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Medicare Insurance Agents in Bend, OR

Browse medicare insurance agents serving Bend, Oregon. Contact information and addresses listed below.

20 agents listed
Updated May 2026
Bend, OR
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 Oregon before hiring.
Showing 20 medicare insurance agents in Bend, OR Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
The Insurance Connection
593 NE Azure Dr # 2, Bend, OR 97701
(541) 389-1485 insuranceconnection.agency
Town & Country Insurance
60912 Grand Targhee Dr, Bend, OR 97702
(541) 301-7740 bendmedicare.com
EPIC Insurance Brokers & Consultants
320 SW Upper Terrace Dr Suite 104, Bend, OR 97702
(541) 382-4211 epicbrokers.com
Health Insurance Strategies, LLC.
354 SW Upper Terrace Dr #102, Bend, OR 97702
(541) 388-2000 hisnorthwest.com
Mountaintop Insurance Solutions
1001 SW Disk Dr Ste 250, Bend, OR 97702
(541) 641-8886 mountaintopins.com
PacificSource Health Plans
2965 NE Conners Ave, Bend, OR 97701
(541) 330-8896 pacificsource.com
Inszone Insurance Services
1201 NW Wall St, Bend, OR 97703
(541) 382-7772
High Desert Insurance & Financial Services
1543 NE 3rd St #100, Bend, OR 97701
(541) 388-4242 highdesertinsurance.com
Juniper Insurance
19855 4th St Suite 106, Bend, OR 97703
(541) 226-3590 juniper-insurance.com
Insure Pacific
2843 NW Lolo Dr, Bend, OR 97703
(541) 238-7775 insurepacific.com
Steve Thill with AIC Insurance Agency
1824 Division St suite f, Bend, OR 97701
(541) 408-0971 bendinsuranceagency.com
Insurance Center
62940 O. B. Riley Rd, Bend, OR 97701
(541) 382-8822 insurance-ctr.com
CriticalCare Insurance LLC
424 US-20, Bend, OR 97701
(541) 406-6745
Fall River Life & Health Insurance
1720 NE 4th St, Bend, OR 97701
(541) 388-3333 fallriverhealth.com
InsureBend
21155 Scottsdale Dr, Bend, OR 97701
(541) 382-6400 insurebend.com
Oregon Medicare Help
424 NE Kearney Ave, Bend, OR 97701
(541) 388-1708 oregonmedicarehelp.com
The Duck! Insurance Agency
598 NW Hill St A, Bend, OR 97703
(541) 312-4538 theduckinsuranceagency.com
Insurance Fitz Agency, Inc.
62910 O. B. Riley Rd #130, Bend, OR 97703
(541) 398-7550 insurancethatfitsyou.com
The Duck! Insurance Agency
20360 NW Empire Ave Ste B1, Bend, OR 97703
(541) 312-4538 theduckinsuranceagency.com
Bend Insurance Agency
61535 S Hwy 97 Ste 5 -245, Bend, OR 97702
(541) 408-0971 bendinsuranceagency.com

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.

What Does 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.

* 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

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.