The Connelly Group

How Kendra Can Help

Kendra Connelly

With over 17 years of experience, Kendra Connelly is an award winning, multi-million dollar producer within the Real Estate sector. In 2018, she launched her prestigious group respectively called The Connelly Group.

Kendra’s sophistication, charm and real estate prowess are responsible for earning her a reputation in the industry of being hard working, passionate and proficient.

The Connelly Group is built on a foundation of warmth, integrity and compassion. Through this, Kendra’s clientele have developed trusting, lifelong relationships.

Kendra is focused on assisting her clients with their financial and lifestyle goals. She makes it a priority to adhere to the needs of her clients without any added pressure.


Kendra Connelly has always been destined to sell luxury real estate — it just took a youth filled with exploration, independence, self-reliance, confidence and promise for her future to crystallize. That peripatetic lifestyle of her adolescence has given Kendra a profound appreciation for Toronto and the Greater Toronto Area’s inclusiveness, stability and diverse culture.

“Toronto is one of the world’s leading-edge cities,” she says. “We’re like a mini New York, but we do it better because the people here are so warm and welcoming. There is a kindness in the air that just feels like ‘home.’”

Kendra now has more than 20 years of experience guiding clients in one of life’s most important decisions, their home. While her intelligence, experience and patience are lauded as driving factors behind her success, it is her unrelenting empathy that bonds her to clients for life.

“I’ve been through a lot. There is nothing you can throw at me that I can’t handle. I won’t let anything distract me from my goal of completing each transaction in the best possible terms for my customers. Their happiness is what truly matters to me,” she says.

Kendra joined Sotheby’s International Realty Canada in 2011 because she felt the company and its global network better supported her burgeoning luxury clientele. In 2018, she launched The Connelly Group, which has further buttressed her reputation as a driving force and innovator in the real estate industry.

Growing up in Fenelon Falls, then transitioning to downtown Toronto, has led Kendra to appreciate and embrace the convergence of pastoral and urban lifestyles. To that end, she and her husband, Chris, recently relocated to Jackson’s Point in Georgina.

“More and more, I am finding like-minded people seeking the idyllic semi-rural lifestyle while retaining the ability to quickly and comfortably access the vast cultural options that downtown Toronto affords,” Kendra says. “Jackson’s Point is such an easy commute. I can be in the heart of Toronto in an hour.”

Kendra and Chris maintain a remarkably active lifestyle. Their two red Dobermans are by their sides whenever possible. If not working around their new house, weekends find Kendra and Chris attending any one of myriad local festivals and social engagements. They leap at any opportunity for travel, having extensively explored the Far East and Caribbean in particular, with Europe next on the list.

Kendra is also an ardent gym rat, recently double-medalling — at the surprising age of 48 — at a regional bodybuilding and qualifying for nationals. “The gym is truly my happy place,” she says. “I’ve always been passionate about my fitness. I live my life, gladly, in service of others. But the gym is the one place where I can focus on myself. It keeps me grounded and infuses me with energy that I carry with me into my professional life.”

A rising passion in Kendra and Chris’s lives is golf. They recently joined a local club and are honing their skills while simultaneously enjoying the social opportunities and charitable outreach the membership sponsors.

If you’re out-and-about in Jackson’s Point, you may spot Kendra fulfilling a lifelong dream in her recently-acquired ’72 Corvette Stingray C3 T-Top.

Mission Statement

In order to accomplish client satisfaction Kendra actively educates herself to understand the ever changing market, has established powerful negotiating strategies and is detail oriented. When you are a client of Kendra’s you are cared for every step of the way!


Kendra grew up in a small rural setting near the town of Fenelon Falls and loves the humbleness of her roots. She moved to Toronto in 1990 and is happily residing in The Beaches neighbourhood with her husband and dogs. The Beaches is a nice reminder of home!

Kendra is an avid traveller. She has resided in Bali, Australia, Thailand and New York. In addition, she has travelled to Hong Kong, China, Fiji, Hawaii, Dominican Republic and the Caribbean. While her travels have taken her around the world she looks forward to exploring the beauty and history of Europe!

Being active has become not only a lifestyle, but a necessity for her happiness. She recently competed in a Regional BodyBuilding Competition where she took home two medals and qualified for Nationals. If she is not working with her clients, you can find her at the gym.

Some of our best


If a high level of professionalism, integrity and a ‘can do’ attitude are important to you as a home seller or buyer, I highly recommend Kendra and her team.

Kendra brought extensive knowledge of the local real estate market along with a positive approach to listing my home. Her team of stagers, photographers and support staff made listing my home a seamless and easy process. She was realistic in her approach and honest with her expectations for a positive outcome. She made navigating a couple of wrinkles in the sales process worry free and was prompt with her follow up, keeping me abreast of developments and discussions with prospective buyers. Within days of listing my home, I had a firm offer which I was happy with. Even after the sale was complete, Kendra stayed in touch and any follow up questions were addressed, no matter how trivial. Kendra was a delight to work with and I wouldn’t hesitate to recommend her and the team.

Peter Maltby, Toronto.

The difference about Kendra amongst others is her dedication to her clients, she is relentless, she will hunt for that perfect spot for you!


I have total faith that when she goes in to that room, its not about just getting a deal done, it really is about focusing on your needs as a buy.

Nick & Jodi

Before we even began the project of selling my late aunt’s home, we knew that we had the right person to do the job. Kendra had assisted my daughter (son-in-law) and my son (and his girlfriend) in the purchase of their homes. They spoke so highly of her work ethic, her integrity and kindness that we knew that selecting her was a no-brainer. We initially met with Kendra on Thursday May 16th (with her lovely assistant Eva) to discuss our objectives and give her as much information as possible. She then said that she would do her research on the area and the market values; she said she would get back to me during the May long weekend – which she did from her cottage! She gave us a range to expect, which was much higher than we thought. (We had to clean up the house in the meantime) We then met with Kendra and Eva on Monday June 17th to discuss a game plan on how we should approach the sale of the house based upon her knowledge and experience. Action was to start on July 2nd and finish on July 9th according to her plan. WOW – one week! Well, all happened according to plan (60 interested parties going through the home, 12 offers made by July 9th!!) and we exceeded the top of her forecasted threshold (which shows how good her front end research was). We cannot say enough good things about both Kendra and Eva. They work hard and they do a great job. I know that if I ever need a real estate broker in the future, I will be going right back to them.

Paul Fujiwara

We were originally referred to Kendra through a friend in the building when we were looking to sell our downtown condo. We interviewed numerous agents and felt that she came the most prepared, gave us the best input, and made us very comfortable in our decision. Kendra took the time to listen to what we had in mind, took us through all of the paperwork, and made sure that we were familiar with the whole process, whether we chose her to list our condo or not. The place sold quickly and the process was completely painless for us. We made her aware that we would be waiting a year to buy a house and she still took the time to take us through that process, understand what we were looking for, and set us up right away with listing e-mails. There was never any pressure to buy quickly and she gave us honest, realistic opinions on the market as we went along. Every few months we would get a friendly call to check in and see how we were doing. When it came time to actually start looking she happily worked within our small defined area and before we even went into a house showed us what to look for, warning signs of trouble, and what we should be prepared for if/when we began the process of putting in an offer on a house. We found a house we liked and having her on our side was invaluable. It’s the little things she does that really set her apart from other agents. Her recommendation of saving our last home visit until the day before close saved us $1000 in plumbing bills when we found an issue with the hot water. I wouldn’t hesitate to recommend Kendra to anyone looking to buy or sell in Toronto.

Jeff & Lara

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