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Find Medicare Insurance Agents Near You in Guilford, CT

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

The top-rated medicare insurance agent in Guilford, Connecticut is Guilford Insurance, rated 5.0 stars across 143 reviews. Other highly rated options include Page Insurance, Ltd - Independent Home & Auto Insurance Specialists CT, Craig Tracz - State Farm Insurance Agent, Maria Pietrosante: Allstate Insurance. This directory lists 12 medicare insurance agents serving Guilford.

Showing 12 medicare insurance agents in Guilford, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Guilford Insurance105 Church St(203) 689-5260
2Page Insurance, Ltd - Independent Home & Auto Insurance Specialists CT102 Boston St(203) 453-5258
3Craig Tracz - State Farm Insurance Agent652 Boston Post Rd STE 6(203) 204-1421
4Maria Pietrosante: Allstate Insurance705 Boston Post Rd Unit 4b(860) 388-0857
5Teysha Poindexter - My Skyline Insurance1310 Boston Post Rd Unit 5(860) 322-6864
6Smart Insurance CT24 Graves Ave(203) 457-8040
7Kinnare Insurance LLC135 Church St(203) 453-4829
8Relation Insurance Services48 State St(203) 453-0816
9Maynard Insurance Group102 Church St(203) 453-0003
10The Colella Agency, LLC34 York St(203) 884-6707
GI
105 Church St
Guilford Insurance
Medicare Insurance Agent · Guilford, CT

Guilford Insurance serves the Guilford, Connecticut area and surrounding communities as a Medicare insurance agency. It assists clients in navigating Medicare options, including Medicare Advantage plans and Medicare Supplement policies. The company helps individuals understand enrollment periods and coverage choices to match their healthcare needs. It also provides guidance on Part D prescription drug plans and coordinate benefits with existing coverage. Guilford Insurance specifically handles Medicare Advantage enrollments and Medicare Supplement plan selections for local residents.

PI
102 Boston St
Page Insurance, Ltd - Independent Home & Auto Insurance Specialists CT
Medicare Insurance Agent · Guilford, CT

Page Insurance, Ltd - Independent Home & Auto Insurance Specialists CT in Guilford, CT offers personalized assistance with Medicare insurance options, helping individuals navigate enrollment and plan selection. The agency also provides ongoing support for policy reviews and annual changes. Service maintenance plans include regular check-ins to ensure coverage aligns with clients’ healthcare needs. The company services a variety of properties, including single-family homes, apartments, retail spaces, and restaurants.

CT
652 Boston Post Rd STE 6
Craig Tracz - State Farm Insurance Agent
Medicare Insurance Agent · Guilford, CT

Craig Tracz - State Farm Insurance Agent in Guilford, CT serves homeowners and individuals seeking Medicare coverage. They assist local clients with understanding their Medicare insurance options, including plan selection and enrollment guidance. As a local Medicare insurance agent, the company helps customers navigate the complexities of healthcare coverage throughout retirement. Support is available for those evaluating different Medicare plans to match personal needs and budgets. The agent also extends its coverage assistance services to clients in the nearby Madison area.

MP
705 Boston Post Rd Unit 4b
Maria Pietrosante: Allstate Insurance
Medicare Insurance Agent · Guilford, CT

Serving Guilford and the surrounding Connecticut shoreline communities, this agency helps clients navigate their Medicare insurance options. It handles the coordination of Original Medicare, Medicare Advantage, and Medicare Supplement plans. The office works to explain enrollment periods and policy details clearly, ensuring each client understands their choices. To handle a typical job, the agent begins with a personalized needs assessment, then compares available local plans to find a suitable match for the individual's healthcare requirements and budget.

TP
1310 Boston Post Rd Unit 5
Teysha Poindexter - My Skyline Insurance
Medicare Insurance Agent · Guilford, CT

Teysha Poindexter - My Skyline Insurance, located in Guilford, CT, helps clients navigate the difference between one-time enrollment support and ongoing plan management. This agency focuses on comparing Medicare Advantage, supplement, and Part D drug coverage options to match individual health needs and budgets. Services include annual plan reviews, updates for life changes, and claims assistance. Appointments are available on an as-needed basis, whether for a single inquiry or for continued guidance each year during open enrollment.

SI
24 Graves Ave
Smart Insurance CT
Medicare Insurance Agent · Guilford, CT

Smart Insurance CT focuses on helping clients navigate Medicare plan selection, including Advantage, Supplement, and Part D options, while also providing ongoing support for claims and enrollment changes. Based in Guilford, it serves individuals across the area seeking clear guidance on their coverage choices. The company assists with annual enrollment periods, helping clients adjust plans to match shifting health needs or budgets. It also advises on late enrollment penalties and Special Enrollment Periods triggered by life events such as relocating or losing employer coverage.

KI
135 Church St
Kinnare Insurance LLC
Medicare Insurance Agent · Guilford, CT

As enrollment periods near, residents of Guilford often find themselves sorting through complex Medicare options. Kinnare Insurance LLC assists local seniors and their families by clarifying coverage for Part D prescription plans and supplemental policies. The agent works to identify gaps in existing healthcare solutions and recommends appropriate plan adjustments based on lifestyle and budget. Conversations begin with a thorough review of current medical needs and a no-obligation assessment of annual treatment patterns before any specific policy is considered.

RI
48 State St
Relation Insurance Services
Medicare Insurance Agent · Guilford, CT

Relation Insurance Services in Guilford, Connecticut, is known for helping individuals navigate their Medicare options with clarity. The agency offers assistance with Medicare Advantage, Part D prescription drug plans, and Medicare Supplement insurance policies. Clients receive guidance through annual enrollment periods and can compare plans to find suitable coverage for their healthcare needs. As a local Medicare Insurance Agent, the company also provides specialized support for those transitioning from employer coverage to Medicare.

MI
102 Church St
Maynard Insurance Group
Medicare Insurance Agent · Guilford, CT

Maynard Insurance Group assists clients in navigating their Medicare options, focusing on supplemental plans and prescription drug coverage. Located in Guilford, CT, the agency helps individuals evaluate their healthcare needs during enrollment periods, offering guidance on plan comparisons and eligibility requirements. Their services address both original Medicare and Medicare Advantage choices. The agency can support commercial sectors such as local medical offices, warehouses, and food service operations with employee and individual coverage solutions.

CA
34 York St
The Colella Agency, LLC
Medicare Insurance Agent · Guilford, CT

The Colella Agency, LLC serves residents of Guilford, CT, and the surrounding region. While focused on individual health coverage needs, the agency also handles commercial insurance matters for local business clients. As a Medicare insurance agent, the firm assists seniors with understanding their plan options and enrollment periods. After an initial meeting, clients often return for annual review appointments or to update their coverage during life changes, ensuring consistent follow-up service between regular visits.

FI
800 Village Walk
Falcone Insurance Group
Medicare Insurance Agent · Guilford, CT
(203) 689-5674
falconeinsurancegroup.com
CA
620 Boston Post Rd # 3
Coastal Agency
Medicare Insurance Agent · Guilford, CT
(203) 458-3100
blueprintbenefit.com

What Does a a Medicare Insurance Agent in Guilford Cost?

Medicare insurance agents in Connecticut are typically paid by insurance carriers through commissions, not by clients. There is no direct cost to you for agent services. However, premiums for Medicare Supplement plans in Connecticut range from about $100 to $300 per month depending on age and plan type. Medicare Advantage plans may have $0 premiums but include copays and deductibles. This is general information and not insurance advice.

About medicare insurance agents in Guilford

Guilford residents seeking Medicare coverage can work with a local licensed insurance agent to compare plans. Connecticut requires agents to complete annual training on Medicare changes and state-specific regulations. An agent can help you navigate Initial Enrollment Periods and Special Enrollment Periods under Connecticut law.

Frequently Asked Questions

What is the Medicare Initial Enrollment Period in Connecticut?

The Initial Enrollment Period lasts 7 months, starting 3 months before the month you turn 65. Connecticut follows federal rules for this period. Missing it may lead to late enrollment penalties.

Can a Medicare agent help with Medigap plans in Guilford?

Yes. Connecticut guarantees Medigap Plan A and C for eligible individuals during the Medigap Open Enrollment Period. Agents can explain plan options and pricing from private insurers.

Are there Connecticut-specific rules for Medicare Advantage plans?

Connecticut requires Medicare Advantage plans to offer out-of-network coverage for emergency and urgent care. Agents can review plan networks and costs for Guilford residents.

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.