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Profile photo of a State Farm Agent named: Chuck Montgomery
State Farm® Insurance Agent

Chuck Montgomery

Chuck Montgomery Ins Agcy Inc

384 East Main Street
Middletown, DE 19709

Middletown Crossing Shopping Center Next to Papa John's Pizza & Walgreens

Would you like to create a personalized quote?

Would you like to create a personalized quote?

Office Info

Office Hours

9am - 5pm
After Hours by Appointment
Call us 24 hours a day!


384 East Main Street
Middletown, DE 19709


English, Spanish

** Online auto quotes are not available at this time. We would love to help you with all of your insurance needs, please contact the office during our regular business hours. We apologize for the inconvenience. **

Welcome to the Chuck Montgomery Insurance Agency. I have owned and managed my own State Farm Insurance Agency serving Delaware, Pennsylvania, and Maryland residents since 1998!

My State Farm agency is in the heart of Middletown, DE, but we are happy to service the entire tri-state area. Common areas in Delaware that I service include Newark, New Castle, Townsend, Odessa, Smyrna, Dover, and many more! Common areas in Maryland are Warwick, Sassafras, Cecilton, and the eastern shore. Common areas in Pennsylvania include Philadelphia County, Delaware County, and Chester County.

State Farm celebrated 100 years in business in 2022. A Century of honesty and integrity and a mission to help our customers when they need it most. My agency is proud to be a part of such a milestone and promise to uphold the standards that State Farm has set for our good neighbors.

As a multi-line State Farm agent, I can provide Auto Insurance, Life Insurance, Homeowners’ Insurance, Renters’ Insurance, Small Business Insurance, Pet Insurance, Motorcycle Insurance, and many more. Stop into my State Farm agency at 384 East Main Street in Middletown or give us a call/text for a free quote! You will be glad you did!

Chuck's Background: I am originally from Delaware County, Pennsylvania (Delco), but relocated to Newark, Delaware, in 1998. Shortly after, I opened my own State Farm agency in Middletown, DE.

I love the Middletown community and our small town feel. It seems that everyday Middletown changes a little. It is definitely an exciting time to be a part of this community. I am an avid supporter of the Middletown Little League Baseball and some local charities. My family and I have a Basset Hound named Cooper who occasionally accompanies me into the office. See our Facebook page for photos! ( Some of my hobbies include Golfing, Camping, and watching professional football.

Insurance Products Offered

Auto, Homeowners, Condo, Renters, Personal Articles, Business, Life, Health, Pet

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Our mission is to become your first choice for your insurance needs by establishing a personal relationship and helping you understand the risks you face every day. We focus on Auto Insurance, Homeowners Insurance, Renters Insurance, Life Insurance, and Business Insurance throughout the state of Delaware, Maryland, and Pennsylvania. We are your friend in the insurance industry.
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Ashley Haes State Farm Agent Team Member

Ashley Haes

Account Manager


Courtney Weidman


Kalista Wegman


Josh Wilson

Multiple Line Representative


Jodi Littleton-Cote


Jackie Gonzalez