Your Bruce Peninsula REALTORS®

Get to know us!

 

We are your Bruce Peninsula Real Estate

Team and we want you to know who you 

are working with!

Ashley Jackson

Broker, Team Leader

Growing up in Red Bay and returning to the area after post-secondary education, Ashley is familiar with what makes the Bruce Peninsula unique, and shows her passion for the area in her work. Hiking the Bruce Trail, visiting the many beaches, enjoying Lake Huron sunsets & cross-country skiing are some of her favorite things to do on the Bruce Peninsula. Summer or Winter there is lots to do!

Working as an administrative assistant with Darlene James for over two years, focusing in advertising, customer care and staff training, Ashley has established a deep understanding of the ins and outs of the real estate industry.

Her passion for the industry led her to pursue her real estate certification while attending Conestoga College, allowing her to move into her next role at RE/MAX Grey Bruce Realty Inc., as a Sales Representative.

Ashley received her Bachelors Degree in Interior Design, graduating with honours from Conestoga College. During this time, Ashley studied the Ontario Building Code, zoning by-laws and construction methods, and developed practical negotiating skills; knowledge which translates perfectly into the real estate industry. Ashley has received several awards for academic proficiency and skillful design solutions. During her spare time, she participated in design competitions and pursued several volunteer projects.

Interior design is all about listening to your clients and understanding what they need, then translating this need into a reality. This is what Ashley strives to do in real estate as well. Searching for a home or property is a journey, and Ashley cannot wait to help you embark on that journey! 

  • 2016 Awarded RE/MAX EXECUTIVE CLUB AWARD
  • 2017 Awarded RE/MAX 100% CLUB AWARD
  • 2017 Ashley is Now a Broker with the Team
  • 2017 Diamond Team Award
  • 2018 Diamond Team Award
  • 2019 RE/MAX Diamond Team Award
  • 2020 RE/MAX Diamond Team Award
  • 2021 RE/MAX Diamond Team Award
  • 2022 RE/MAX Diamond Team Award

Ashley Barker, Broker MCNE, Lifestyle55+ Affiliate & Team Leader

  • 2018-2017 Diamond Team Member
  • Certified Negotiation Expert 2018
  • Certified Senior Designation 2017
  • Young Guns 2018 award

Client Review 
An Absolute Pleasure
M. Cook

It was wonderful doing business with Ashley and their team, and an absolute pleasure working with her. Ashley’s knowledge and professionalism were extremely helpful. I have no doubts that if I listed with anybody else, right about now I’d be wondering what I would have to do this spring and summer to sell. Ashley is professional, knowledgeable, business-minded, conscientious, thoughtful, helpful, personable and very kind!

Dylan Dolson

REALTOR®

Dylan’s deep-seated roots started on the family farm just outside of Owen Sound. Dylan has also had a second home here on the tip of the Bruce Peninsula for nearly two decades! This connection to the land in both Grey and Bruce gave him an appreciation of everything there is to offer. The Bruce Peninsula is where Dylan worked his summer job for many years at the National Parks, eventually managing a business in the area, and now lives full time in the area with his wife. He is truly in love with the area and wonderful local community!


For many years prior to entering into the world of real estate, Dylan managed a number of vacation cottage rentals. For him, he always took pleasure in welcoming families arriving for their week on the beautiful Bruce Peninsula and guiding them on their stay. Dylan also enjoyed renovating the cottages. This gave him a good understanding of the building code and local bylaws as well as a great connection with local contractors.

Dylan has a true passion in aviation and enjoys being in the air whenever possible! Starting as a childhood dream while on a school trip with his class, Dylan visited the home of WW1 Flying Ace Billy Bishop in Owen Sound. A fitting start to his passion as he later took all his aviation courses at the Billy Bishop Airport. Dylan took to the skies solo for the first time nearly a decade ago and has loved every minute since! He says seeing the cliffs and turquoise waters from above is truly breathtaking and further grows his appreciation for living here on the Bruce!

 

  • 2021 RE/MAX Diamond Team Award
  • 2022 RE/MAX Diamond Team Award

Client Review 
Highly Recommend
Reece Jones

Dylan was an absolute pleasure to work with on our recent vacant land purchase. Dylan’s professionalism and knowledge of the local area stood out to us from the get go. He was always quick to respond to any questions we had along the way and readily available to arrange showings. When it came time to present an offer, Dylan’s assistance in presenting comparable recent sales for review and contract negotiations were fantastic. It was easy to see that Dylan has a true passion for what he does. I would highly recommend Dylan to anyone looking for real estate services in the area and look forward to working with Dylan again myself.

 

Sukhmini Kaur

Salesperson

Meet Sukhmini – Your Local Bruce Peninsula Realtor

With over 15 years of experience in Human Resources in the corporate world, Sukhmini brings a solid foundation of professionalism, compassion, organization, and strong people skills to everything she does.

After owning a cottage in the North Bruce Peninsula for more than a decade, she fell in love with the area’s natural beauty, peaceful pace of life, and close-knit community. In the spring of 2024, she, along with her husband and two boys—who are nature and outdoor lovers—made the life-changing decision to leave the city behind and embrace full-time country living. This move truly felt like coming home for the entire family.

Sukhmini began her real estate journey with the RE/MAX Tobermory team as an Administrative Assistant, working closely with Ashley Jackson—a well-known name in the North Bruce Peninsula real estate community. During her six months in that role, she gained hands-on experience and a deep understanding of the real estate business. Now, as a registered Salesperson, she combines her strong professional background with local insight to offer clients a unique blend of expertise, care, and commitment.

Sukhmini is passionate about helping others discover the magic of the Bruce Peninsula! Whether you’re buying your first home, searching for the perfect cottage escape, or preparing to sell, she can guide you through a smooth, stress-free, and even enjoyable real estate journey. 

Reach out anytime—she’s here to help!

Darlene Kentel

Salesperson

Darlene is no stranger to The Northern and South Bruce Peninsula living for 17 years in Lions Head and now 4 years in Tobermory. Prior to moving from Kitchener in 2004 to raise her daughter on The Bruce, Darlene’s family spent more than 30 years of summers at their family space in Sauble Beach and kept this community contact through sport and social visits well after relocating to Lions Head.

“We love where we live” and that translates to knowing the area, listening to how to best suit her clients here and understanding as a Realtor what her clients are looking for. From Saugeen Shores, to South Bruce to the tip of the Peninsula in Tobermory, Darlene has worked with Buyers, Sellers and Investors to find the perfect space, home or Bruce County experience with passion and enthusiasm.

With a background in Resort Marketing and Small Business ownership Darlene’s experience, Degrees and continuing education give her attention to detail, an asset to anyone looking to make a move to or from the beautiful Bruce Peninsula. On personal time Darlene can be found operating a local Bed and Breakfast, welcoming and serving Visitors from all over the world, enjoying tending the gardens and hiking the trails and shores of this special place she calls home.

DC
Dharmender Choudhary

REALTOR®

With over 20 years of experience in corporate IT leadership, managing teams and working with clients across international organizations, I bring strong communication, problem-solving, and a client-first approach to real estate. My background has taught me the importance of listening, building lasting relationships, and delivering exceptional service.

Living and spending time at our family cottage in Dyers Bay for more than a decade gave me a deep appreciation for the Bruce Peninsula’s peaceful lifestyle, turquoise waters, forests, wilderness, and the wonderful people who have become like family. My family and I made the life‑changing decision to move here full‑time, transitioning from city living to the quiet, grounded rhythm of this remarkable region.

Our own journey of finding the right home, along with years of hands-on cottage projects and exploring the Peninsula, inspired me to help others discover everything this remarkable region has to offer. I understand that buying or selling a home is more than a transaction—it’s an important life decision.

As a multilingual REALTOR®, I am committed to making every real estate experience clear, enjoyable, and as stress-free as possible. Guided by patience, integrity, and a genuine desire to help, my goal is to provide trusted advice and personalized service while helping clients make confident, informed decisions every step of the way.