Auto InsuranceHome InsuranceTenant InsuranceBusiness Insurance
Windsail Financial & Insurance
Excellent
1907 Pembina Highway, Milton, ON P0L 7S2
Profile last updated: February 20, 2026
Est. 1980 2-5 team members
4.4
Windsail Financial & Insurance is an independent insurance brokerage proudly serving the Milton community and surrounding areas in Ontario. As an independent broker, we work with multiple insurance providers to compare rates and coverage options, ensuring our clients get the best value for their insurance needs.
Our team specializes in auto insurance, home insurance, commercial insurance, and tenant insurance. Whether you're a first-time home buyer, a growing business, or simply looking for better rates on your current policy, we take the time to understand your unique situation and find the right coverage.
With over 46 years of experience in the insurance industry, we bring deep expertise and long-standing insurer relationships to every client interaction. We are committed to providing personalized service and expert advice to every client who walks through our door. At Windsail Financial & Insurance, you're not just a policy number -- you're part of our community.
Contact Information
Location
1907 Pembina Highway
Milton, ON P0L 7S2
Location Map
1907 Pembina Highway, Milton, ON P0L 7S2
Get DirectionsInsurance Lines
Auto InsuranceHome Insurance
Specialties
Senior DriversLandlord InsuranceCommercial AutoCyber InsuranceLife Insurance
Business Hours
SundayClosed
Monday09:00 - 17:00
Tuesday09:00 - 17:00
Wednesday09:00 - 17:00
Thursday09:00 - 17:00
Friday09:00 - 17:00
SaturdayClosed
Languages
English
Photos
Reviews
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4.4
7 reviews
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R
Ryan Gagnon
Feb 2026
Best broker in town
I've been with Windsail Financial & Insurance for years and they consistently find me the best rates. Their claims support is top-notch too.
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Alexander Pelletier
Jun 2025
Saved us money on auto insurance
Switched our auto insurance through Windsail Financial & Insurance and saved a significant amount. The broker took the time to explain all the coverage options clearly.
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P
Patrick Singh
Dec 2024
Perfect for small business
Windsail Financial & Insurance set up our commercial liability and property insurance. They understood our industry and found coverage that actually fits our needs.
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B
Benjamin Li
Dec 2024
Multi-policy savings
Combined our home, auto, and cottage insurance through Windsail Financial & Insurance. The multi-policy discount was substantial and managing everything through one broker is so convenient.
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R
Robert Leclerc
May 2024
Great for home insurance
Bought our first home and Windsail Financial & Insurance walked us through everything we needed for home insurance. They even bundled it with our auto policy for extra savings.
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J
Jennifer Johnson
Apr 2024
Family business feel
Windsail Financial & Insurance has that family business feel that you don't get from big insurance companies. They genuinely care about finding you the right coverage.
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C
Catherine Patel
Jan 2024
Good overall experience
Had a good experience with Windsail Financial & Insurance. They found me a competitive rate for home insurance. Only minor issue was the paperwork took a bit longer than expected.
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Disclaimer: AtlasBrokers is a directory service. We do not sell, solicit, or negotiate insurance. Information on this page is for general reference only and should not be taken as financial or insurance advice.
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