ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency or broker. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. No agent listed on this site has paid for, authorized, or approved their listing. This is an advertisement.
Looking for a medicare insurance agent in Wilton? Review the directory below to compare your options.
11 agents listed
Updated May 2026
Wilton, CT
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 Connecticut before hiring.
Showing 11 medicare insurance agents in Wilton, CT
Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Karen O'Brien - State Farm Insurance Agent
Kent Center, 35 Danbury Rd Ste 5, Wilton, CT 06897
(203) 762-6660
obrieninsurancegroup.com
Michael Saunders: Allstate Insurance
142 Old Ridgefield Rd Ste 206, Wilton, CT 06897
(203) 762-9939
agents.allstate.com
Georgann Hoffman - State Farm Insurance Agent
The Kent Schoolhouse, 152 Danbury Rd, Wilton, CT 06897
(203) 762-3332
wiltonins.com
Tooher-Ferraris Insurance Group
43 Danbury Rd, Wilton, CT 06897
(914) 228-9765
toofer.com
Selective Benefits
9 Laurel Ln, Wilton, CT 06897
(203) 689-7471
Farmers Insurance - Brian Tobin
26 Cricket Ln, Wilton, CT 06897
(203) 446-3480
agents.farmers.com
Aon
372 Danbury Rd #218, Wilton, CT 06897
(203) 762-5052
aon.com
Castaldi Financial & Insurance
387 Danbury Rd APT 3, Wilton, CT 06897
(203) 210-7800
castaldifinancialservices.com
Saunders Insurance
142 Old Ridgefield Rd, Wilton, CT 06897
(202) 923-3123
saundersautoinsurance.com
Daigle & Travers Insurance Agency
35 Old Ridgefield Rd, Wilton, CT 06897
(203) 655-6974
daigletravers.com
Allstate Insurance: Wade Tang
24 Danbury Rd, Wilton, CT 06897
(203) 529-7025
agents.allstate.com
Medicare insurance agents in Wilton, Connecticut help residents compare Part D, Medigap, and Medicare Advantage plans. Connecticut law requires agents to be licensed through the state Insurance Department. These professionals can assist with annual enrollment periods and special enrollment windows for Fairfield County seniors.
What Does a Medicare Insurance Agent in Wilton Cost?
Medicare insurance agents in Connecticut typically do not charge a fee for their services. They are paid by insurance companies through commissions. Plan costs vary: Part D premiums average 30 to 50 dollars per month, and Medigap plans range from 100 to 300 dollars per month depending on age and health. This is general information, 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
What does a Medicare insurance agent in Wilton do?
A Medicare insurance agent in Wilton helps you review plan options, compare costs, and enroll in Medicare Part D, Medigap, or Medicare Advantage plans. They are licensed in Connecticut and must follow state regulations on marketing and disclosure.
When can I enroll in Medicare in Connecticut?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Connecticut also has an Annual Enrollment Period from October 15 to December 7 each year.
Are there Connecticut-specific rules for Medigap plans?
Yes. Connecticut has a guaranteed issue right for Medigap plans during your trial period with Medicare Advantage. Outside of that, you may face medical underwriting. Connecticut also requires Medigap plans to cover at least basic benefits.
Free • No Obligation
Compare Medicare Insurance Agents
Get matched with agents in Wilton who handle your type of coverage.
Replace with iframe/embed code from your affiliate network
Affiliate Disclosure
The form above is provided by a third-party insurance marketing service. BeforeInsuranceUSA.com receives compensation when you submit a qualified inquiry. This is a free service with no obligation to hire any agent. Your information is collected and handled by the form provider according to their privacy policy.
Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Connecticut.