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Find Medicare Insurance Agents Near You in Bend, OR

Browse medicare insurance agents serving Bend, Oregon. Updated 2026-07-14.

The top-rated medicare insurance agent in Bend, Oregon is The Insurance Connection, rated 4.9 stars across 514 reviews. Other highly rated options include Town & Country Insurance, EPIC Insurance Brokers & Consultants, Health Insurance Strategies, LLC.. This directory lists 20 medicare insurance agents serving Bend.

Showing 20 medicare insurance agents in Bend, ORListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1The Insurance Connection593 NE Azure Dr # 2(541) 389-1485
2Town & Country Insurance60912 Grand Targhee Dr(541) 301-7740
3EPIC Insurance Brokers & Consultants320 SW Upper Terrace Dr Suite 104(541) 382-4211
4Health Insurance Strategies, LLC.354 SW Upper Terrace Dr #102(541) 388-2000
5Mountaintop Insurance Solutions1001 SW Disk Dr Ste 250(541) 641-8886
6Juniper Insurance19855 4th St Suite 106(541) 226-3590
7Inszone Insurance Services1201 NW Wall St(541) 382-7772
8PacificSource Health Plans2965 NE Conners Ave(541) 330-8896
9Insure Pacific2843 NW Lolo Dr(541) 238-7775
10High Desert Insurance & Financial Services1543 NE 3rd St #100(541) 388-4242
IC
593 NE Azure Dr # 2
The Insurance Connection
Medicare Insurance Agent · Bend, OR

The Insurance Connection serves clients in the Bend, Oregon area as a Medicare insurance agent. This agency helps individuals understand and compare Medicare plans available in Deschutes County. It provides guidance on determining eligibility and navigating enrollment periods for various coverage options. Clients can receive assistance with plan selection for both Medicare Advantage and Medicare Supplement policies. The office specifically handles enrollments for Part D prescription drug plans and Medicare Advantage coverage in central Oregon.

TC
60912 Grand Targhee Dr
Town & Country Insurance
Medicare Insurance Agent · Bend, OR

Town & Country Insurance, based in Bend, Oregon, provides a range of Medicare insurance agent services, including plan comparisons and enrollment assistance for local beneficiaries. Its service approach involves helping clients understand coverage options during annual enrollment periods, with ongoing support for plan changes and claims questions. Maintenance includes periodic policy reviews to ensure plans align with shifting healthcare needs. The company serves residential clients in single-family homes and apartments, as well as commercial properties like retail locations and restaurants.

EI
320 SW Upper Terrace Dr Suite 104
EPIC Insurance Brokers & Consultants
Medicare Insurance Agent · Bend, OR

EPIC Insurance Brokers & Consultants assists individuals and families in Bend, Oregon, with navigating their Medicare insurance options. The company helps clients understand plan choices, enroll in coverage, and manage annual changes to ensure they find suitable policies for their healthcare needs. Serving the local community, EPIC Insurance Brokers & Consultants also extends its Medicare agency services to nearby residents in Redmond, helping central Oregon clients with their insurance decisions.

HI
354 SW Upper Terrace Dr #102
Health Insurance Strategies, LLC.
Medicare Insurance Agent · Bend, OR

Health Insurance Strategies, LLC, serves Medicare beneficiaries in Bend, Oregon, and the surrounding Central Oregon communities. It handles Medicare Advantage, Medicare Supplement, and Part D prescription drug plans. The agency focuses on navigating annual enrollment periods and explaining plan differences in coverage and costs. To complete a typical job, it begins by reviewing a client’s current coverage and medical needs before comparing available local plan options to identify a suitable match.

MI
1001 SW Disk Dr Ste 250
Mountaintop Insurance Solutions
Medicare Insurance Agent · Bend, OR

For those choosing Medicare coverage, the difference between one-time enrollment guidance and recurring annual support can significantly affect long-term satisfaction. Mountaintop Insurance Solutions helps clients in Bend, Oregon, navigate Original Medicare, Part D prescription plans, and Medicare Advantage options. Their agents explain the annual enrollment periods and how changing health needs may influence plan selection. Assistance is available on a one-time, scheduled, or as-needed basis to accommodate each individual’s preference for ongoing oversight versus addressing questions only when they arise.

JI
19855 4th St Suite 106
Juniper Insurance
Medicare Insurance Agent · Bend, OR

Juniper Insurance serves the residential medicare needs of clients in Bend, Oregon. The agency also offers commercial insurance coverage options to local businesses. Their service area encompasses the greater Bend region and surrounding communities. A dedicated medicare insurance agent assists individuals in understanding plan details and enrollment periods. Detailed consultations help clients evaluate their healthcare coverage choices. Between regular annual enrollment visits, the agent provides follow-up support for claim questions and plan adjustments.

II
1201 NW Wall St
Inszone Insurance Services
Medicare Insurance Agent · Bend, OR

During annual enrollment periods in Bend, many seniors feel overwhelmed by changing Medicare plans and deadlines. Inszone Insurance Services assists local clients by explaining coverage options and comparing Advantage, Supplement, and Part D plans. The agents provide individual consultations to clarify complex benefits and out-of-pocket costs for those aging into Medicare or considering a switch. Every session begins with a detailed review of the client’s health needs and budget, concluding with an initial-assessment appointment to verify eligibility and personalized plan parameters.

PH
2965 NE Conners Ave
PacificSource Health Plans
Medicare Insurance Agent · Bend, OR

PacificSource Health Plans assists Medicare beneficiaries with Advantage, Supplement, and Part D drug plan comparisons. Its Bend, Oregon agency evaluates individual healthcare needs and enrollment qualifications, then guides clients through available federal and state options for coverage. The team clarifies annual plan changes and provider network details to support informed decision-making. During the annual Open Enrollment Period, it helps local seniors reassess their plans to avoid gaps in medication or medical service coverage.

IP
2843 NW Lolo Dr
Insure Pacific
Medicare Insurance Agent · Bend, OR

Insure Pacific is known for guiding seniors in Bend, Oregon through the complexities of Medicare plan selection, offering a range of options including Advantage and Supplement plans. The agency provides personalized consultations to evaluate individual healthcare needs, helping clients understand enrollment periods, coverage differences, and out-of-pocket costs. Their service emphasizes clear, straightforward advice tailored to the local market. For an additional service, Insure Pacific can review and add standalone Part D prescription drug coverage to an existing plan.

HD
1543 NE 3rd St #100
High Desert Insurance & Financial Services
Medicare Insurance Agent · Bend, OR

High Desert Insurance & Financial Services guides individuals through the complexities of Medicare, helping them select suitable plans and coverage options. As a dedicated Medicare insurance agency in Bend, OR, the company focuses on clarifying enrollment periods and supplemental benefits for local residents. Its agents work with both original Medicare and Medicare Advantage policies to match client needs. The agency also serves commercial sectors, including professional offices, warehouse operations, and food service establishments.

ST
1824 Division St suite f
Steve Thill with AIC Insurance Agency
Medicare Insurance Agent · Bend, OR
(541) 408-0971
bendinsuranceagency.com
CI
424 US-20
CriticalCare Insurance LLC
Medicare Insurance Agent · Bend, OR
(541) 406-6745
IC
62940 O. B. Riley Rd
Insurance Center
Medicare Insurance Agent · Bend, OR
(541) 382-8822
insurance-ctr.com
FR
1720 NE 4th St
Fall River Life & Health Insurance
Medicare Insurance Agent · Bend, OR
(541) 388-3333
fallriverhealth.com
IN
21155 Scottsdale Dr
InsureBend
Medicare Insurance Agent · Bend, OR
(541) 382-6400
insurebend.com
OM
424 NE Kearney Ave
Oregon Medicare Help
Medicare Insurance Agent · Bend, OR
(541) 388-1708
oregonmedicarehelp.com
DI
598 NW Hill St A
The Duck! Insurance Agency
Medicare Insurance Agent · Bend, OR
(541) 312-4538
theduckinsuranceagency.com
IF
62910 O. B. Riley Rd #130
Insurance Fitz Agency, Inc.
Medicare Insurance Agent · Bend, OR
(541) 398-7550
insurancethatfitsyou.com
DI
20360 NW Empire Ave Ste B1
The Duck! Insurance Agency
Medicare Insurance Agent · Bend, OR
(541) 312-4538
theduckinsuranceagency.com/contact
BI
61535 S Hwy 97 Ste 5 -245
Bend Insurance Agency
Medicare Insurance Agent · Bend, OR
(541) 408-0971
bendinsuranceagency.com

What Does a a Medicare Insurance Agent in Bend Cost?

Medicare insurance agents in Oregon are typically paid by insurance carriers through commissions, so you generally do not pay a fee for their services. Some independent agents may charge a consultation fee ranging from 50 to 200 dollars for complex cases. Costs vary by the specific plan and your personal situation. This is general information and not insurance advice.

About medicare insurance agents in Bend

A Medicare insurance agent in Bend Oregon can guide you through plan options including Medicare Advantage and Part D. Oregon law requires agents to be licensed by the state and follow strict marketing guidelines. Local agents understand the Deschutes County healthcare network and can help you compare plans during the Annual Enrollment Period.

Frequently Asked Questions

When can I enroll in Medicare in Bend Oregon?

Your Initial Enrollment Period starts three months before you turn 65 and lasts seven months. Oregon also has a Special Enrollment Period if you lose other coverage. The Annual Enrollment Period runs from October 15 to December 7 each year.

What documents do I need to meet with a Medicare agent in Bend?

Bring your Medicare card, a list of current prescriptions, and your preferred doctors and hospitals. The agent will use this information to compare plans available in Deschutes County. You do not need financial documents for a plan review.

Are Medicare agents in Oregon required to be licensed?

Yes. Oregon law requires all Medicare insurance agents to hold a valid Oregon insurance license and complete annual training on Medicare products. You can verify an agents license through the Oregon Division of Financial Regulation website.

Medicare Insurance Agents in Other Oregon 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.