Shelton, Connecticut & Glastonbury, Connecticut

Mon-Fri 8:30 am - 7:00 pm, Sat 8:30-2:30 Sun: Closed

We’re Here to Help You Retire Confidently!

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Let’s make Medicare simple together — reach out today!

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Have questions about Medicare? Need guidance on choosing the right plan for your retirement? Our team at Retire With Medicare is ready to provide personalized support and clear answers.

Better yet, lets meet in person!

We’d love to sit down with you and discuss your Medicare options one-on-one. Call or email us to schedule a time that works best for you.

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Shelton, Connecticut

Opening Hours

Monday-Friday

08:30-15:00

Monday-Thursday

08:00-18:00

Friday

08:00-18:00

Friday

08:00-18:00

Saturday

08:30-12300

Saturday

08:00-18:00

Sunday

Closed

Sunday

08:00-18:00

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Have a question or comment? Fill out the form below, and we’ll respond as quickly as possible.

Your Medicare & Retirement Questions—Answered

When should I start planning for Medicare?

It’s best to begin reviewing your Medicare options 6–12 months before turning 65. Early planning ensures you avoid gaps in coverage and choose the benefits that make the most sense for you.

What’s the difference between Medicare Advantage and Supplement plans?

Medicare Advantage plans bundle coverage (hospital, medical, sometimes prescriptions) under one plan, often with lower premiums. Medicare Supplement (Medigap) policies work alongside Original Medicare to help cover out-of-pocket costs. We’ll help you compare what’s best for your health and budget.

How do I maximize my Social Security benefits?

The right timing can increase your lifetime benefit. We show you how your decisions about when to file—and how other retirement income fits in—affect your Social Security payout.

Can you help with retirement income planning?

Absolutely. We design strategies to turn your savings, pensions, and Social Security into a reliable, lasting income stream—so you can enjoy retirement with confidence.

What if I’m already retired and need to review my coverage?

We work with retirees at every stage. Whether you need a plan review, want to switch coverage, or have questions about changes to Medicare, you have our support.

How do I get started with Retire with Medicare?

Just give us a call at 1-203-217-6158 or fill out the contact form. We offer free, no-obligation consultations, and we’re happy to answer your questions.

Shelton, Connecticut / Glastonbury, Connecticut

Mon-Fri 8:30 am - 7:00 pm, Sat: 8:30 - 12:30 Sun: Closed

CMS Disclaimer: We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program to get information on all of your options.

© Retire with Medicare 2026. *Not affiliated with the U.S. government or federal Medicare program. All Rights Reserved.