life during this time, and yet at no time did we feel left in a lurch. Nor did we ever get the feeling that he was putting work before family, because honestly a factor in who we have representing us is that we would like that person to have similar values, and Jamie demonstrated good character in numerous ways. I’m quite happy to be paying him for a job very well done. I already recommended him to my brother for his upcoming purchase and sale as well.
Jamie Dempster gave us outstanding attention during the process of downsizing – both in the purchase of a condominium and the sale of our home – thus making a stressful transition as calming for us seniors as possible.
Jamie Dempster gave us outstanding attention during the process of downsizing – both in the purchase of a condominium and the sale of our home – thus making a stressful transition as calming for us seniors as possible.
Jamie has helped so many of my senior clients realize their ideal retirement plans. He and I work as a team to help understand what clients need and the special history of their home. Jamie works hard with me to present the family home at its very best, not just to get top dollar (which he always does) but as a measure of our respect for the owner, their family, and this unique property.
Jamie has helped so many of my senior clients realize their ideal retirement plans. He and I work as a team to help understand what clients need and the special history of their home. Jamie works hard with me to present the family home at its very best, not just to get top dollar (which he always does) but as a measure of our respect for the owner, their family, and this unique property.
Jamie and his team were so amazing in our search to find our forever home. I was very stressed about house hunting and preparing our condo for sale with a 7-month-old. Jamie and his team made the transition a breeze! He helped us find our forever home! I am sure he would be glad to help find yours!
Jamie and his team were so amazing in our search to find our forever home. I was very stressed about house hunting and preparing our condo for sale with a 7-month-old. Jamie and his team made the transition a breeze! He helped us find our forever home! I am sure he would be glad to help find yours!
I could go on and on about how amazing the Jamie Dempster team is! They made me feel like we were their only clients with how attentive they were to our concerns, our wants, and any issues that arose. They were professional, offered their amazing expert opinions which we valued and trusted (and boy were they accurate), and were just outright amazing in every single possible way. They made buying our first condo a dream!
I could go on and on about how amazing the Jamie Dempster team is! They made me feel like we were their only clients with how attentive they were to our concerns, our wants, and any issues that arose. They were professional, offered their amazing expert opinions which we valued and trusted (and boy were they accurate), and were just outright amazing in every single possible way. They made buying our first condo a dream!
Jamie Dempster and his team are fantastic. They were extremely supportive and knowledgeable throughout the whole process. They really care about the people they are trying to help on both sides of the deals. I would highly recommend them for anyone looking to buy, sell, or rent.
Jamie Dempster and his team are fantastic. They were extremely supportive and knowledgeable throughout the whole process. They really care about the people they are trying to help on both sides of the deals. I would highly recommend them for anyone looking to buy, sell, or rent.
We can’t thank Victoria and the Jamie Dempster Team enough for their incredible support in helping us find our first home! From the very beginning, Victoria was always prepared, showing up to every meeting/showing with all the necessary documents and answers to every question we had. No matter how many times we asked for clarification, she was always patient and thorough, making the entire process feel seamless. Her dedication and professionalism made all the difference, and we truly felt like we were in the best hands. If you're looking for someone who will go above and beyond to help you find the perfect place, Victoria is the one to trust! Thank you for helping us find the place we now get to call our home.
We can’t thank Victoria and the Jamie Dempster Team enough for their incredible support in helping us find our first home! From the very beginning, Victoria was always prepared, showing up to every meeting/showing with all the necessary documents and answers to every question we had. No matter how many times we asked for clarification, she was always patient and thorough, making the entire process feel seamless. Her dedication and professionalism made all the difference, and we truly felt like we were in the best hands. If you're looking for someone who will go above and beyond to help you find the perfect place, Victoria is the one to trust! Thank you for helping us find the place we now get to call our home.
Jamie has an eye for quality homes. My entire family relies on him. We are all excited about the new condo!
Jamie has an eye for quality homes. My entire family relies on him. We are all excited about the new condo!
We worked with Jamie and his team to buy a house and sell our condo recently, and it was an excellent experience. Jamie's expertise and enthusiasm made the process fun and efficient (even with a 6-month-old baby in tow!), and his whole team was super-responsive and helpful. Jamie really went above and beyond when we encountered an issue with an unfair mortgage appraisal, working tirelessly to make sure the appraisal was fair and accurate. We are very happy with our new home and how well everything went!
We worked with Jamie and his team to buy a house and sell our condo recently, and it was an excellent experience. Jamie's expertise and enthusiasm made the process fun and efficient (even with a 6-month-old baby in tow!), and his whole team was super-responsive and helpful. Jamie really went above and beyond when we encountered an issue with an unfair mortgage appraisal, working tirelessly to make sure the appraisal was fair and accurate. We are very happy with our new home and how well everything went!
Jamie Dempster was fantastic to work with. From start to finish, Jamie was an absolute professional—knowledgeable, responsive, and truly dedicated to finding the best solutions. What really stood out was Jamie’s creativity in approaching the process, making sure every detail was covered and providing thoughtful suggestions at every step of the way. His tenacity and commitment, despite an atypical sales context, were incredible. I felt confident and supported throughout the entire journey. If you’re looking for a realtor who is not only very skilled but also truly cares about his clients, and with a hilarious sense of humour to boot, I highly recommend Jamie.
Jamie Dempster was fantastic to work with. From start to finish, Jamie was an absolute professional—knowledgeable, responsive, and truly dedicated to finding the best solutions. What really stood out was Jamie’s creativity in approaching the process, making sure every detail was covered and providing thoughtful suggestions at every step of the way. His tenacity and commitment, despite an atypical sales context, were incredible. I felt confident and supported throughout the entire journey. If you’re looking for a realtor who is not only very skilled but also truly cares about his clients, and with a hilarious sense of humour to boot, I highly recommend Jamie.
We had a fantastic experience working with Jamie and Oliver on our recent home purchase. From the very beginning, they were incredibly patient, taking the time to truly listen to all of our needs and preferences. They never rushed us, and their calm, supportive approach made the entire process feel much less stressful. Not only did they show us properties that perfectly matched our criteria, but they also offered excellent advice along the way—helping us make informed decisions at every step. Their knowledge, professionalism, and genuine care made a huge difference, and we couldn't be happier with the home we found. We highly recommend the Jamie Dempster team to anyone looking for reliable, attentive, and trustworthy realtors!
We had a fantastic experience working with Jamie and Oliver on our recent home purchase. From the very beginning, they were incredibly patient, taking the time to truly listen to all of our needs and preferences. They never rushed us, and their calm, supportive approach made the entire process feel much less stressful. Not only did they show us properties that perfectly matched our criteria, but they also offered excellent advice along the way—helping us make informed decisions at every step. Their knowledge, professionalism, and genuine care made a huge difference, and we couldn't be happier with the home we found. We highly recommend the Jamie Dempster team to anyone looking for reliable, attentive, and trustworthy realtors!
Jamie and his team were fantastic in helping us find the perfect home. They gave good advice during our search and provided honest opinions about the homes we toured and market conditions. Highly recommend Jamie and his team!
Jamie and his team were fantastic in helping us find the perfect home. They gave good advice during our search and provided honest opinions about the homes we toured and market conditions. Highly recommend Jamie and his team!
Jamie, Oliver, and the entire team were absolutely incredible to work with. They were proactive, responsive, and helped with every part of the process. They made everything very easy, and we couldn’t have asked for a better experience. We’ll definitely be working with them again in the future!
Jamie, Oliver, and the entire team were absolutely incredible to work with. They were proactive, responsive, and helped with every part of the process. They made everything very easy, and we couldn’t have asked for a better experience. We’ll definitely be working with them again in the future!
Just a quick note to say "Thank you so much" to Jamie Dempster and his First Class Team! Backstory: 85 years. old Mother (mine), moved to a nursing home, and wants a 2024 condo sell price in perhaps the worst condo environment in years, 2025. Who do you call? It's easy! You call Jamie Dempster, who brings with him the VERY best Team in the industry, Victoria Mangiapane and Tori Weaver! Jamie and his Team took a look at the condo, had it cleaned and professionally staged, and to all of our surprise, a buyer came in at more than 99% of the price "Mom" wanted! In short, Jamie and his team are the best of the best in the GTA, and we would highly recommend them to anyone selling a property. Great service, superb industry knowledge, and always a positive attitude! Personally, my wife and I are already looking forward to calling Jamie for our next purchase or sale! Thank you so much, Jamie, Victoria, and Tori!
Just a quick note to say "Thank you so much" to Jamie Dempster and his First Class Team! Backstory: 85 years. old Mother (mine), moved to a nursing home, and wants a 2024 condo sell price in perhaps the worst condo environment in years, 2025. Who do you call? It's easy! You call Jamie Dempster, who brings with him the VERY best Team in the industry, Victoria Mangiapane and Tori Weaver! Jamie and his Team took a look at the condo, had it cleaned and professionally staged, and to all of our surprise, a buyer came in at more than 99% of the price "Mom" wanted! In short, Jamie and his team are the best of the best in the GTA, and we would highly recommend them to anyone selling a property. Great service, superb industry knowledge, and always a positive attitude! Personally, my wife and I are already looking forward to calling Jamie for our next purchase or sale! Thank you so much, Jamie, Victoria, and Tori!
It is my pleasure to share a raving review of the Jamie Dempster team, including Victoria Mangiapane. I had a quick timeline to both sell my first townhouse and find a turn-key home to move into, with my dogs and growing pregnant belly. Jamie and Victoria have been confident in the process and provided all the necessary help to make the selling and buying stress-free. At a time in my life when I needed calm transactions, they provided the ease, and I never felt that I was in a rush, even though we had a short amount of time to work with. I sold my townhouse for more than asking, and I bought my forever home for under asking, in a neighbourhood I feel so remarkably content with. I am moving from the West end of the city to the East end, and I couldn't be happier. I close on Wednesday and have a few months to get settled before I welcome my littlest member of the family. I want to thank the Jamie Dempster team for all that you have done for us. I am forever grateful we found my forever home.
It is my pleasure to share a raving review of the Jamie Dempster team, including Victoria Mangiapane. I had a quick timeline to both sell my first townhouse and find a turn-key home to move into, with my dogs and growing pregnant belly. Jamie and Victoria have been confident in the process and provided all the necessary help to make the selling and buying stress-free. At a time in my life when I needed calm transactions, they provided the ease, and I never felt that I was in a rush, even though we had a short amount of time to work with. I sold my townhouse for more than asking, and I bought my forever home for under asking, in a neighbourhood I feel so remarkably content with. I am moving from the West end of the city to the East end, and I couldn't be happier. I close on Wednesday and have a few months to get settled before I welcome my littlest member of the family. I want to thank the Jamie Dempster team for all that you have done for us. I am forever grateful we found my forever home.
We really enjoyed working with Jamie! He is a great agent, friendly, professional, and very knowledgeable. I like how he tells you what's wrong with every place (not to be negative, but just so you know what you're getting into) and gently brings you down to earth if you're being unrealistic. His negotiating strategy also worked very well for us. Would recommend!
We really enjoyed working with Jamie! He is a great agent, friendly, professional, and very knowledgeable. I like how he tells you what's wrong with every place (not to be negative, but just so you know what you're getting into) and gently brings you down to earth if you're being unrealistic. His negotiating strategy also worked very well for us. Would recommend!
Great team! Very professional and detail-oriented. Appreciated the honesty in a difficult market for sellers. Highly recommend Jamie and his team!
Great team! Very professional and detail-oriented. Appreciated the honesty in a difficult market for sellers. Highly recommend Jamie and his team!
We recently bought our first home thanks to this amazing team. We had no prior experience and felt rather stressed and overwhelmed with all that's involved. But after only a few hours of working with Oliver, that changed into excitement and confidence. It was so great to have a super friendly team with all this knowledge and experience on our side. We are super happy with our first home and I can say it would not have happened without Oliver.
We recently bought our first home thanks to this amazing team. We had no prior experience and felt rather stressed and overwhelmed with all that's involved. But after only a few hours of working with Oliver, that changed into excitement and confidence. It was so great to have a super friendly team with all this knowledge and experience on our side. We are super happy with our first home and I can say it would not have happened without Oliver.
Your Next Destination Awaits
The Epitome Of North Toronto, This Bedford Park Home Is Magazine-Worthy Blending Timeless Features & Modern Finishes Throughout.
Are you interested in buying a home? Look no further than working with real estate experts.
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With the local expertise you can trust, and a priority to ensure clients are well equipped with relevant market information to help achieve personal and financial real estate goals, The Jamie Dempster Team was formed on the basis that multiple minds are better than one.
OUR OFFICES
MIDTOWN
170 MERTON ST
TORONTO ON M4S1A1
UPTOWN
401-685 SHEPPARD AVE E
TORONTO ON M2K1B6
OUR OFFICES
MIDTOWN
170 MERTON ST
TORONTO ON M4S1A1
UPTOWN
401-685 SHEPPARD AVE E
TORONTO ON M2K1B6