Winter Park
Old-world elegance and cobblestone streets wrapped in a modern, cultured lifestyle along the shores of the Chain of Lakes.
Welcome to Winter Park
Regarded as one of the most cultured and desirable cities in all of Florida, Winter Park is Central Florida's crown jewel — a city where old-world elegance and contemporary sophistication meet along cobblestone streets shaded by ancient oaks. Originally promoted in the late 1800s as a "refuge for the cultured and wealthy," this city has done a wonderful job of maintaining the luxurious look and feel that it was developed to feature all of those decades ago.
Winter Park is well known for its numerous lakes and unique blend of natural beauty and vibrant, urban lifestyle, with real estate ranging from luxury properties and waterfront homes to residential neighborhoods and condos in the downtown core.
What to Love
The iconic Park Avenue shopping and dining corridor
Stunning Chain of Lakes perfect for boating and water recreation
World-class arts, culture, and festivals year-round
Local Lifestyle
Residents take immense pride in their community, drawn to the city's robust events calendar, diverse shopping and dining experiences, and proximity to Orlando's bustling job market — all while enjoying Winter Park's leisurely pace and scenic lakeside views.
Dining, Entertainment & Shopping
At the center of downtown is Park Avenue, the city's vibrant cultural and shopping hub. With more than 140 luxury boutiques, cafes, wine bars, and fine dining spots, it's the perfect place to stroll and soak in the upscale atmosphere. Celebrated dining destinations include The Ravenous Pig — a James Beard-nominated gastropub — as well as Prato and Hamilton's Kitchen at the Alfond Inn, among many others.
Things to Do
Thanks to the Winter Park Chain of Lakes, residents take advantage of plenty of water recreation from boating and fishing to swimming and water skiing. The city is also home to the Charles Hosmer Morse Museum of American Art, housing the world's largest collection of Tiffany glass, along with nearly 70 parks including Mead Botanical Garden.
Schools
Winter Park is celebrated for its top-tier educational offerings, including highly rated Orange County public schools and prestigious institutions such as Rollins College — recognized as one of America's Best Colleges by U.S. News & World Report.
