Why Choose The Knowles/Woolsey Team

  • We are a full service Team comprised of 1 full time Broker, 4 full time Sales Representatives and 1 Client Care Manager with over 70 years combined experience

    We are a unique boutique team, with personalized one-to- one service and support

  • Pre-listing Staging and Design Services Available

    Whether it’s decorating, a few minor tweaks, or a full re-furnishing, our Team has you covered!

  • Professional Photography including HD and ariel drone photography

    Leading edge photography to capture the most coveted buyers

  • Professional HD Video/Virtual tour

    Not your typical slide show…enabling potential buyers to virtually browse your home time and time again

  • Full exposure on the Barrie Real Estate and Toronto Real Estate Board

    Exposing your property to over 46,000 realtors and their buyers

  • Social media marketing experts on Facebook, Linkedin, Twitter, YouTube, Instagram

    Let’s be honest, who isn’t on social media? There is no better way to expose your home!

  • The Knowles Woolsey Team is a family of fourth generation Realtors in Barrie and surrounding areas

    We are committed to this Real Estate thing…let’s face it, it’s in our blood!

  • Re/Max Chay has held the #1 market share locally for 23 years and houses 6 local offices along with; over 200 Sales Representatives, 25 support staff, 2 full time managers

    It’s pretty simple, we sell more real estate than anyone else in the world!

  • Re/Max Global

    Ola! Bonjour! Kon’nichiwa! …Marketing to over 80 countries, in over 40 languages, in 57 currencies

Giving Back to the Community

The Knowles Woolsey Team is proud to be one of the top donating RE/MAX Teams to SickKids. We are #22 out of over 2,200 agents from 67 brokerages from Belleville to Burlington, and North Bay to Toronto.

In addition, we are the #1 top-donating Team from RE/MAX Chay!
RE/MAX Chay donated over $14,000 to SickKids, which rolled up into an astounding $730,000 donation from RE/MAX agents across Ontario in the 2015 year.

Our donation to SickKids goes towards their Possibilities Fund, which has the greatest potential to transform child health. Our gift helps ensure that SickKids can continue to respond quickly and strategically to the most urgent funding needs of the hospital, including world-class programs in research, education and patientcare.

We are proud to be champions for SickKids.

RE/MAX is the ?1 Brand Searched on the Internet

Meet Our Team

Our Family

When you choose The Knowles/Woolsey Team, you get much more than a great partnership with one individual. You’re tapping into the power of an award-winning boutique team of one Broker, 4 Sales Representatives and a full-time Client Care Coordinator.

Our team offers over 70 years of combined expertise and a unique range of specialized backgrounds and professional accreditations. With Chad and Scott rounding out the 4th generation of Realtor’s in our family, real estate is not just a career for us, it’s part of our DNA.

Steve Knowles

Steve Knowles first became licensed in 1989 and immediately began working for Re/Max as he believed strongly in the Re/Max business model.

Steve has been involved in a wide range or Real Estate transactions, from vacant land, farms, residential, condo and new developments, with values ranging from 50K to over 3M.

Steve is a firm believer in ongoing education and training, as the market place is constantly changing. “In order to be successful, you must adapt and keep well ahead of the market curve.” Steve obtained his Brokers license in 2004 and he has served on the board of directors with the Canadian Condominium Institute Huronia Chapter for 5 consecutive years.

Through various new development projects including “Grand Harbour”, “Water View” and “Nautica”, Steve has had the privilege and opportunity of working with some very talented Sales and Marketing people over the years.

“Having had the privilege to work alongside some of the best in the industry has been a terrific experience and has played a key role in my success to date. The whole team approach to business, Real Estate or otherwise makes a world of difference.

In a nutshell, I love what I do and care about my clients. My sales volumes are strong because of my work ethic, repeat business and referrals built by lasting relationships developed over the years.”

Steve is happily married to his beautiful wife Michelle and they have two great boys who enjoy all sports including fishing, snow sports, water skiing, golf, hockey & baseball.

Karen Woolsey

Karen Woolsey has been a full time Realtor since 1981 and has successfully worked through the various Real Estate cycles of the 80’s and 90’s, and the very challenging and changing markets of the new millennium. In the most recent past Karen played a key role as a senior Sales Representative on the new waterfront condominium projects including; Grand Harbour, The Waterview & The Nautica phase 1 & 2.

Karen is a consistent top producer at Re/Max and has achieved several awards over the years, including the prestigious Re/Max Hall of Fame.

Karen’s vast experience and continuing education in Real Estate keep her at the top of the ever-changing market trends. Most recently Karen obtained her “Accredited Senior Designation” strengthening her knowledge and understanding of the growing services of the senior market.

Karen is married to John and they have five grown children and three beautiful granddaughters. Her hobbies include volunteering within the community, travel, scuba diving, scrapbooking and spending time with family and friends.

Scott Woolsey

Through years of perseverance and determination, Scott Woolsey has earned his place as one of the most sought after Real Estate agents in Barrie.

Scott is a consistent award-winning professional who makes the real estate process enjoyable and successful for everyone he represents. With years of experience ranging from condominiums, investment properties, first time home buyers and luxury estates, Scott’s main objective is to ensure each individual he represents feel as though he is working for them alone.

Regardless of how challenging the task, with Scott as your representative you will experience an agent who approaches each assignment with honesty, integrity and attention to detail. Scott is tenacious and strives to fully satisfy the needs of his clientele. Always on top of the ever changing market conditions, Scott understands value and assists his clients in obtaining maximum profit in their real estate ventures.

Scott is a recipient of several awards including the Re/Max 100% Club for three consecutive years. He strives to continue his education within the real estate industry never settling when it comes to expanding his area of expertise. Scott has successfully completed courses in Commercial Real Estate, Real Property Law and most recently, Mortgage Finance.

His hard work and dedication have raised the standard in the industry and have also made him an agent his colleagues are happy to work with. The best way to explain it, really, is to show you.

Chad Woolsey

Born and raised into a 4th generation Real Estate family in Barrie Ontario, Chad Woolsey graduated in 2004 from Georgian College with a 3-year management diploma.

Beginning his career in aviation as a pilot for Canada’s leading airline, Chad has had the unique opportunity to travel the world and see Real Estate from various perspectives on most continents of the globe.

Chad has launched into the real estate business joining his family’s leading team at RE/MAX, The Knowles/Woolsey Team. The KW Team boast over 50 years combined realtor experience in the Barrie and surrounding area.

Chad looks forward to continuing to grow as a Realtor and enhance his knowledge working with the KW Team. Chad is eager to take what he has learnt from Real Estate and Aviation, together with the years of experience of Karen, Steve and Scott, to continue the tradition and provide the high level of service they currently do.

As a Barrie resident for life, Chad is an enthusiastic member of the community and enjoys, running marathons, triathlons golf and hockey.

Julie Woolsey

Upon graduation from the University of Alberta, with a degree in Sociology and Psychology, Julie made the move to Ontario and has called Barrie and surrounding area home for the last 20 years.

Having personally built, remodelled and renovated several houses, Julie has firsthand experience at property enhancement through renovations and new builds. She has the ability to see potential and opportunity in real estate that others may over look.

Julie’s love of architecture and design coupled with her 15 plus years of business ownership has helped refine her attention to detail which ensures that clients receive the highest level of customer service.

As the newest member to the Knowles Woolsey Team, who boast over 50 years combined industry experience, Julie provides buyers and sellers with a critical eye to detail and design and understands the emotional journey that home ownership brings.

With a focus on current home trends, Julie has extensive knowledge and resources to assist homeowners in achieving their vision.

When Julie is not working, she enjoys travel, staying fit and spending time with family and friends.

Ursula Cilla

As our Client Care Manager, Ursula engages with our team and our clients and ensures all of their real estate needs are met. She handles all of the team’s daily office needs from listings to closings, liaising with lawyers and agents, coordinating with vendors, marketing, website management, creative writing, grammar policing and more. Working with people has always been Ursula’s niche. Before moving to Simcoe County, and prior to a career with the Ministry of Health and Long Term Care, Ursula got her feet wet in the real estate world working for an independent Broker/real estate brokerage in Toronto.

After an exciting 12 years living downtown, from the Annex to Queens Quay, from King West to Leslieville, Ursula and her husband decided to make the (big) move to Barrie to raise their young family. As fate would have it, Ursula found the perfect fit with The Knowles/Woolsey Team and has been a part of the team ever since. Her tenure with the KW Team has been filled with several moves, new additions, new approaches, and a ton of laughter.

Providing client care and exceptional customer service comes pretty natural for Ursula. Her positivity and approach with people has been a big asset to us and our clients. She’ll always remember your name, or your child’s name, as well as your home address or your suite number. When she’s not working, Ursula loves reading, camping, travelling, making jewelry and spending time with her family and friends.


Our Business Partners

We know good help can be hard to find! We have compiled the names and numbers of various Industry Experts that we have worked closely with for a number of years.

Here are Our Recommendations.

Scott Johnston, Milltown Home Inspections
John Hamilton, Global Property Inspections
Erich Kelter, Above Grade Home Inspections Inc

Mike Podrebarac – HGR Graham Partners
  • 190 Cundles Road East, Suite 107, Barrie, ON L4M 4S5
  • 705-436-1701
  • mikep@hgrgp.ca
Richard Moran, HGR Graham Partners
  • 190 Cundles Road East, Suite 107, Barrie ON L4M 4S5
  • 705-436-1701
  • rmoran@hgrgp.ca
Shari Elliott, Elliott & Elliott
Jeremy Ridley, RBC
Richard Gregory, TD Canada Trust
  • 705- 727-2127
Kevin Joseph, Anthem Mortgage
Charon Clute, State Farm
  • 431 Huronia Road, Unit 1, Barrie, ON L4N 9B3
  • 705-726-3079
John Underhill, Underhill Insurance Brokers Inc.
Marcelo Millar, Investors Group
  • 138 Commerce Park Drive, Barrie, ON L4N 8W8
  • (705) 719-6773
Added Appeal, Lisa Harrison