Winters Oliver Insurance Agency
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Winters Oliver HQ

7231 Forest Ave #202,
Richmond, VA

As a specialty insurance agency, we have built our reputation on creating an easy, comprehensive, and understandable process for meeting the insurance needs of our clients.

Serving Virginia and the Mid-Atlantic Region since 1945

Whether you are an individual, represent a family, or own a business, our professionals have the experience to create an insurance solution that is tailored to your unique situation.

Winters Oliver HQ

We offer more than just a quote
The guiding philosophy of our firm is to balance tradition with progress. Insurance has become increasingly commoditized, but special situations demand a personal relationship. Regardless of whether you prefer to close a deal with a handshake, a phone call, or an e-mail, our goal is to put a trusted face on the other side of the transaction

Leveraging Independence

Traditionally, the only way to shop for insurance was to contact multiple brokers and collect quotes from each. A time consuming process that often leaves you comparing apples and oranges trying to figure out what policy makes the most sense. As an independent agency, we deliver the insurance marketplace to you.  We collect the quotes, compare the policies, perform a competitive analysis, and then present our findings to you. This process empowers you to make the best possible decision without taking valuable time away from your business, your family, or your life. To ensure that your policy stays competitive, we review your coverage annually. Over time, we learn about your specific needs and proactively make changes so that no exposure is overlooked.

Thanks for taking the time to get to know us. We look forward to getting to know you and your needs.


Winters-Oliver is a specialty insurance agency offering property & casualty insurance and employee benefits to small and middle market businesses.