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Moving from Illinois to Boca Raton

Chicagoans have been wintering in Boca Raton for generations. With Illinois's estate tax, rising property taxes and the state's fiscal picture, more North Shore and Gold Coast families are now making Boca Raton their primary residence.

Illinois's flat 4.95% income tax isn't the headline; the estate tax with a $4 million exemption, Cook and Lake County property-tax bills, and the fact that Lake Michigan is frozen in February are. Boca Raton solves all of them with a nonstop flight from O'Hare or Midway that's about three hours.

What changes when you leave Illinois for Florida

IllinoisFlorida (Boca Raton)
State income taxFlat 4.95%None
Estate taxYes, with a $4 million exemption and no portability between spousesNo estate or inheritance tax
Property taxAmong the highest effective rates in the country, especially in Cook and Lake countiesMillage a bit under 2% of taxable value; homestead exemption and 3% Save Our Homes cap on primary residences
Flight—ORD/MDW–PBI and ORD/MDW–FLL nonstops in about 3 hours

Rounded figures; confirm with your CPA. See how to establish Florida residency.

Where Illinois families settle in Boca Raton

From Winnetka, Glencoe, Kenilworth and Lake Forest

Lake-front families used to Skokie Country Club, Onwentsia or Exmoor choose Royal Palm Yacht & Country Club for golf and deep water together, or St Andrews Country Club for a pure club community.

From the Gold Coast, Lincoln Park and Streeterville

City buyers choose the Golden Triangle or an oceanfront residence on A1A; both put Mizner Park and the beach within walking distance.

From Hinsdale, Oak Brook and the western suburbs

Buyers who valued large lots and privacy look at Lake Rogers Isle and the estate streets of Royal Palm.

Community notes

  • Boca Raton's Jewish community, synagogues and day schools make the transition easy for Highland Park and Glencoe families.
  • Private schools: Saint Andrew's School, Pine Crest, Grandview Prep; strong public options include Boca Raton Community High and Spanish River High.
  • Health care: Boca Raton Regional Hospital (Baptist Health), Lynn Cancer Institute, Cleveland Clinic Florida in the region.

Why Boca Raton, specifically

South Florida has a dozen luxury markets. Relocating families keep choosing Boca Raton because it combines things the others split up: a real downtown (Mizner Park, Royal Palm Place, the Boca Raton Museum of Art and The Boca Raton resort), five miles of mostly uncrowded beach, a dense cluster of private golf and yacht clubs, strong public and private schools, two international airports within about 30 minutes, a Brightline station for Miami and Orlando, and an executive airport for private aviation right in the city.

East Boca Raton, east of I-95 and especially east of Federal Highway, is where most relocating buyers at the top of the market settle: the deep-water estates of Royal Palm Yacht & Country Club, the Intracoastal homes of Lake Rogers Isle, the walkable Golden Triangle, the private-club life at St Andrews Country Club, and the oceanfront and Intracoastal condominiums along A1A and downtown.

How a long-distance purchase works with Ricky

  1. A call before you fly. Where you're coming from, who's moving, timing, club and school priorities, and whether you want a primary residence, a seasonal home or both.
  2. A curated tour, not a scavenger hunt. Ricky previews homes in advance, including quiet off-market opportunities, and builds a one- or two-day itinerary around your flights into PBI or FLL.
  3. Introductions that take months on your own. Club membership directors, school admissions, builders and architects, insurance brokers who understand coastal property, and CPAs and attorneys experienced with domicile changes.
  4. Closing from a distance. Remote notarization, inspections and walk-throughs are routine for out-of-state buyers; Ricky manages the moving parts so you don't have to be here for every step.

This page is general information for people considering a move to Boca Raton. It is not tax, legal or financial advice. Rates, exemptions and deadlines change; verify current figures with a CPA or attorney licensed in the states involved.

Questions we hear most

Frequently asked

Does Illinois have an estate tax if I move to Florida?

Illinois's estate tax applies to Illinois residents' estates and to Illinois real estate owned by nonresidents, with a $4 million exemption. A genuine change of domicile to Florida, which has no estate tax, removes the state-level tax on your non-Illinois assets. Confirm with an estate attorney.

How long is the flight from Chicago to Boca Raton?

Nonstops from O'Hare or Midway to Palm Beach International or Fort Lauderdale take about 3 hours; both airports are roughly 30 minutes from East Boca Raton.

Where do Chicago families buy in Boca Raton?

North Shore families favor Royal Palm Yacht & Country Club and St Andrews Country Club; city buyers favor the Golden Triangle and the oceanfront condominiums on A1A.

Is Boca Raton a good place to live for Midwesterners?

Boca Raton's established neighborhoods, clubs, schools and relative calm compared with Miami appeal to Midwestern families. See is Boca Raton a good place to live?

Where relocating buyers land

East Boca Raton's signature neighborhoods

Each has its own site with a live map of homes for sale, under contract and recently sold.

Ricky Estera, luxury realtor, Prime Properties of South Florida
Meet Ricky Estera

Your guide to super-luxury living in East Boca Raton

Ricky Estera has lived in the Boca Raton and Delray Beach area for more than three decades and represents buyers and sellers of the region's most distinguished waterfront, oceanfront and country club estates. Families relocating from the Northeast, the West Coast and abroad rely on Ricky because he knows these neighborhoods house by house: the deep-water canals of Royal Palm Yacht & Country Club, the Intracoastal estates of Lake Rogers Isle, the walkable Golden Triangle, the fairways of St Andrews and the oceanfront towers along A1A.

Relocation is more than a purchase. Ricky coordinates private tours around your flight schedule, introduces you to club membership directors, school admissions and local advisors, and keeps everything discreet from the first call to closing.

Private relocation consultation

Planning a move to Boca Raton?

Tell Ricky where you're coming from and what you're looking for. He'll put together neighborhood recommendations, a private tour itinerary and introductions to the advisors you'll need, with no obligation.