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Find Supplemental Insurance Agents Near You in Chesapeake, VA

Browse supplemental insurance agents serving Chesapeake, Virginia. Updated 2026-07-14.

The top-rated supplemental insurance agent in Chesapeake, Virginia is Centerville Insurance Agency, rated 4.9 stars across 154 reviews. Other highly rated options include Shawn Fischer - State Farm Insurance Agent, Ferguson Insurance Center, Garlow Insurance Agency - Nationwide Insurance. This directory lists 17 supplemental insurance agents serving Chesapeake.

Showing 17 supplemental insurance agents in Chesapeake, VAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Centerville Insurance Agency516 Innovation Dr Ste 301(757) 420-0006
2Shawn Fischer - State Farm Insurance Agent825 S Battlefield Blvd Ste B(757) 482-8350
3Ferguson Insurance Center1407 Stephanie Way Ste A(757) 201-3000
4Garlow Insurance Agency - Nationwide Insurance312 Cedar Lakes Dr suite 201(757) 548-1515
5Stephanie Grayson - State Farm Insurance Agent1111 Eden Way N(757) 547-9323
6COVA Insurance638 Independence Pkwy Ste 220(757) 410-5800
7Nationwide Insurance: W T Jennings Insurance Agency Inc.676 Battlefield Blvd N Ste A(757) 549-2447
8Coastal Financial Insurance Group616 Happy Acres Rd(757) 350-6960
9Kursti Woolard Medicare Insurance Broker, Life & Annuity Agent103 Watson Rd(757) 692-8438
10Virginia Farm Bureau Insurance Company552 S Battlefield Blvd(757) 546-8000
CI
516 Innovation Dr Ste 301
Centerville Insurance Agency
Supplemental Insurance Agent · Chesapeake, VA

Centerville Insurance Agency serves Chesapeake, Virginia, as a local supplemental insurance agent. It provides policies designed to fill gaps left by standard health or major medical coverage. Clients in the area work with the agency to address out-of-pocket costs from accidents, critical illnesses, or hospital stays. The company handles supplemental plans for specific health events, including cancer diagnosis coverage and hospital indemnity insurance.

SF
825 S Battlefield Blvd Ste B
Shawn Fischer - State Farm Insurance Agent
Supplemental Insurance Agent · Chesapeake, VA

Serving Chesapeake, Virginia, and the surrounding communities, Shawn Fischer operates as a supplemental insurance agent. This local agency handles policies designed to fill gaps left by primary health coverage, including options for accident, hospital, and critical illness plans. The agent works with clients to identify specific coverage needs and then presents suitable policy choices from available carriers. Typically, the agency begins each case with a thorough review of the client's existing benefits to determine where supplementary protection is lacking, then provides clear, itemized recommendations.

FI
1407 Stephanie Way Ste A
Ferguson Insurance Center
Supplemental Insurance Agent · Chesapeake, VA

Ferguson Insurance Center in Chesapeake, VA, provides a range of services focused on supplemental insurance coverage, helping clients address gaps in their primary health or life policies. The agency offers guidance on policy selection and assists with claims or plan adjustments as client needs change. Its routine service includes reviewing existing coverage and explaining options for hospital indemnity, accident, or critical illness plans. The company serves a variety of properties and policyholders, including those in single-family homes, apartments, retail spaces, and restaurants.

GI
312 Cedar Lakes Dr suite 201
Garlow Insurance Agency - Nationwide Insurance
Supplemental Insurance Agent · Chesapeake, VA

Garlow Insurance Agency - Nationwide Insurance in Chesapeake, VA, serves homeowners, renters, and small business owners seeking supplemental insurance coverage. It helps clients fill gaps left by standard policies, such as accident, critical illness, or hospital indemnity plans. The agency provides personalized guidance to ensure individuals and families have appropriate financial protection for unexpected medical costs. This agent also extends its services to neighboring areas like Suffolk and the broader Hampton Roads metro region.

SG
1111 Eden Way N
Stephanie Grayson - State Farm Insurance Agent
Supplemental Insurance Agent · Chesapeake, VA

Some supplemental insurance policies offer one-time payments for specific events, while others provide recurring coverage through monthly renewals. In Chesapeake, VA, Stephanie Grayson - State Farm Insurance Agent supplies plans that help fill gaps left by major medical insurance. Clients can select from hospital indemnity, accident, or critical illness policies to manage out-of-pocket costs. Service arrangements depend on the policy chosen, with options running on a scheduled payment plan or as-needed basis for single-event claims.

CI
638 Independence Pkwy Ste 220
COVA Insurance
Supplemental Insurance Agent · Chesapeake, VA

Offering hospital indemnity, accident, and critical illness coverage, COVA Insurance serves as a supplemental insurance agent in Chesapeake, VA. It assists individuals in bridging gaps left by primary health plans by providing policies that pay cash benefits directly to policyholders for specific medical events. Guiding clients through plan selection and claims filing, this agency focuses on financial protection from unexpected out-of-pocket costs. This support proves especially valuable during open enrollment season when people reassess their healthcare budget and seek to manage risks associated with unforeseen hospitalization or recovery time.

NI
676 Battlefield Blvd N Ste A
Nationwide Insurance: W T Jennings Insurance Agency Inc.
Supplemental Insurance Agent · Chesapeake, VA

Spring storms often leave Chesapeake homeowners evaluating gaps in their health and property coverage, and Nationwide Insurance: W T Jennings Insurance Agency Inc. addresses these concerns by providing supplemental insurance options that fill in where standard policies fall short. Supplemental policies can cover unexpected deductibles or copays for medical visits, critical illness events, or accident-related expenses. The agency guides clients through a no-obligation initial assessment to identify which supplemental products best suit their individual financial and health circumstances.

CF
616 Happy Acres Rd
Coastal Financial Insurance Group
Supplemental Insurance Agent · Chesapeake, VA

Coastal Financial Insurance Group serves clients in Chesapeake, VA, by offering core coverage options that address common financial gaps. Their supplemental insurance agency specializes in adding layers of protection beyond standard health or life policies. This helps individuals manage out-of-pocket expenses during unexpected medical events or recoveries. Businesses in the area often seek their assistance to bolster employee benefit packages. Commercial sectors they regularly support include professional offices, warehouse operations, and food service establishments.

KW
103 Watson Rd
Kursti Woolard Medicare Insurance Broker, Life & Annuity Agent
Supplemental Insurance Agent · Chesapeake, VA

Kursti Woolard Medicare Insurance Broker, Life & Annuity Agent offers supplemental insurance services to residents in and around Chesapeake, VA. The agency also provides commercial coverage options for small business owners and local professionals in the region. Each policy is designed to help clients manage out-of-pocket costs and fill gaps in their primary health or life plans. Agents personally follow up with existing clients between regular visits to review coverage changes or adjust benefits as needs evolve.

VF
552 S Battlefield Blvd
Virginia Farm Bureau Insurance Company
Supplemental Insurance Agent · Chesapeake, VA

Homeowners, businesses, and property managers in Chesapeake, Virginia, turn to Virginia Farm Bureau Insurance Company for supplemental insurance solutions that address coverage gaps not filled by primary policies. The agency helps clients customize additional protection for assets and income, working within the neighborhood to explain options for accident, critical illness, or hospital indemnity plans. Its team serves the greater Hampton Roads area, including nearby communities such as Norfolk and Virginia Beach.

PR
1015 Eden Way N suite c
Parker Reigle Insurance Agency
Supplemental Insurance Agent · Chesapeake, VA
(757) 547-5118
parkerreigleinsurance.com
HS
676 Independence Pkwy #130
Hesuntes SR22 Insurance Group Of Virginia
Supplemental Insurance Agent · Chesapeake, VA
(276) 208-1161
AA
524 Albemarle Dr Suite 207
Albearlie Affordable Insurance Agency - Chesapeake VA
Supplemental Insurance Agent · Chesapeake, VA
(757) 520-3664
affordableautosecure.com/albearlie-affordable-insurance-agency-chesapeake-va
DW
7033 BOX
Deborah Williams Insurance Agency, Inc./Global Green Insurance Agency
Supplemental Insurance Agent · Chesapeake, VA
(757) 967-9600
deborahwilliamsinsuranceagency.com
BL
860 Greenbrier Cir Ste 620
Bankers Life
Supplemental Insurance Agent · Chesapeake, VA
(757) 549-5600
branches.bankerslife.com/va/chesapeake/860-greenbrier-circle
CI
1105 Madison Plaza #100
Chesapeake Insurance Services
Supplemental Insurance Agent · Chesapeake, VA
(757) 436-4366
chesapeakeinsservices.com
HH
4310 Indian River Rd Ste 1A
HealthMarkets Health Insurance - Akiya Clark
Supplemental Insurance Agent · Chesapeake, VA
(757) 979-7449
healthmarkets.com/akiya.clark

What Does a a Supplemental Insurance Agent in Chesapeake Cost?

Supplemental insurance costs in Virginia vary by plan type and carrier. For a Medicare Supplement Plan G a 65-year-old in Chesapeake might pay between 120 and 200 dollars per month. Dental and vision plans often cost 30 to 60 dollars monthly. Your age health and tobacco use affect the premium. This is general information not insurance advice.

About supplemental insurance agents in Chesapeake

Supplemental insurance agents in Chesapeake Virginia help residents fill gaps in their primary health coverage. These agents can explain Medigap plans that work with Medicare Parts A and B. Virginia law requires agents to be licensed by the State Corporation Commission and to follow specific marketing rules for Medicare products.

Frequently Asked Questions

What is a supplemental insurance agent in Chesapeake?

A supplemental insurance agent is a licensed professional who helps you buy policies that cover costs not paid by your main health insurance. In Chesapeake these agents often focus on Medicare Supplement plans and dental or vision policies.

When can I enroll in a Medigap plan in Virginia?

In Virginia you have a six-month Medigap Open Enrollment Period starting the month you turn 65 and enroll in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting. Outside this window insurers may deny coverage based on health history.

Do Virginia agents have special rules for selling supplemental insurance?

Yes. Virginia agents must follow the Senior Market Sales Practice rules. They cannot use high-pressure sales tactics and must provide a clear outline of coverage. Agents must also disclose if they represent only one company or multiple carriers.

Supplemental Insurance Agents in Other Virginia Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each supplemental insurance agent's credentials and current standing with your state Department of Insurance.