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Built on Trust,
Rooted in Community
At Smallwood Insurance, we’re more than just an insurance agency — we’re your neighbors, dedicated to providing personalized coverage that protects what matters most to you.
Meet Stefen Smallwood
Stefen Smallwood is a lifelong resident of Edgewater, MD, with deep roots in the community. With over a decade of experience in the insurance industry, Stefen founded Smallwood Insurance Agency to offer his neighbors reliable, straightforward, and affordable insurance solutions. He takes immense pride in delivering exceptional service and building lasting relationships with his clients.
“I have spent my entire life in this community. I love working with customers and helping them with their insurance needs. I take tremendous pride in giving customers the best possible level of service.”— Stefen Smallwood
Our Services
Homeowners Insurance
Protect your home and everything in it with coverage you can rely on.
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Auto Insurance
Drive with confidence knowing you’re covered wherever the road takes you.
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Renters Insurance
Coverage for your personal belongings and protection against the unexpected.
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Condo Insurance
Get coverage designed to protect what your condo association doesn’t.
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Motorcycle Insurance
Ride freely with coverage built for every twist and turn.
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ATV/off-road Insurance
Adventure confidently with protection for all your off-road rides.
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Boat Insurance
Enjoy peace of mind on the water with protection for you and your vessel.
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Pet Insurance
Keep your pets healthy and happy with coverage for unexpected care.
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Life Insurance
Secure your family’s future with coverage that lasts a lifetime.
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Umbrella Insurance
Extra protection for when your standard coverage isn’t enough.
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Our Location
Smallwood Insurance Agency
As part of a tight-knit suburb just south of Annapolis, we're proud to deliver fast quotes, easy claims help, and customized coverage options built on integrity and community values. Stop by or call today to meet our team, discuss the right protection for you, and learn about available discounts tailored to the Edgewater area.
