Your Winchester Insurance Team!

Request A Free Quote

It’s simple and won’t take long

COVID-19: Update

Our office is open to the public with safety precautions and guidelines in place. During this time you can still call or email your broker or account manager if you need to make changes to your insurance. A list of all of our staff and their emails are below:

Get a Free Winchester Insurance Quote Today!

Winchester is one of the branch locations acquired from Brister Insurance Group, which now operates under McDougall Insurance & Financial – Winchester, a trusted name in Eastern Ontario. We plan on keeping the Brister reputation while adding some of the McDougall Insurance experience. McDougall Insurance has been providing families and businesses alike with quality they can depend on.
We are dedicated to offering our customers the highest level of personalized service and care, and have earned a solid reputation as insurance brokers you can trust. When it comes to getting you insurance, we strive to ensure that you get the right coverage and options at the right price so you can have peace of mind. Insurance is designed to protect the people and things you hold dear, and we offer a wide range of insurance types.

Winchester Car Insurance

Finding an affordable car insurance policy in Winchester has never been easier. At McDougall Insurance we have access to more markets than any other broker in Ontario. What does that mean for you and your auto insurance? It means we can shop your policy to more markets and that means better coverage at a better price. Contact one of our Winchester Insurance brokers today for your car insurance quote.

Winchester Home Insurance

Protecting your home is one of the most important decisions you can make. Our Winchester insurance brokers know the area and understand the risks that can impact your home. You need home insurance protection that will pay out if a claim arises. With the help of a broker you can expect an affordable home insurance policy with no gaps in your coverage. Contact us today!

What Our Customers Are Saying

John Lennox
My spouse and I utilized McDougall/ Brister Insurance when our previous insurance company gave us an insane quote for our home purchase. We contacted Shannon Leblanc since they were local, and began the process. Shannon was able to secure us Home Insurance for $1000 less per year than what our previous insurer wanted. We completed everything online through email eliminating the need to drive to their office or play telephone tag. This was really convenient for us as I work nights. I also got my motorcycle insurance through Shannon based on my pleasant experience with my home policy. Many insurance companies and brokers will only treat you like a policy number, where Shannon will treat you how a customer should be treated - with respect and courtesy. I highly recommend this brokerage for anyone in Ontario. From motorcycle insurance to home policies, no other company can compete with the quality of service you will receive from them.
Eric Irvine
Been dealing with McDougall/Brister Group Winchester for at least the past 5 years and the service has been excellent. Our broker William Barclay is very helpful and helped us save money with the best possible insurance quotes and goes above and beyond with his customer service!
Rebecca John
McDougall Insurance has been the insurance brokerage I’ve dealt with since I started buying insurance policies in 2007. I have been extremely happy with the service provided by McDougall and their staff.
Meagan Froats
I have had great experiences with Brister/McDougall. My insurance rate goes down every year. I am contacted and told of other options available to me. My boyfriend just changed to Brister/Mcdougall and it cut his monthly payment in half. Couldn't be happier.

Life Insurance

Protect what is most important to you! We have affordable life insurance and financial services options. Talk to one of our life insurance brokers today!

How to Transfer the Ownership of a Vehicle in Ontario?

Every vehicle in Ontario that is used on the road is required to have a registered vehicle ownership, or the green piece of paper most of us keep in our glove box. However, many owners are unsure of what a vehicle ownership is used for, why we need it and how to...

COVID-19 Update

We are doing our utmost to protect our customers and our staff.

Two of our offices in Oshawa and Courtice have been closed to the public. We are taking precautions at this time based on the proximity to the GTA. These offices will still be operating, however we are allowing no clients inside. Our priority is keeping our staff and clients healthy and safe.

Our other offices are open to the public with the appropriate safety procedures in place. Business can still be conducted online, through email or over the phone. For a list of staff emails go to:

You can still conduct business online or through email. For a list of staff emails go to: Staff Profiles