Independent agencies in Chestertown

2 independent insurance agencies in Chestertown. Independent agents shop multiple carriers to find coverage that fits you. Featured cards show clearly labeled paid Preferred Agencies first; the complete directory stays alphabetical. Unclaimed listings are not endorsements; agencies can claim and verify their profile.

2independent agencies listed
2serving businesses too

Chestertown, MD market figures computed from public licensing records as of 2026. “Records” reflect each agency’s earliest entry in the licensing file — see how we source data.

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2009 · NPN 2012887 · public licensing record

Hogans Agency Inc

Chestertown, MD

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2007 · NPN 1968539 · public licensing record

Living in Chestertown

A quick look at the people and homes behind the Chestertown insurance market.

5,594residents
2,195households
52%of homes owner-occupied
$344,000median home value

Source: U.S. Census Bureau, American Community Survey 5-year estimates (2020-2024), for Chestertown.

Chestertown insurance, answered.

How many independent insurance agencies are in Chestertown, MD?
Public licensing records list 2 active independent property & casualty agencies in Chestertown, Maryland.
What kinds of insurance can agencies in Chestertown help with?
2 of the listed agencies hold full property & casualty authority, covering personal lines (home, auto, renters, condo, flood, umbrella) and business coverage. A licensed agent confirms what they actually write before any quote.
Are these Chestertown agencies vetted or ranked?
Listings come from public licensing records. Featured cards show clearly labeled paid Preferred Agencies first, while the complete directory stays alphabetical. Preferred status is not an endorsement and does not change license verification. Agencies can claim their profile to add their website and details.

Source: Public licensing records: Texas DOI (Socrata) + Florida DFS bulk file; Iowa open data (CC-BY 4.0) for contact enrichment. Ordering: labeled Preferred Agencies first, then alphabetical. How we source data

Find Independent Insurance is operated by Relay and is not an insurance agency, broker, or carrier. We do not provide quotes, insurance advice, or coverage recommendations, and we do not guarantee coverage or price. Licensed independent agencies handle quotes, advice, and policy placement.