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The insiders guide to Winter Park Florida

Picture a quaint downtown with red brick streets and a train station all wrapped around a beautiful park with a rose garden, the sweet smell of gardenia, and towering oak trees. OK, open your eyes you are in Winter Park Florida.

Just a few minutes from downtown Orlando, Winter park seems like light years away. The epicenter of Winter Park is Park Ave, the adjacent park, train station, and the surrounding lakes lined with unique and impressive homes.

Winter Park Essentials

Orange County | Pictures of Winter Park Florida


Winter Park Homes

Beautiful on Lake Virginia in Winter Park FL

A beautiful home on Lake Virginia in Winter Park, FL

The homes in Winter Park Florida are a major attraction for visitors and new residents. Winter Park homes range from modest to massive.

By massive we are talking about 10,000 square feet with 6 bedrooms, 6 full baths and 3 half baths, a pool, dock, and boathouse on a beautiful lake. All that can be yours for about $5.5 million.

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Winter Park Articles


Winter Park Scenic Boat Tour

The scenic boat tour in Winter Park Florida is a one hour tour that takes you through the scenic lakes of Winter Park.

The boat tour is narrated by your captain with entertaining (and dry) humor and shows you the huge mansions, cypress trees, oak trees, Rollins College and Kraft Azalea Gardens.

Rollins College

Winter Park is home to Rollins College Florida’s oldest recognized college. As a private liberal arts school Rollins College provides a challenging undergraduate program in the College of Arts and Sciences.

Rollins also has the top rated Crummer Graduate School of Business and the Hamilton Holt School offers undergraduate and graduate degrees in an evening studies program.

Winter Park Homes

The homes in Winter Park Florida are a major attraction for visitors and new residents. Winter Park homes range from modest to massive.

By massive we are talking about 10,000 square feet with 6 bedrooms, 6 full baths and 3 half baths, a pool, dock, and boathouse on a beautiful lake. All that can be yours for about $5.5 million.

Park Ave

Park Avenue in Winter Park is the heart of the city. It’s where the brick streets, shops, restaurants, and Rollins College all surround the large park and train station. 

Travel in any direction from Park Avenue and you will see beautiful lakes lined with homes.