Discover Winter Park, Florida: Guide, Attractions, What To Do, Housing And + 5 tips before you Go in 2025

Hi there! Today I want to tell you about Winter Park, FL. It’s a pretty city near Orlando with lots of cool things to see and do. Rich people from the north used to come here in the winter to escape the cold. Now many people live here all year round!

FAQ

Frequently Asked Questions about Winter Park in Florida

Yup! People love living in Winter Park because it’s pretty, has good schools, and lots of fun things to do.

Winter Park is about 30 minutes from Disney World and 20-25 minutes from Universal Studios, depending on traffic.

Houses in Winter Park cost more than most other places in Central Florida.

Park Avenue has lots of great places to eat. Many have outdoor seating where you can watch people walk by.

Winter and spring have the nicest weather in Florida. Summer can be very hot, and sometimes it rains a lot.

Yup! Downtown Winter Park is easy to walk around. There are also buses and a train station.

Absolutely! Winter Park has great schools, parks, and safe neighborhoods for kids.

Park Avenue is the main street in Winter Park. It has over 140 shops, restaurants, and places to get ice cream and treats. The street is made of bricks instead of regular pavement! Next to Park Avenue is Central Park – a big 11-acre park where people have festivals, farmers markets, and fun events. You can spend hours walking around Park Avenue. The trees make nice shade when it’s hot outside. You might even see people walking their dogs or having picnics in the park!

One of the most fun things to do is the Winter Park Boat Tour! You get to ride on a boat through different lakes that are all connected. During the hour-long trip, you’ll see fancy houses on the water, old buildings, and maybe even turtles and birds! The person driving the boat will tell you cool facts about Winter Park’s history.

Rollins College is an old school that started in 1885. The buildings look like they belong in Spain or Italy! You can walk around the beautiful campus and see gardens and a lake. They even have a museum called the Cornell Fine Arts Museum that you can visit for free!

This museum has the biggest collection in the world of stuff made by a man named Louis Comfort Tiffany. He made beautiful colored glass windows, lamps, jewelry, and pottery. The museum even has a whole chapel with amazing stained glass! If you like colorful, sparkly things, you’ll love this place.

Hannibal Square is a neighborhood with a lot of history. African American people built this community long ago. Today you can visit the Hannibal Square Heritage Center to learn about their stories. There are also cool paintings on walls outside (called murals), art galleries, and yummy restaurants.

Winter Park Golf Course: A place where people play golf on pretty green grass/

Mead Botanical Garden: 48 acres of beautiful plants, ponds, and places to see wildlife.

Kraft Azalea Garden: A hidden garden next to a lake with pink and purple flowers that bloom in spring.

Winter Park has some of the nicest houses in all of Central Florida. People really want to live here!

  • Luxury Estates – Super fancy houses on lakes that cost millions of dollars.
  • Historic Homes – Old historic houses from the 1800s and early 1900s
  • Planned Communities – Winter Park has few HOAs, but neighborhoods like Wind Song offer newer homes with amenities like community pools and lake access.
  • Condos and Townhomes – Condos and townhomes for people who don’t want a big yard to take care of

Pros of Winter Park

Historic Charm

The city looks very pretty with its brick streets and big trees

Top-Rated Schools

The schools are some of the best in Florida

Proximity
to Orlando

It’s only 15 minutes from downtown Orlando and 30-40 minutes from Disney World and other theme parks

Cultural Scene and Outdoor Recreation

There are lots of museums, art shows, theaters and you can enjoy outdoor activities on lakes, trails, and golf courses

Cons of Winter Park

High Cost of Living

Houses cost a lot of money here

Traffic Congestion

The roads get very crowded with cars, especially during busy times

Competitive Housing Market

Houses sell very quickly, often for more money than the seller asks for

  • Plan Your Parking – – Park Avenue gets crowded! Look for parking garages or side streets.
  • Visit During a Festival – The Winter Park Art Festival and Winter on the Avenue are really fun events.
  • Explore by Boat – You’ll see parts of Winter Park you can’t see any other way.
  • Enjoy Outdoor Dining – Many places let you eat outside, which is perfect when the weather is nice.
  • Walk or Bike – Winter Park is easy to walk around, and the Katy Way Trail is a great place to ride bikes.
  • EXTRA TIP: If you’re based in Winter Park or the surrounding areas, consider our expert carpet cleaning services in Winter Park, FL. Our offer also includes upholstery and mattress cleaning services.
 What To Do In Winter Park, Florida: Guide, Attractions, Housing And + 5 tips before you Go

I hope you enjoyed learning about Winter Park! Maybe someday you can visit and see all these fun places for yourself. Thanks For Reading! – ShinyandSpotless team.