Medicare Insurance Agent in Winter Haven, FL
Winter Haven is known as the Chain of Lakes City with over 50 lakes within city limits. Home to Legoland Florida and a revitalizing downtown, Winter Haven offers affordable lakeside retirement living in central Polk County. Affordable lakeside retirement with growing senior community.
Your Winter Haven 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
Managing Partner
Licensed Medicare Agent in Florida
Tyler specializes in Medicare Advantage, Supplement plans, and retirement-focused financial planning.

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
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 54 Miles from Winter Haven
Our Brooksville office is a short drive from Winter Haven. 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 Haven 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 Haven and all of Polk 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.
Medicare Plans Available in Winter Haven, FL
We compare plans from multiple carriers to find the best fit for your health needs, doctors, medications, and budget.
Medicare Advantage
Compare HMO and PPO Medicare Advantage plans available in Winter Haven. Many plans include dental, vision, hearing, and prescription drug coverage with low or $0 monthly premiums.
Medicare Supplement
Medigap plans in Winter Haven help cover out-of-pocket costs like deductibles and copays. Popular options include Plan G and Plan N, giving you freedom to see any Medicare-accepting doctor.
Medicare Part D
Standalone prescription drug plans for Winter Haven residents. We compare formularies and pharmacies to find the plan that covers your specific medications at the lowest cost.
Dental, Vision & Hearing
Standalone dental, vision, and hearing plans available in Polk County. Get the coverage you need for routine checkups, glasses, and hearing aids.
Health Insurance
Under-65 health insurance and ACA marketplace plans for Winter Haven residents. We help individuals, families, and self-employed professionals find affordable coverage.
How It Works
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 Haven residents.
Review Your Options
Your licensed agent will review your health needs, doctors, medications, and budget to compare plans available in Winter Haven (zip codes: 33880, 33881, 33884).
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 Haven Residents
Zip Codes We Serve in Winter Haven
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 Haven at a Glance
- County: Polk County
- Legoland Florida
- Chain of Lakes
- Winter Haven Hospital
- Affordable lakeside retirement with growing senior community
Winter Haven Medicare FAQs
What Medicare plans are available in Winter Haven?
Winter Haven residents can choose from Medicare Advantage, Supplement, and Part D plans. BayCare's Winter Haven Hospital and Lakeland Regional anchor many local networks.
Is there a Medicare agent in Winter Haven?
MAC Insurance serves Winter Haven and central Polk County. We provide free Medicare plan comparisons.
What hospitals are near Winter Haven?
Winter Haven Hospital (BayCare), Lakeland Regional Health, and Heart of Florida Regional are all accessible and accept Medicare.
Can I find $0 premium Medicare plans in Winter Haven?
Yes. Several Medicare Advantage plans offer $0 premiums in Winter Haven with benefits including dental, vision, hearing, and prescription drug coverage.
Also Serving Nearby Communities
MAC Insurance serves Winter Haven and the surrounding Polk County area. We also help Medicare beneficiaries in these nearby communities:
Ready to Find the Right Medicare Plan in Winter Haven?
Your free consultation is just a phone call or click away. Let our licensed agents help you compare plans and enroll with confidence.