Medicare Insurance Agent in Winter Garden, FL

Winter Garden has transformed from a quiet citrus town to one of Central Florida's most desirable communities. Its charming historic downtown, Plant Street Market, and West Orange Trail attract active adults and retirees. Revitalized downtown attracting active retirees and 55+ buyers.

Your Winter Garden Medicare Team

Our licensed agents provide free, personalized Medicare guidance. We're not a call center — you'll work with the same knowledgeable team year after year.

Tyler McDaniel

Tyler McDaniel

Managing Partner

Licensed Medicare Agent in Florida

Tyler specializes in Medicare Advantage, Supplement plans, and retirement-focused financial planning.

Jessica McDaniel

Jessica McDaniel

Managing Partner

Licensed Medicare Agent in Florida

Jessica specializes in Medicare planning and client advocacy, ensuring every detail is handled correctly.

Shelby Duvall

Shelby Duvall

Licensed Agent

Licensed Medicare Agent in Florida

Shelby specializes in Medicare enrollment and plan comparisons, helping clients feel confident in their decisions.

Visit Our Office — Only 49 Miles from Winter Garden

Our Brooksville office is a short drive from Winter Garden. Stop by for a free, in-person Medicare consultation at 806 W Dr M L King Jr Blvd, Brooksville, FL 34601. Mon–Fri, 9 AM – 5 PM.

Why Winter Garden Residents Choose MAC Insurance

We're a local agency — not a call center. Our licensed agents provide free, personalized guidance to help you find the right Medicare plan.

100% Free Service

Our consultations and plan comparisons cost you nothing. We're compensated by insurance carriers, not by you.

Local & Trusted

Based in Brooksville, we serve Winter Garden and all of Orange County. Meet us in person, by phone, or virtually.

300+ 5-Star Reviews

Over 1,000 clients served with a perfect 5.0 Google rating. See what our clients say about us.

Year-Round Support

We don't disappear after enrollment. We review your plan every year and help with claims, questions, and changes.

How It Works

1

Schedule a Consultation

Book a free appointment online or call (352) 652-4100. We offer in-person meetings at our Brooksville office, phone consultations, and virtual appointments for Winter Garden residents.

2

Review Your Options

Your licensed agent will review your health needs, doctors, medications, and budget to compare plans available in Winter Garden (zip codes: 34787).

3

Enroll with Confidence

We handle the entire enrollment process and provide ongoing support year-round — plan reviews, claims help, and annual check-ins at no cost to you.

Medicare Resources for Winter Garden Residents

Zip Codes We Serve in Winter Garden

34787

Medicare plan availability and pricing can vary by zip code. Our agents compare every plan available in your specific area to find the best match for your needs.

Winter Garden at a Glance

  • County: Orange County
  • Winter Garden Heritage Museum
  • West Orange Trail
  • Garden Theatre
  • Revitalized downtown attracting active retirees and 55+ buyers

Winter Garden Medicare FAQs

What Medicare plans are available in Winter Garden?

Winter Garden residents can access Medicare plans from carriers serving the greater Orlando area.

Is there a Medicare agent near Winter Garden?

MAC Insurance serves Winter Garden and western Orange County. We offer free Medicare consultations.

What hospitals are near Winter Garden?

Orlando Health — Health Central in Ocoee is closest. Orlando's major medical centers are within a 30-minute drive.

Is Winter Garden a good place to retire?

Winter Garden offers a charming downtown with shops and restaurants, the West Orange Trail for active living, and proximity to Orlando's healthcare and amenities.

Also Serving Nearby Communities

MAC Insurance serves Winter Garden and the surrounding Orange County area. We also help Medicare beneficiaries in these nearby communities:

Ocoee, FLWindermere, FLClermont, FLOakland, FLGotha, FLApopka, FL

Ready to Find the Right Medicare Plan in Winter Garden?

Your free consultation is just a phone call or click away. Let our licensed agents help you compare plans and enroll with confidence.

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