Home Insurance

About Grayson

Grayson joined Winstead Insurance Agency in 2024 after working for a decade in software sales. He has a bachelor’s degree from Wake Forest University and was an Armor officer in the National Guard.  Grayson is the third generation of Winsteads to join the agency. He is licensed in Property, Casualty, Life, and Health Insurance. He enjoys spending his time on the golf course or on the water.

Grayson Winstead - Winstead Insurance Elkton MD

OUR COVERAGE OPTIONS

Property Insurance

Your home is your sanctuary. It’s a dependable shelter that keeps you and your family safe, and it’s the place where memories are made.Learn how Winstead Insurance helps you protect your home. 

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Homeowners Liability

If someone were to claim an injury on your property, there’s no stopping them from affecting your finances, your house, or anything else you own that can be labeled as compensation.

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Renters Insurance

If you rent an apartment, house, condo, or even a dorm room, you may not think you need insurance.

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Condo Insurance

For many, a condo is a great alternative to living in an apartment or a home, and can offer more space, more living area, and more amenities.

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Mobile Home Insurance

With a specialized Mobile Home Insurance policy, you can safeguard your home and your belongings in the event of a covered loss.

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Scheduled Property Insurance

The Personal Property Insurance of your Homeowners policy will protect your valuables up to a certain amount, but may not cover many of your most prized possessions.

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Landlords Insurance

As the owner of an apartment, home, condo, or other property, you’ll want to be prepared in the event that your investment is damaged.

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In-Home Business Insurance

As the owner of an In-Home Business, chances are your operations extend beyond the walls of your home.

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404 W. Pulaski Highway
Elkton, MD 21921


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