Medicare Insurance Agent in Winter Park, FL
Winter Park is one of Central Florida's most affluent and charming cities, known for its tree-lined Park Avenue, Rollins College, and chain of lakes. The city offers upscale retirement living in the Orlando metro. Affluent community with established senior population.
Your Winter Park 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.
Free Phone & Video Consultations for Winter Park Residents
Our licensed agents work with Winter Park residents by phone and video — no need to drive to our office. Get the same personalized Medicare guidance from the comfort of your home.
Why Winter Park 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 Park 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.
Medicare Plans Available in Winter Park, 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 Park. Many plans include dental, vision, hearing, and prescription drug coverage with low or $0 monthly premiums.
Medicare Supplement
Medigap plans in Winter Park 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 Park 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 Orange 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 Park 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 Park residents.
Review Your Options
Your licensed agent will review your health needs, doctors, medications, and budget to compare plans available in Winter Park (zip codes: 32789, 32790, 32792).
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 Park Residents
Zip Codes We Serve in Winter Park
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 Park at a Glance
- County: Orange County
- Park Avenue shopping district
- Rollins College
- Charles Hosmer Morse Museum
- Affluent community with established senior population
Winter Park Medicare FAQs
What Medicare plans are available in Winter Park?
Winter Park residents have access to Orlando's full range of Medicare options with plans covering all major area medical systems.
Is there a Medicare agent near Winter Park?
MAC Insurance serves Winter Park and the Orlando metro. We provide free Medicare plan comparisons.
What hospitals serve Winter Park?
AdventHealth Winter Park and Orlando Health Winnie Palmer are nearby. All major Orlando hospitals are within easy reach.
What makes Winter Park attractive for retirees?
Walkable downtown, cultural attractions, beautiful parks, excellent dining, and proximity to Orlando's world-class medical facilities.
Also Serving Nearby Communities
MAC Insurance serves Winter Park and the surrounding Orange County area. We also help Medicare beneficiaries in these nearby communities:
Ready to Find the Right Medicare Plan in Winter Park?
Your free consultation is just a phone call or click away. Let our licensed agents help you compare plans and enroll with confidence.