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Find Medicare Insurance Agents Near You in Wilton, CT

Browse medicare insurance agents serving Wilton, Connecticut. Updated 2026-07-14.

The top-rated medicare insurance agent in Wilton, Connecticut is Karen O'Brien - State Farm Insurance Agent, rated 5.0 stars across 212 reviews. Other highly rated options include Michael Saunders: Allstate Insurance, Georgann Hoffman - State Farm Insurance Agent, Tooher-Ferraris Insurance Group. This directory lists 11 medicare insurance agents serving Wilton.

Showing 11 medicare insurance agents in Wilton, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Karen O'Brien - State Farm Insurance AgentKent Center, 35 Danbury Rd Ste 5(203) 762-6660
2Michael Saunders: Allstate Insurance142 Old Ridgefield Rd Ste 206(203) 762-9939
3Georgann Hoffman - State Farm Insurance AgentThe Kent Schoolhouse, 152 Danbury Rd(203) 762-3332
4Tooher-Ferraris Insurance Group43 Danbury Rd(914) 228-9765
5Selective Benefits9 Laurel Ln(203) 689-7471
6Farmers Insurance - Brian Tobin26 Cricket Ln(203) 446-3480
7Castaldi Financial & Insurance387 Danbury Rd APT 3(203) 210-7800
8Aon372 Danbury Rd #218(203) 762-5052
9Saunders Insurance142 Old Ridgefield Rd(202) 923-3123
10Daigle & Travers Insurance Agency35 Old Ridgefield Rd(203) 655-6974
KO
Kent Center, 35 Danbury Rd Ste 5
Karen O'Brien - State Farm Insurance Agent
Medicare Insurance Agent · Wilton, CT

Karen O'Brien - State Farm Insurance Agent serves Wilton, Connecticut, and the surrounding Fairfield County area. The agency provides Medicare insurance services, helping clients navigate plan options during their initial enrollment and annual open enrollment periods. It also works with individuals nearing retirement age who are transitioning from employer coverage. Specific services handled in this area include Medicare Supplement plans and Medicare Advantage plan selection.

MS
142 Old Ridgefield Rd Ste 206
Michael Saunders: Allstate Insurance
Medicare Insurance Agent · Wilton, CT

Michael Saunders: Allstate Insurance provides guidance on Medicare insurance options for individuals in Wilton, CT, helping clients understand plan details and coverage choices. The office assists with annual enrollment reviews, ensuring that beneficiaries can make informed decisions regarding their healthcare needs. Service and maintenance plans involve regular account check-ins and support for any changes in personal circumstances or plan regulations. The agency serves a diverse client base, including those living in single-family homes, apartments, retail spaces, and restaurants requiring employee or individual coverage solutions.

GH
The Kent Schoolhouse, 152 Danbury Rd
Georgann Hoffman - State Farm Insurance Agent
Medicare Insurance Agent · Wilton, CT

Homeowners, families, and retirees in Wilton turn to Georgann Hoffman - State Farm Insurance Agent for Medicare insurance guidance. This agency helps clients navigate Medicare plan options, including Original Medicare and Medicare Advantage, to find coverage that fits their healthcare needs and budget. Understanding Medicare enrollment periods and comparing plans requires professional support, which the agency provides through personal consultations. The agency also extends its Medicare insurance services to residents of nearby Norwalk, offering additional choices for those seeking tailored health coverage assistance in Fairfield County.

TF
43 Danbury Rd
Tooher-Ferraris Insurance Group
Medicare Insurance Agent · Wilton, CT

Serving the Wilton, Connecticut area and its surrounding communities, Tooher-Ferraris Insurance Group handles Medicare insurance needs for local clients. The firm assists individuals with understanding their options under Medicare, including the selection of appropriate supplemental plans. Coverage typically includes navigating both original Medicare and available Medicare Advantage or Part D drug plans. To manage a typical engagement, the company begins with a thorough review of the client’s current health coverage, then presents a clear comparison of relevant plan choices tailored to that specific situation.

SB
9 Laurel Ln
Selective Benefits
Medicare Insurance Agent · Wilton, CT

Selective Benefits, based in Wilton, CT, helps clients understand the crucial difference between one-time Medicare enrollment assistance and the ongoing, recurring service options available for plan adjustments as needs change. They provide guidance on Medicare coverage, including both Original Medicare and Medicare Advantage plans, tailored to individual healthcare requirements. Service for this local Medicare insurance agent can be arranged by the client on either a scheduled or an as-needed basis, depending on preference.

FI
26 Cricket Ln
Farmers Insurance - Brian Tobin
Medicare Insurance Agent · Wilton, CT

Farmers Insurance - Brian Tobin specializes in Medicare supplement and Advantage plan enrollment for residents of Wilton, CT. The agency guides clients through the complexities of coverage options, helping them compare plans to suit their healthcare needs and budgets. It assists with initial sign-ups during annual enrollment periods. Brian Tobin also provides support for understanding prescription drug coverage. The office helps local beneficiaries navigate changes to their existing policies, particularly when a plan’s network or formulary shifts occur during the winter open enrollment window.

CF
387 Danbury Rd APT 3
Castaldi Financial & Insurance
Medicare Insurance Agent · Wilton, CT

Castaldi Financial & Insurance works with individuals in Wilton, CT, to navigate their insurance needs, specializing as a Medicare insurance agent to help clients understand available plan options and enrollment periods. The agency focuses on simplifying the details of Part D and Medicare Advantage plans. It can serve commercial sectors that include local offices, warehouses, and food service operations that may also seek group health guidance.

AO
372 Danbury Rd #218
Aon
Medicare Insurance Agent · Wilton, CT

As the fall Medicare Annual Enrollment Period approaches, many residents in the Wilton, CT area seek guidance through their plan options. Aon serves as a local medicare insurance agent, helping clients compare prescription drug and Medicare Advantage plans. They explain the differences between Original Medicare and supplemental coverage. Their process begins with a no-obligation review of a client’s current healthcare needs and budget before suggesting available carriers. Every consultation includes a thorough plan comparison and a clear initial assessment of coverage gaps to inform the decision.

SI
142 Old Ridgefield Rd
Saunders Insurance
Medicare Insurance Agent · Wilton, CT

Saunders Insurance serves clients in and around Wilton, Connecticut, assisting residents with their Medicare insurance needs. The agency also helps local businesses evaluate group health coverage options for their employees. Services are provided throughout Fairfield County and the surrounding communities. By clarifying plan details and enrollment periods, the agent helps individuals make informed choices about their healthcare coverage. Ongoing support is available for policy adjustments, claims assistance, and annual plan reviews between regular client visits.

DT
35 Old Ridgefield Rd
Daigle & Travers Insurance Agency
Medicare Insurance Agent · Wilton, CT

Daigle & Travers Insurance Agency in Wilton, CT is known for guiding clients through Medicare plan options. The agency offers assistance with initial enrollment and annual plan comparisons to match coverage with individual healthcare needs. It also provides consultations on supplemental policies and prescription drug plans. As a specialty service, it can further advise on Medicare Advantage plans that bundle hospital, medical, and drug coverage for a more integrated approach.

AI
24 Danbury Rd
Allstate Insurance: Wade Tang
Medicare Insurance Agent · Wilton, CT
(203) 529-7025
agents.allstate.com/wade-tang-wilton-ct.html

What Does a 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.

About medicare insurance agents in Wilton

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.

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.

Medicare Insurance Agents in Other Connecticut 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.