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HomeMedicare Insurance AgentsDelaware › Middletown

Find Medicare Insurance Agents Near You in Middletown, DE

Browse medicare insurance agents serving Middletown, Delaware. Updated 2026-07-14.

The top-rated medicare insurance agent in Middletown, Delaware is Christina McKeown - State Farm Insurance Agent, rated 4.9 stars across 158 reviews. Other highly rated options include Ryan Nichols: Allstate Insurance, Stefanie Wooten - State Farm Insurance Agent, Chuck Montgomery - State Farm Insurance Agent. This directory lists 13 medicare insurance agents serving Middletown.

Showing 13 medicare insurance agents in Middletown, DEListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Christina McKeown - State Farm Insurance Agent102 Sleepy Hollow Dr #103(302) 378-8014
2Ryan Nichols: Allstate Insurance704 Ash Blvd(302) 864-2230
3Stefanie Wooten - State Farm Insurance Agent14 E Main St(302) 378-8885
4Chuck Montgomery - State Farm Insurance Agent384 E Main St(302) 449-0001
5Blue Hen Insurance1050 Industrial Dr Suite 240(302) 696-2242
6Insurance You Keep651 N Broad St Suite 204(302) 602-9426
7Dan White & AssociatesSandhill Plaza, 118 Sandhill Dr Suite 103(302) 449-0111
8Jeff Ramos - State Farm Insurance Agent4390 Summit Bridge Rd(302) 376-7775
9Armor Insurance Brokers478 Middletown Warwick Rd(302) 449-5556
10Heritage WealthCare Inc.364 E Main St Suite 405(800) 736-1306
CM
102 Sleepy Hollow Dr #103
Christina McKeown - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, DE

Christina McKeown - State Farm Insurance Agent serves the greater Middletown, Delaware area, providing access to Medicare insurance options. As a local agent, the office guides clients through the complexities of Medicare plan selection and enrollment. The agency helps individuals understand their coverage choices during open enrollment periods and annual election periods. It assists with navigating the differences between Medicare Part A and Part B hospital and medical coverage, and it also supports clients in exploring Medicare Supplement Insurance plans for additional peace of mind.

RN
704 Ash Blvd
Ryan Nichols: Allstate Insurance
Medicare Insurance Agent · Middletown, DE

Ryan Nichols: Allstate Insurance provides a range of Medicare insurance agent services tailored to the Middletown, DE area. The company assists clients with understanding their coverage options and completing annual enrollment processes. It offers guidance on available supplemental plans and prescription drug coverage. Ongoing support includes policy reviews and plan adjustments to meet changing healthcare needs. The firm serves homeowners and individuals across the community, as well as those in local single-family homes, apartments, retail establishments, and restaurants.

SW
14 E Main St
Stefanie Wooten - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, DE

Stefanie Wooten - State Farm Insurance Agent in Middletown, DE, serves local homeowners, drivers, and businesses seeking guidance on their insurance options. The agency specializes in helping clients understand and enroll in Medicare insurance plans, ensuring coverage aligns with individual healthcare needs. This includes reviewing plan benefits, costs, and enrollment periods to find suitable choices. Additional services include auto, home, and life insurance policies. The office also assists residents in nearby Bear and the greater New Castle County area.

CM
384 E Main St
Chuck Montgomery - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, DE

Serving Middletown, Delaware, and the surrounding communities in the region, Chuck Montgomery operates as a local medicare insurance agent. The business handles the selection of medicare plans and annual enrollment periods for its clients. Assisting residents in navigating their specific coverage needs each year, it focuses on matching policy options to individual healthcare requirements and budgetary considerations. The agent typically reviews a client’s current prescriptions and preferred doctors before recommending suitable plan choices for their situation.

BH
1050 Industrial Dr Suite 240
Blue Hen Insurance
Medicare Insurance Agent · Middletown, DE

Helping seniors navigate Medicare often means choosing between a one-time enrollment consultation and ongoing support for changing needs. Blue Hen Insurance in Middletown, DE, assists clients in reviewing coverage options for both medical and prescription drug plans. Their work focuses on clarifying different plan structures so clients can make informed decisions during and outside enrollment periods. Appointment availability runs on a scheduled basis for initial consultations or annual reviews, with follow-up service offered on an as-needed basis throughout the year.

IY
651 N Broad St Suite 204
Insurance You Keep
Medicare Insurance Agent · Middletown, DE

Insurance You Keep specializes in helping clients understand and select Medicare Advantage, Part D prescription drug plans, and Medigap supplements. It serves residents throughout Middletown, Delaware, offering personalized consultations to simplify enrollment and annual plan comparisons. The agency focuses on matching individual healthcare needs with available coverage options, assisting both new enrollees and those reassessing their policies. During the Medicare open enrollment period each fall, it provides essential guidance for those needing to adjust their plans in response to changes in health status or prescription drug costs.

DW
Sandhill Plaza, 118 Sandhill Dr Suite 103
Dan White & Associates
Medicare Insurance Agent · Middletown, DE

As enrollment periods approach, many residents in Middletown begin reviewing their healthcare options for the coming year. Dan White & Associates provides guidance on Medicare plans, helping individuals compare coverage for prescription drugs, hospital stays, and routine medical visits in the local market. Their office focuses on explaining plan details clearly so clients can make informed decisions based on their personal health needs. An initial consultation can be scheduled to review each person’s current coverage and discuss possible changes.

JR
4390 Summit Bridge Rd
Jeff Ramos - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, DE

Jeff Ramos operates as a State Farm Insurance agent in Middletown, DE, focusing on providing health coverage options through Medicare plans. This agency assists clients in navigating annual enrollment periods and comparing the various supplement and advantage plans available. The office works with individuals to align their medical needs with appropriate policy details and network choices. In addition to serving local residents, the agency offers services to commercial sectors such as offices, warehouses, and food service establishments requiring group health solutions.

AI
478 Middletown Warwick Rd
Armor Insurance Brokers
Medicare Insurance Agent · Middletown, DE

Serving residential clients in Middletown, Armor Insurance Brokers helps individuals navigate Medicare plan options each enrollment period. The company also offers guidance on commercial health coverage for local small businesses seeking supplemental or group plans for their employees throughout the Middletown area. Follow-up service between regular annual visits includes reviewing any changes in coverage needs or plan updates, ensuring returning clients have current information for informed decisions when new enrollment windows open.

HW
364 E Main St Suite 405
Heritage WealthCare Inc.
Medicare Insurance Agent · Middletown, DE
PI
111 W Main St Suite 202
PeopleFirst Insurance
Medicare Insurance Agent · Middletown, DE
(302) 449-4777
peoplefirstinsurance.org
CI
106 S Broad St
Crow Insurance Agency, Inc.
Medicare Insurance Agent · Middletown, DE
(877) 204-3107
crowinsuranceteam.com
PI
23 W Main St
Prudential Insurance Co
Medicare Insurance Agent · Middletown, DE
(302) 378-8811
prudential.com

What Does a a Medicare Insurance Agent in Middletown Cost?

Medicare insurance agents in Delaware typically do not charge a fee for their services. They are paid by insurance companies through commissions. The cost of Medicare plans varies widely: Medicare Part B has a standard premium of $174.70 per month in 2024, while Medigap plans can range from $100 to $300 per month depending on your age and health. This is general information, not insurance advice.

About medicare insurance agents in Middletown

Medicare insurance agents in Middletown, Delaware help residents compare plans and enroll in coverage that fits their needs. Delaware follows federal Medicare rules but also offers state-specific programs like the Delaware Medicare Assistance Bureau for free counseling. Agents can guide you through initial enrollment, annual open enrollment, and special enrollment periods.

Frequently Asked Questions

What does a Medicare insurance agent in Middletown do?

A Medicare insurance agent helps you compare Medicare Advantage, Medigap, and Part D drug plans. They explain coverage options and assist with enrollment. Agents in Delaware must be licensed by the state Department of Insurance.

When can I enroll in Medicare in Middletown Delaware?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. The Annual Enrollment Period runs from October 15 to December 7 each year. Delaware also has a Special Enrollment Period for certain life events like moving or losing other coverage.

Are there free Medicare counseling services in Middletown?

Yes, the Delaware Medicare Assistance Bureau offers free, unbiased counseling to all residents. They can help you understand your options without selling any products. You can call them at 1-800-336-9500 for appointments.

Medicare Insurance Agents in Other Delaware Cities

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