Winter Park Homes for Sale

If you would like more details on any of these Winter Park listings, just click the "Ask A Question" button when viewing the details of the property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.  If you'd like to take a tour, click "Schedule A Showing." 

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Winter Park June 23, 2024
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Avg. $ / Sq.Ft.
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292 Properties
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 Winter Park, Florida Overview

Welcome to Winter Park, Florida! This is a charming city located in Central Florida, just north of Orlando. Known for its scenic beauty, historic charm, and vibrant cultural scene, Winter Park offers a truly unique experience for residents and visitors alike.

 Neighborhood Amenities

Winter Park offers a wide range of activities and attractions for visitors of all ages and interests. Below are just a few highlights of the many activities and attractions that await you in Winter Park. With its blend of natural beauty, cultural offerings, and a charming atmosphere, Winter Park is sure to captivate and delight visitors.

Park Avenue: Park Avenue is the heart of Winter Park's downtown district. It is a picturesque shopping and dining area lined with boutiques, art galleries, cafes, and restaurants. The avenue offers a delightful atmosphere for leisurely strolls and outdoor dining.

Morse Museum of American Art: Enjoy a full immersion in Louis Comfort Tiffany's artistic brilliance at the Morse Museum.

Winter Park Farmers' Market: Held every Saturday morning, the Winter Park Farmers' Market is a popular gathering spot for locals and visitors alike. Here, you can find fresh produce, baked goods, plants, and a variety of other goods.

Scenic Boat Tour: Winter Park's scenic boat tour takes visitors on a relaxing cruise through the Winter Park chain of lakes.

Albin Polasek Museum and Sculpture Gardens: The sculptures of Czech-American artist Albin Polasek are honored in this museum. It showcases a varied selection of ornamental arts, paintings, and sculptures.

Mead Botanical Garden: The 47-acre Mead Botanical Garden offers a tranquil haven away from the city. There are numerous habitats, lovely walkways, butterfly gardens, and an amphitheater there.

Winter Park Sidewalk Art Festival: Each spring, Winter Park hosts one of the nation's most prestigious outdoor art festivals. The event attracts talented artists from around the world, showcasing their artwork in various mediums.

 Winter Park School Guide

Winter Park is home to several excellent educational institutions, including public schools, private schools, and higher education institutions. Here are some notable schools in Winter Park:

Elementary Schools:

Middle Schools:

High Schools:

Some of the Private schools in Winter Park include:


Winter Park offers various transportation options to help residents and visitors navigate the city and its surrounding areas. Here are some key transportation options available in Winter Park:

Roadways: Winter Park is well-connected to major roadways, including Interstate 4 (I-4) and State Road 436 (Semoran Boulevard), making it easily accessible by car. These roadways provide convenient access to neighboring cities, attractions, and Orlando's downtown area.

Downtown Orlando: Winter Park is located approximately 7 miles north of downtown Orlando.

Orlando International Airport (MCO): The distance between Winter Park and Orlando International Airport is approximately 20 miles. By car, the travel time can range from 25 to 45 minutes, depending on traffic.


Winter Park is renowned for its vibrant dining scene, offering a wide range of restaurants to suit various tastes and preferences. Here are some popular restaurants in Winter Park:

  • Prato: A trendy Italian restaurant specializing in wood-fired pizzas, handmade pasta, and rustic Italian dishes.
  • The Ravenous Pig: A gastropub serving elevated American cuisine with a focus on locally sourced ingredients.
  • Luma on Park: A sophisticated restaurant known for its contemporary American cuisine and extensive wine list.
  • 310 Park South: Located on Park Avenue, this casual American bistro offers a diverse menu with options ranging from sandwiches and burgers to seafood and steak.
  • The COOP: A Southern-inspired restaurant serving comfort food classics.
  • Cocina 214: A vibrant Mexican restaurant known for its modern Mexican cuisine.
  • Barnie's Coffee Kitchen: A local coffee shop and café that you will be sure to enjoy.

 Winter Park Real Estate Agents

Looking to purchase a home in Winter Park, Florida? Let our real estate specialists work with you to navigate the process of buying or selling your house. Our Winter Park real estate agents have expert knowledge of the distinct dynamics of the Winter Park housing market.

For further information about Winter Park buyer or seller representation, contact the Market Connect Team.