Winter Park

These striking birds roam Winter Park’s peaceful neighborhoods and are dutifully protected.

Welcome to Winter Park

Eclectic, artsy, and chill with a college town energy

In Orange County, Florida, Winter Park is a charming resort community that is home to 30,000 residents. Dating back to the late nineteenth century, this community owes its origins to the railroad line connecting Oralndo to Sandford — and you’ll still find a train station along Park Avenue today. Spend your days window shopping Park Avenue retailers, perusing one of the museums, or brushing up on your studies at Rollins College while paying homage to everyone’s favorite neighbor, Mister Rogers, who graduated from the college in 1951. 

With stunning year-round weather, you’ll often find neighbors at the boat launch, heading out for a day on the water, or practicing their swing at the golf course. And, of course, don’t forget your neighborhood peacock. These striking birds roam Winter Park’s peaceful neighborhoods and are dutifully protected by residents.

What to Love

  • Annual festivals and events that foster a close-knit community
  • Eclectic shopping and dining along Park Avenue
  • Easy town walkability and sunny weather, perfect for running errands

Local Lifestyle

In Winter Park, there is something for everyone. With a varied offering of arts and cultural celebrations, annual festivals that bring the community together, and an array of quaint shops, it’s no surprise why people love living here. Winter Park blends its laid-back atmosphere with upscale offerings, creating a perfect suburban paradise.

Dining, Entertainment & Shopping

The Park Avenue shopping and restaurant district features more than 140 boutiques, sidewalk cafes, and museums. Local favorites includes Barnie’s Coffee & Tea, Co., which opened 40 years ago, and Blu on the Avenue, a seafood restaurant featuring made-to-order sushi, seafood, brunch, salads, and sandwiches. For hand-crafted Italian fares with a vibrant bar scene and year-round alfresco dining, try Prato. One of the most unique dining experiences you'll have is Sushipop in Winter Park. They take ingredients, artistry, and experience to a whole new level with a completely hand-built menu that celebrates seasonal and local ingredients. For a more laid-back day, be sure to visit the Winter Park Distilling Company, which features beers and distilled spirits to enjoy.

Things to Do

Each year, Winter Park hosts the oldest and largest juried outdoor art festival in the nation, called the Winter Park Sidewalk Art Festival. This colors the streets with stunning displays of artwork in March, and has been a beloved local tradition for over six decades. Other annual festivals include the Bach Festival and the Winter Park Concours d'Elegance — an exotic classic car show.
Art lovers will relish the array of local museums, including Charles Hosmer Morse Museum of American Art and the Albin Polasek Museum & Sculpture Gardens. For a breath of fresh air, lounge at Central Park, or get lost among the foliage at Mead Botanical Garden, a natural paradise with activities for all ages.


The public school district serving Winter Park is the Orange School District, catering to over 200,000 students across 263 schools, grades PK-12.

  • Lakemont Elementary, PK-5
  • Winter Park High, 9-12
  • ​​​​​​​Rollins College, Undergraduate Study

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