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Find Medicare Insurance Agents Near You in Cupertino, CA

Browse medicare insurance agents serving Cupertino, California. Updated 2026-07-14.

The top-rated medicare insurance agent in Cupertino, California is David Gragnola: Allstate Insurance, rated 4.9 stars across 127 reviews. Other highly rated options include Catherine Chen - State Farm Insurance Agent, Cheryl Ching - State Farm Insurance Agent, Farmers Insurance - Patricia Han. This directory lists 13 medicare insurance agents serving Cupertino.

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

Comparison

Top 10 listings
#NameAddressPhone
1David Gragnola: Allstate Insurance10520 S De Anza Blvd Ste B(408) 252-3830
2Catherine Chen - State Farm Insurance Agent20132 Stevens Creek Blvd(408) 863-0000
3Cheryl Ching - State Farm Insurance Agent10025 S Tantau Ave(408) 777-9777
4Farmers Insurance - Patricia Han20567 Sunrise Dr(408) 865-0365
5Farmers Insurance - Ray Cheng20370 Town Center Ln Ste 105(408) 863-0180
6Farmers Insurance - Lily Zhao20432 Silverado Ave UNIT 211(408) 398-4616
7JONATHAN CHIEM: Allstate Insurance10520 S De Anza Blvd Ste B(408) 252-3830
8Farmers Insurance - Stacy Lane20410 Town Center Ln # 101(408) 715-3535
9Somerset Insurance Solutions Inc.10080 N. Wolfe Rd, 200 Suite SW3(408) 359-5758
10Home Services Insurance Agency10080 N Wolfe Rd(858) 436-1779
DG
10520 S De Anza Blvd Ste B
David Gragnola: Allstate Insurance
Medicare Insurance Agent · Cupertino, CA

David Gragnola: Allstate Insurance serves the Cupertino, California area and the surrounding Santa Clara County region as a Medicare insurance agent. The company assists individuals with understanding their Medicare coverage options, including both Medicare Advantage and Medicare Supplement plans. Guidance is provided to help clients navigate enrollment periods and find plans that fit their healthcare needs and budgets. The business specifically handles the selection and enrollment process for Medicare Part D prescription drug plans.

CC
20132 Stevens Creek Blvd
Catherine Chen - State Farm Insurance Agent
Medicare Insurance Agent · Cupertino, CA

As a Medicare insurance agent in Cupertino, California, this agency assists clients with navigating Medicare plans, including plan comparisons and enrollment guidance. It offers ongoing support for policy renewals and annual plan reviews to help adjust coverage as needs change. Service extends to coordinating with other supplemental health policies when applicable. The agency primarily serves individual homeowners, residents of apartment communities, and also works with local small business owners and restaurant operators seeking employee or individual coverage options.

CC
10025 S Tantau Ave
Cheryl Ching - State Farm Insurance Agent
Medicare Insurance Agent · Cupertino, CA

Homeowners and businesses in Cupertino needing assistance with Medicare coverage can contact Cheryl Ching - State Farm Insurance Agent. This agency helps clients understand their Medicare insurance options, including plan comparisons and enrollment guidance. The team provides personal consultations to explain the differences between Medicare Advantage and supplement plans. Their services extend to residents of the neighboring community of Sunnyvale as well. Interested individuals are encouraged to call for an appointment to discuss their specific healthcare needs.

FI
20567 Sunrise Dr
Farmers Insurance - Patricia Han
Medicare Insurance Agent · Cupertino, CA

Navigating the gap between one-time enrollment guidance for a specific plan and the need for recurring annual reviews of changing Medicare options is a key distinction for any local agent. Farmers Insurance - Patricia Han offers assistance to seniors in Cupertino, CA by clarifying coverage choices like Part D and Medigap. Understanding how deductibles or prescription drug formularies shift each year requires up-to-date knowledge. This service is available to clients on an as-needed basis, permitting them to schedule consultations whenever their personal healthcare situation or plan pricing necessitates a reevaluation.

FI
20370 Town Center Ln Ste 105
Farmers Insurance - Ray Cheng
Medicare Insurance Agent · Cupertino, CA

Farmers Insurance - Ray Cheng serves Cupertino, California, and the surrounding South Bay communities. It handles Medicare insurance enrollment, helping individuals navigate plan options, coverage gaps, and annual changes. The agency explains the differences between Medicare Parts A, B, C, and D, as well as supplemental policies, to match each client’s healthcare needs and budget. For a typical job, the agent conducts a personalized needs assessment, presenting plan comparisons that clarify out-of-pocket costs and provider networks.

FI
20432 Silverado Ave UNIT 211
Farmers Insurance - Lily Zhao
Medicare Insurance Agent · Cupertino, CA

Farmers Insurance - Lily Zhao specializes in helping clients select Medicare supplement and Advantage plans in Cupertino, California. It provides enrollment assistance, plan comparisons, and ongoing policy support. The agency guides individuals through the complexities of coverage options to ensure they find plans fitting their healthcare needs and budgets. For those around turning sixty-five, it offers timely advice on avoiding late enrollment penalties before the Initial Enrollment Period ends.

JC
10520 S De Anza Blvd Ste B
JONATHAN CHIEM: Allstate Insurance
Medicare Insurance Agent · Cupertino, CA

As the Medicare Annual Enrollment Period approaches each fall, many Cupertino residents seek guidance through the complex plan options. JONATHAN CHIEM: Allstate Insurance offers knowledgeable assistance tailored to individual health care needs and budgets in the local area. Clients receive clear explanations of Medicare supplements, Advantage plans, and Part D drug coverage available for Santa Clara County. The process begins with a complimentary plan review to evaluate current coverage and compare alternatives for the upcoming year.

FI
20410 Town Center Ln # 101
Farmers Insurance - Stacy Lane
Medicare Insurance Agent · Cupertino, CA

Farmers Insurance - Stacy Lane provides Medicare insurance guidance to residents in Cupertino, California. The agency specializes in helping clients understand and select Medicare Supplement, Medicare Advantage, and Part D prescription drug plans. Each consultation focuses on matching coverage to individual healthcare needs and budgets. Local customers receive personalized support through plan comparison and annual enrollment updates. The agency serves commercial clients including medical offices, retail warehouses, and food service establishments.

SI
10080 N. Wolfe Rd, 200 Suite SW3
Somerset Insurance Solutions Inc.
Medicare Insurance Agent · Cupertino, CA
HS
10080 N Wolfe Rd
Home Services Insurance Agency
Medicare Insurance Agent · Cupertino, CA

Home Services Insurance Agency in Cupertino, CA, is known for guiding individuals through the complexities of Medicare enrollment and plan selection. The agency helps clients evaluate Medicare Advantage, Supplement, and Part D prescription drug options to find coverage that fits their health needs and budget. Agents work face-to-face to explain deductibles, networks, and out-of-pocket costs in plain terms. Specializing in annual enrollment period reviews, the agency can also assist with coordinating coverage for those who are newly eligible for Medicare due to turning 65.

HW
10455 Torre Ave
Health Wealth Management & Insurance Agency
Medicare Insurance Agent · Cupertino, CA
(408) 859-9896
FI
19925 Stevens Creek Blvd #100
Farmers Insurance - Wenwei Wu
Medicare Insurance Agent · Cupertino, CA
(408) 245-9818
wenweiwu.com
JH
20480 Pacifica Dr # G
Julia Hsiao, Registered Representative - New York Life
Medicare Insurance Agent · Cupertino, CA
(408) 863-0306
calljulia.com

What Does a a Medicare Insurance Agent in Cupertino Cost?

Medicare insurance agents in Cupertino generally do not charge you a direct fee. They receive commissions from insurance carriers when you enroll in a plan. These commissions are built into the plan premiums and do not increase your out-of-pocket costs. Some agents may offer paid consulting services, with fees ranging from 50 to 200 dollars per hour. Costs vary by case and agent. This is general information, not insurance advice.

About medicare insurance agents in Cupertino

Medicare insurance agents in Cupertino, California help residents navigate Original Medicare, Medicare Advantage, and Part D drug plans. Under California law, agents must be licensed by the California Department of Insurance and follow strict rules about plan comparisons and disclosures. Local agents understand the specific health plan networks and costs available in Santa Clara County.

Frequently Asked Questions

What does a Medicare insurance agent in Cupertino do?

A Medicare insurance agent helps you compare plans, enroll in coverage, and understand your options. They work with multiple insurance carriers to find plans that fit your needs. Agents must follow California rules that require clear explanations of plan differences and costs.

When can I enroll in Medicare in Cupertino?

You can enroll during your Initial Enrollment Period, which starts three months before you turn 65 and ends three months after. California also has a Special Enrollment Period for certain life events. The Annual Enrollment Period runs from October 15 to December 7 each year.

Do I have to pay a fee for a Medicare insurance agent in Cupertino?

Most Medicare insurance agents are paid by the insurance companies, not by you. Their services are typically free to you. However, some agents may charge a fee for extra services, so always ask before working with them.

Medicare Insurance Agents in Other California 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.