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Supplemental Insurance Agents in Winston-Salem, NC

Directory of supplemental insurance agents in Winston-Salem, North Carolina. Verify credentials with the state department of insurance before hiring.

18 agents listed
Updated May 2026
Winston-Salem, NC
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of North Carolina before hiring.
Showing 18 supplemental insurance agents in Winston-Salem, NC Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Healthcare Solutions Team
450 W Hanes Mill Rd, Winston-Salem, NC 27105
(630) 261-3000
Alliance Insurance Services
5205 University Pkwy, Winston-Salem, NC 27106
(336) 377-9003 myallianceinsurance.com
Highstreet Insurance, Formerly Peak Insurance Group
108 Cambridge Plaza Dr, Winston-Salem, NC 27104
(336) 773-1322 hsip.com
ALLCHOICE Insurance
401 Olive St, Winston-Salem, NC 27103
(336) 765-1971 allchoiceinsurance.com
Jackson Phipps Insurance Agency, LLC.
500 Lynhaven Ct, Winston-Salem, NC 27104
(336) 816-7119 calendly.com
Wilson Insurance Services, Inc.
511 Shepherd St Suite 102, Winston-Salem, NC 27103
(336) 794-2810 wilsonins.net
Summit Insurance LLC
420 Jonestown Rd, Winston-Salem, NC 27104
(336) 831-9925 summitinsuranceagent.net
Cameron Insurance, an Epperson Insurance Group company
300 7th St W, Winston-Salem, NC 27101
(336) 896-0706 cameroninsurance.net
L&L Insurance Agency Winston Salem, NC
2120 Old Lexington Rd, Winston-Salem, NC 27107
(336) 793-1505 quotetosave.com
Secure Nest Health & Wealth
11212 Old U.S. Hwy 52 Suite 4, Winston-Salem, NC 27107
(336) 729-2145 securenesthealthandwealth.com
Piedmont Triad Insurance
300 7th St W, Winston-Salem, NC 27101
(336) 631-9304 piedmonttriadinsurance.com
Hunt Insurance Solutions
615 St George Sq Ct Suite 300, Winston-Salem, NC 27103
(336) 793-1833 huntinsurancesolutions.com
John Dillon Insurance Agency, Inc.
1016 Brookstown Ave, Winston-Salem, NC 27101
(336) 725-3541 johndilloninsurancenc.com
Haggerson Health Insurance Services
110 Oakwood Dr #420, Winston-Salem, NC 27103
(336) 283-0087 haggersonhealth.com
BlueCross BlueShield of NC - Winston-Salem Store
1322 Creekshire Way, Winston-Salem, NC 27103
(336) 778-0807 bluestorewinstonsalem.com
AmeriLife of Winston-Salem, LLC
4375 Silas Creek Pkwy, Winston-Salem, NC 27104
(800) 322-2593 amerilife.com
Community Senior Benefits
3195 Maplewood Ave, Winston-Salem, NC 27103
(336) 986-3836 medicarecsb.com
Osborn Benefits Group LLC
511 Shepherd St Suite 102, Winston-Salem, NC 27103
(336) 682-1912 osbornbenefits.com

Supplemental insurance agents in Winston-Salem, North Carolina help residents find Medigap or Medicare Supplement plans to cover costs not paid by Original Medicare. North Carolina law requires Medigap policies to be guaranteed issue during the six-month open enrollment period that starts when you turn 65. Local agents can explain how state regulations affect plan options and pricing in Forsyth County.

What Does a Supplemental Insurance Agent in Winston-Salem Cost?

Costs for supplemental insurance in North Carolina vary by plan type, age, gender, and tobacco use. For a 65-year-old nonsmoker in Winston-Salem, monthly Medigap Plan G premiums typically range from $120 to $250. Plan N premiums are often lower, around $90 to $180 per month. Costs can change annually and differ by insurer. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What is a supplemental insurance agent in Winston-Salem?
A supplemental insurance agent in Winston-Salem helps you buy Medigap or Medicare Supplement plans. These plans pay for deductibles, copayments, and coinsurance that Original Medicare does not cover. Agents are licensed by the North Carolina Department of Insurance.
When can I enroll in a Medigap plan in North Carolina?
You have a six-month Medigap open enrollment period that begins the month you turn 65 and enroll in Medicare Part B. During this time, insurers cannot deny you coverage or charge higher premiums due to health conditions. After this window, you may face medical underwriting.
Are Medigap plans standardized in North Carolina?
Yes, Medigap plans in North Carolina are standardized into lettered plans A through N. Each plan offers the same basic benefits regardless of the insurance company. However, premiums can vary by company and location, including Winston-Salem.