Jason Powell • November 20, 2025

Moving from Illinois to Florida – What to Expect

Heartland Realty & Rentals — Your Illinois & Florida Real Estate Partner   Thinking about trading Midwest winters for year-round sunshine? You’re not alone. Each year, thousands of Illinois residents make the move to Florida for warmer weather, lower taxes, and a lifestyle centered around beaches, outdoor living, and relaxation. If you’re planning your own relocation, here’s a clear, practical guide on what to expect—and how to make the transition smooth and stress-free.

1. Climate: Sunshine, Storms, and Everything in Between

Florida offers what Illinois can’t: mild winters and endless sunny days. But it also comes with humidity, intense summer heat, and hurricane season.
What to expect:

  • No more snowstorms or ice scrapers.
  • A longer outdoor season—golf, biking, boating year-round.
  • Need for hurricane preparedness (storm shutters, insurance, evacuation planning).

2. Cost of Living & Taxes

One of the biggest draws for Illinoisans is the financial shift.
Florida perks:

  • No state income tax
  • Lower property taxes in many counties
  • Affordable homestead exemptions for homeowners
    Illinois comparison:
  • Higher income and property taxes
  • More maintenance costs attached to aging homes

While some Florida cities (Miami, Naples) can be pricey, many areas—especially central and Gulf-coast regions—offer excellent value.

3. Housing Market Differences

Florida’s real estate market contains more condos, villas, and HOA-controlled communities compared to Illinois.
Expect:

  • A larger selection of maintenance-free or resort-style communities
  • More opportunities for short-term or seasonal rentals
  • Strong long-term investment potential (tourism, population growth)

Whether you're buying a home in the Midwest or securing a vacation rental in Florida, Heartland Realty & Rentals can represent your needs in both states.

4. Lifestyle: A Big but Enjoyable Transition

Life in Florida feels different the moment you arrive.
Illinois lifestyle:

  • Four distinct seasons
  • Urban/suburban Midwest culture
  • Short but pleasant summers

Florida lifestyle:

  • Outdoor dining and activities year-round
  • Beach-focused weekends
  • A more laid-back pace
  • Diverse transplants from across the country, especially the Midwest

Many Illinois relocators find it easy to build community because so many Floridians are originally from elsewhere.

5. Employment & Business Opportunities

If you’re moving for work, Florida’s economy is fast-growing, with opportunities in:

  • Healthcare
  • Hospitality & Tourism
  • Construction
  • Logistics
  • Real Estate & Property Management

Commercial clients also benefit: Florida’s business-friendly environment, lower taxes, and growing markets make it ideal for entrepreneurs looking to expand or relocate operations.

6. Insurance Realities: What Illinoisans Should Know

Insurance works differently in Florida:

  • Homeowners insurance is often higher due to storm risk
  • Flood insurance may be required depending on location
  • Builders and roofs have stricter code requirements

Knowing this in advance prevents surprises and helps you budget correctly.

7. Travel & Staying Connected

Good news—travel between the two states is easy.

  • Numerous nonstop flights from Chicago & St. Louis to Tampa, Sarasota, Ft. Myers, Orlando, and Miami
  • Many Illinois transplants keep vacation or family ties up north and travel frequently

If you want the best of both worlds, many clients choose to own in both Illinois and Florida—and we help them build a seamless, two-state real-estate plan.

8. How Heartland Realty & Rentals Makes the Move Easier

Since Heartland Realty operates in both Illinois and Florida, we offer a rare advantage:

  • We can help you sell, buy, or rent in either state
  • We manage residential, commercial, and vacation properties
  • We understand the financial, lifestyle, and logistical differences firsthand
  • Our team guides you through taxes, insurance expectations, and relocation planning

Whether you’re relocating full-time, purchasing a second home, or exploring vacation rental opportunities, we provide a smooth, stress-free experience from start to finish.

Ready to Make the Move?

Moving from Illinois to Florida is exciting, but it’s even better with the right support. Heartland Realty & Rentals is here to help you understand the market, compare lifestyle changes, and find the perfect home or investment property in either state.

Contact us today to start planning your move with professionals who know both markets inside and out. 618-993-3029

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