Estagacy Insurance Group

Local ACA help in Orange County

Affordable Health Insurance in Orlando, Florida

Our office sits right on S Kirkman Rd in Orlando, so sitting down with a licensed agent face to face is easy. Stop by, call, or start online. 8 out of 10 people may qualify for health coverage starting at $10/month or less, and it only takes about 30 seconds to see where you stand.

Many Orlando neighbors work long, irregular shifts and never get a clear explanation of their options. We change that with plain answers, a side-by-side look at Marketplace plans, and financial help based on your income applied before you enroll.

Free eligibility check

Takes about 30 seconds · Free · No obligation

(407) 974-5101

How we help Orlando residents

In-person visits on S Kirkman Rd

Prefer to talk across a desk? Our Orlando office is a short drive from I-4 and the Florida Turnpike. Bring your questions, your prescriptions list, and any letters you received from the Marketplace, and we will go through everything with you in one visit.

Checking your doctors and hospitals

Before you pick a plan, we check whether the doctors, specialists and hospitals you already rely on are in-network. Many Orlando residents want access to systems such as AdventHealth or Orlando Health, so we confirm the network first and the price second.

Plans that fit shift work

Hotel, theme park and restaurant schedules change week to week, and so can your paycheck. We help you estimate your yearly income realistically so the financial help you receive stays accurate, and we show you how to update it if your hours change.

Support after you enroll

Enrollment is not the finish line. If you get a confusing bill, need a new ID card, or have a question about a claim, call the same local team that helped you sign up.

Beyond the city limits, we regularly help residents throughout Orange County and nearby west-side communities, including:MetroWestDr. PhillipsPine HillsWinter GardenOcoee

Who we help

Families

Parents juggling school pickups and work shifts can cover the whole household on one plan, with children's dental and vision options included in every Marketplace area.

Self-employed and gig workers

Rideshare drivers, event staff, freelancers and independent contractors across Orlando may qualify for financial help based on your income, even without an employer plan.

People losing job-based coverage

Between jobs after a layoff, a seasonal slowdown, or a move to part-time hours? Losing employer coverage usually opens a Special Enrollment Period, and we help you act before the window closes.

Early retirees under 65

If you left the workforce before Medicare age, a Marketplace plan can bridge the gap. We factor in retirement income and savings withdrawals to estimate your help accurately.

Key 2027 dates

Hospitality and healthcare workers often see schedules shift around the holidays, so mark these dates early:

  • Open Enrollment for 2027 coverage runs November 1 to December 15, 2026.
  • Enroll by December 15, 2026 for coverage starting January 1, 2027.
  • Outside Open Enrollment you need a Special Enrollment Period (moving, losing coverage, marriage, a baby).
  • Medicaid and CHIP can be applied for any time.

Not sure which window applies to you? Call our Orlando office and we will sort it out with you.

Orlando health insurance FAQ

Yes. Our office is at 805 S Kirkman Rd Suite 202, Orlando, FL 32811, and we are open Monday through Friday. Calling ahead helps us have an agent ready for you. Phone appointments are also available if a visit is not convenient.

Yes, if your job does not offer affordable coverage, or you work part-time or seasonally, you can shop the Marketplace. You may qualify for financial help based on your income. We help you estimate your yearly earnings when tips and hours vary.

It depends on the plan, which is why we check before you enroll. We look up your doctors and preferred hospitals, such as AdventHealth or Orlando Health, in each plan's network. That way you are not surprised after your first visit.

Reach out soon, because losing job-based coverage generally gives you a limited Special Enrollment Period. We will review your options, including Marketplace plans and whether Medicaid or CHIP may fit your household. There is no charge for our help.

No. Our guidance is free to you, and your premium is the same whether you enroll with us or on your own. We are paid by the insurance plans, not by you.

See all Florida health insurance help. Learn more on our coverage benefits page or read the full health insurance FAQ. We also serve KissimmeeSanfordWest Palm Beach.

Get free help in Orlando today

Ready to see what you may qualify for? Book a time that works around your shift, stop by our Kirkman Rd office, or call and talk to a licensed agent today.

We also speak Haitian Creole - Nou pale Kreyòl.

Need dental or vision too? See dental & vision plans