Winter Park

Winter Park, FL is a charming, historic community located in North Orlando. Home to Rollins College, and Winter Park Chain of Lakes, this community offers a unique blend of urban and lakefront living making it an Orlando hot spot. Winter Park is known for its historic homes, acclaimed eateries and community feel. Read more about Winter Park

Real Estate Statistics

Average Price $1M
Lowest Price $95K
Highest Price $11.8M
Total Listings 412
Avg. Days On Market 81
Avg. Price/SQFT $381

Property Types (active listings)

Winter Park Real Estate For Sale

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Winter Park FL: Find Out More

Picturesque and hospitable, the city of Winter Park is located a short distance from downtown Orlando with a pace all its own. This community is known throughout the area for its peaceful ambiance and its reminders of a rich history seen through its many brick roads and hundred-year-old oak trees. Its historic neighborhoods make it one of the most popular residential areas in Central Florida real estate because of its great traditions. Every stop along the way has its own story to be told, and its homes have a character unique to them. 

With its collegiate affiliations, museums, attractions, quiet neighborhoods, and Central Florida weather, Winter Park has long been a place residents love to call home. This city of just about 30,000 residents is located in Orange County, not far from Orlando. While it is considered a suburb of sorts, Winter Park real estate is in a community that very much stands on its own.

Winter Park has regular art festivals, live dance and musical performances, and it is home to some of the most storied worship facilities in the area. The center of Winter Park is brimming with small-town shopping, restaurants, and museums. Not far from its center however features the Winter Park Village with modern shops, urban style dining, and a modern theatre complex for those wanting direct access to modern entertainment.

As part of the Orlando-Kissimmee Metropolitan Statistical Area, Winter Park delivers all of the benefits this region has to offer plus many of its own. The community's neighborhoods range from well-established, historic areas to new construction subdivisions. The city itself is home to some major employers and boasts world-class shopping districts.

Buyers working with our Winter Park Realtors ® will discover this city is a haven in the middle of a bustling area. Its top-rated schools make it a favorite for families and its peaceful, scenic parks beckon to residents of all ages.

Winter Park FL Homes for Sale

With a population of 28,083 Located near one of America's most explored places, Winter Park is nestled among the Winter Park chain of lakes. Our Winter Park Realtors ® will help you explore an area famous for its lakes popular for boating, fishing, kayaking and water sports. Winter Park is a city of heritage, culture, shopping, dining and natural beauty. Some of the attractions feature three fine art museums, historical museum, the scenic boat tour, Park Avenue, Hannibal Time Square, and shopping district. Some of the structures are more than 100 years old. The scenic Olde Winter Park area is punctuated by small, winding brick streets, a canopy of old Southern Live Oaks and Camphor trees, draped with Spanish moss. The city draws thousands of visitors to their annual festivals.

Would you like to talk to an expert in Winter Park, Florida real estate? Folio Real Estate & Property Management specializes in the Central Florida real estate market. Contact us online or call us at 407-352-4020 and let us help you with all of your real estate needs.

Winter Park Home Styles

Winter Park Realtors ® can introduce would-be residents to a wide variety of neighborhoods. The city features a diverse mix of well established, historic neighborhoods, new subdivisions and more. Winter Park homes here include apartments, single-family residences, and condominiums.

Winter Park homes are located in a community that enjoys a variety of municipal services. The city has its own police and fire departments, among other agencies that look out for the health and well being of citizens.

The Shopping Paradise of Winter Park

Winter Park real estate is located in a community that offers shoppers just about everything they might desire. The Hannibal Square shopping area, for example, features shops in a historic setting. Winter Park Village is an open-air mall that invites shoppers to soak up the sun while visiting such destinations as Ruth's Chris Steak House, The Cheesecake Factory, Borders books and more. Residential areas throughout the community also feature their own supporting retail districts in many cases.

Getting Outdoors

Winter Park homes are found in a community that maintains more than a two dozen major and mini-parks. The city's Howell Branch Preserve features 10.38 acres that are surrounded by wetlands. This park offers a playground, pavilion, picnic areas, an observation deck, trail and much more. Kraft Azalea Garden is a 5.22-acre public garden that is found on the shores of Lake Maitland. Other parks boast such amenities as boat docks, fishing, ball fields and more.

Things To Do In Winter Park

Winter Park might be smaller than Orlando, but it doesn't play second fiddle when it comes to attractions. The city offers visitors and residents alike a number of destinations well worth exploring. Some of the top spots to visit outside the many parks include:


Community Highlights:

Working In Winter Park

Winter Park real estate is infused with a booming community that takes economic development quite seriously. While the city strives to preserve its historic buildings and roots, it also has a strong business recruitment program. With seven designated business districts, including Park Avenue, Winter Park Village, and Hannibal Square, residents don't lack for potential places to work. The city's top employers include Winter Park Memorial Hospital, Bonnier Corporation, Rollins College, the city and the Orange County Public School District.

Educational Opportunities

Winter Park is served by the top-rated Orange County School District. The city has a number of elementary, middle and high schools that serve its residents. Private schools are also found within Winter Park. Some of the options residents have to include Trinity Preparatory and Lake Forrest Preparatory.

Higher educational opportunities also abound in this community. The city is home to Rollins College and also plays host to a Valencia Community College campus. Other nearby colleges and universities include the University of Central Florida, University of Phoenix and Embry-Riddle.

Looking for Real Estate in Winter Park? Relocate to This Community for a Life of Luxury

A town in the heart of urban Orlando, Winter Park, Florida is a vibrant community of around 30,000 people. Close to the hustle and bustle of Florida’s famous tourist parks, including Universal Studios and Disney World, this community is quiet, surrounded by stunning natural beauty, and ideal for families. Winter Park real estate is an excellent consideration for anyone who wants to enjoy the best of Central Florida without having to give up living in a community that works hard to retain a small-town feel.

The History of Winter Park

In 1858, eight acres of land was purchased by David Mizelle. He founded the town of Lake View but later changed the name to Oceola in 1879. Two years later, a further 600 acres of land along Lake Maitland was purchased by a Chicago-born visitor named Loring Chase. The new town, founded with his partner O.E. Chapman, was called Winter Park.

The buying and selling of real estate in Winter Park began in the 1880s, but today, the town is home to some of the most luxurious and sizable properties around. Popular with people looking for both holiday homes and regular residential properties, this town is home to gorgeous scenery, great architecture, fantastic local schooling, and an enormous selection of shops and attractions.

Great Places to Eat

If you like good food, then you’ll love Winter Park. There are at least 20 fantastic restaurants just a short walk from the community. Find your way to Park Avenue, and you’ll find everything from delicious BBQ restaurants, as well as bars and cafes.. You’ll find global cuisine and hearty, homely cooking that are perfect for family dining or relaxing during an evening with friends.

Great Local Schools and Colleges

From schools to colleges, Winter Park and the wider region has only good things to offer. Nearby colleges include the University of Phoenix, East Orlando Learning Center, the University of Central Florida, Valencia College, Rollins College, and more.

There are many elementary schools praised regularly by the local press, too, including Audubon Elementary School, Aloma Elementary, Brookshire Elementary, and Dommerich Elementary, among many more. So, whether you’re looking to start a family or have high school children preparing for college, Winter Park is perfect.

Downtown, Historic Charm

Owing to its long history, Winter Park has some incredibly beautiful traditional architecture, leading to its listing on the US National Register of Historic Places.

The district, which is found along Park Avenue, is home to traditional buildings, perfectly kept gardens, and museums, allowing you to explore the long history of the area. The Albin Polasek Museum and Sculpture Gardens, along with the All Saints Episcopal Church and the Edward Hill Brewer House are amazing places to visit.

Park Ave, Winter Park FL

Parks Galore

As a resident of Winter Park, you’ll also have easy access to 75 beautiful parks, including Central Park, the Mead Botanical Garden, and more. It’s ideal for families and anyone looking for that perfect balance between countryside and city. Realty Executives are happy to help families, individuals and couples relocate to Winter Park.

Need more info about Winter Park homes?

Folio Real Estate & Property Management specializes in the Central Florida real estate market. Contact us online or call us at 407-352-4020 for a free consultation with one of our agents.

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