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Find Supplemental Insurance Agents Near You in Winston-Salem, NC

Browse supplemental insurance agents serving Winston-Salem, North Carolina. Updated 2026-07-14.

The top-rated supplemental insurance agent in Winston-Salem, North Carolina is Healthcare Solutions Team, rated 4.9 stars across 3,210 reviews. Other highly rated options include Alliance Insurance Services, Highstreet Insurance, Formerly Peak Insurance Group, ALLCHOICE Insurance. This directory lists 18 supplemental insurance agents serving Winston-Salem.

Showing 18 supplemental insurance agents in Winston-Salem, NCListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Healthcare Solutions Team450 W Hanes Mill Rd(630) 261-3000
2Alliance Insurance Services5205 University Pkwy(336) 377-9003
3Highstreet Insurance, Formerly Peak Insurance Group108 Cambridge Plaza Dr(336) 773-1322
4ALLCHOICE Insurance401 Olive St(336) 765-1971
5Jackson Phipps Insurance Agency, LLC.500 Lynhaven Ct(336) 816-7119
6Wilson Insurance Services, Inc.511 Shepherd St Suite 102(336) 794-2810
7Summit Insurance LLC420 Jonestown Rd(336) 831-9925
8Secure Nest Health & Wealth11212 Old U.S. Hwy 52 Suite 4(336) 729-2145
9Piedmont Triad Insurance300 7th St W(336) 631-9304
10Cameron Insurance, an Epperson Insurance Group company300 7th St W(336) 896-0706
HS
450 W Hanes Mill Rd
Healthcare Solutions Team
Supplemental Insurance Agent · Winston-Salem, NC

Healthcare Solutions Team serves the Winston-Salem, North Carolina metro area as a local supplemental insurance agency. It helps clients bridge gaps in their primary health coverage by offering policies that pay cash benefits directly to the insured. These plans cover daily expenses not included in major medical plans, such as deductibles, copays, and out-of-pocket costs. The agency guides individuals through various product options to protect against medical financial risk and lost income during recovery. Specific services include accident insurance and critical illness coverage in this region.

AI
5205 University Pkwy
Alliance Insurance Services
Supplemental Insurance Agent · Winston-Salem, NC

Alliance Insurance Services provides supplemental insurance products to individuals and families in the Winston-Salem area, helping bridge gaps left by major medical plans. The agency offers ongoing policy reviews and claims assistance as part of its service model, ensuring clients understand their coverage. Typical policies address specific needs that primary health insurance may not fully cover. The company focuses on serving local households, including those in single-family homes, apartments, retail spaces, and restaurants throughout the community.

HI
108 Cambridge Plaza Dr
Highstreet Insurance, Formerly Peak Insurance Group
Supplemental Insurance Agent · Winston-Salem, NC

Serving homeowners, businesses, and property managers in Winston-Salem, Highstreet Insurance, formerly Peak Insurance Group, acts as a supplemental insurance agent. The company helps clients fill coverage gaps that their primary policies may leave exposed, focusing on tailored plans for specific financial protection needs. Agents explain how supplemental options can offset deductibles and uncovered losses. Its service area also reaches into the surrounding communities of Forsyth County.

AI
401 Olive St
ALLCHOICE Insurance
Supplemental Insurance Agent · Winston-Salem, NC

ALLCHOICE Insurance in Winston-Salem, North Carolina is known for helping clients bridge financial gaps left by major medical coverage. Its service range includes supplemental policies such as accident, critical illness, and hospital indemnity plans designed to cover out-of-pocket costs from copays to deductibles. For local families and individuals, these plans provide predictable cash benefits for unexpected care. A specialty add-on available through this agency is a cancer insurance rider, which pays directly when a policyholder is newly diagnosed.

JP
500 Lynhaven Ct
Jackson Phipps Insurance Agency, LLC.
Supplemental Insurance Agent · Winston-Salem, NC

Jackson Phipps Insurance Agency, LLC serves Winston-Salem and the surrounding Piedmont Triad communities, handling supplemental insurance coverage for individuals and families. This agency assists clients in reviewing policies that address gaps left by primary health plans, often covering accident, critical illness, or hospital indemnity needs. It works closely with each customer to evaluate specific situations and coverage gaps, then presents clear options by explaining benefits and costs in straightforward terms to help them make informed decisions that best fit their financial and healthcare circumstances.

WI
511 Shepherd St Suite 102
Wilson Insurance Services, Inc.
Supplemental Insurance Agent · Winston-Salem, NC

For those needing supplemental coverage, Wilson Insurance Services, Inc. in Winston-Salem, NC offers both one-time policy purchases and recurring service options for ongoing adjustments. The company focuses on supplemental insurance agent work, helping clients fill gaps left by major medical plans with added protection plans. Services typically operate on an as-needed basis, allowing clients to request consultations or policy reviews whenever their situation changes.

SI
420 Jonestown Rd
Summit Insurance LLC
Supplemental Insurance Agent · Winston-Salem, NC

Summit Insurance LLC in Winston-Salem, NC focuses specifically on supplemental insurance, offering policies that help cover gaps left by major medical plans. These policies provide cash benefits for unexpected costs such as deductibles, copays, and non-medical expenses. The agency assists local residents in selecting and enrolling in accident, critical illness, and hospital indemnity plans. A common time to contact Summit is during open enrollment season when individuals review their existing coverage for potential new gaps.

SN
11212 Old U.S. Hwy 52 Suite 4
Secure Nest Health & Wealth
Supplemental Insurance Agent · Winston-Salem, NC

Secure Nest Health & Wealth provides supplemental insurance services to residential clients in the Winston-Salem area, addressing coverage gaps for health and income protection. They also work with commercial clients needing similar supplementary plans to support employee benefits. Their service area encompasses the greater Winston-Salem region, where they assist local policyholders with plan explanations and claim questions. Between regular visits, they offer follow-up assistance to ensure coverage continues meeting clients’ evolving needs, reinforcing dependable service during every interaction.

PT
300 7th St W
Piedmont Triad Insurance
Supplemental Insurance Agent · Winston-Salem, NC
CI
300 7th St W
Cameron Insurance, an Epperson Insurance Group company
Supplemental Insurance Agent · Winston-Salem, NC

As local households in Winston-Salem review their coverage needs during the annual enrollment period, Cameron Insurance, an Epperson Insurance Group company, provides supplemental insurance agent services to help fill gaps in major medical plans. The agency focuses on policies such as accident, hospital indemnity, and critical illness plans that address out-of-pocket costs for area residents. An initial consultation is scheduled to assess each client’s existing coverage and identify potential benefit gaps.

LI
2120 Old Lexington Rd
L&L Insurance Agency Winston Salem, NC
Supplemental Insurance Agent · Winston-Salem, NC
(336) 793-1505
quotetosave.com
HI
615 St George Sq Ct Suite 300
Hunt Insurance Solutions
Supplemental Insurance Agent · Winston-Salem, NC
(336) 793-1833
huntinsurancesolutions.com
HH
110 Oakwood Dr #420
Haggerson Health Insurance Services
Supplemental Insurance Agent · Winston-Salem, NC
(336) 283-0087
haggersonhealth.com
JD
1016 Brookstown Ave
John Dillon Insurance Agency, Inc.
Supplemental Insurance Agent · Winston-Salem, NC
(336) 725-3541
johndilloninsurancenc.com
BB
1322 Creekshire Way
BlueCross BlueShield of NC - Winston-Salem Store
Supplemental Insurance Agent · Winston-Salem, NC
(336) 778-0807
bluestorewinstonsalem.com
AW
4375 Silas Creek Pkwy
AmeriLife of Winston-Salem, LLC
Supplemental Insurance Agent · Winston-Salem, NC
(800) 322-2593
amerilife.com/winstonsalem
CS
3195 Maplewood Ave
Community Senior Benefits
Supplemental Insurance Agent · Winston-Salem, NC
(336) 986-3836
medicarecsb.com
OB
511 Shepherd St Suite 102
Osborn Benefits Group LLC
Supplemental Insurance Agent · Winston-Salem, NC
(336) 682-1912
osbornbenefits.com

What Does a 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.

About supplemental insurance agents in Winston-Salem

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.

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.

Supplemental Insurance Agents in Other North Carolina 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.