770 Baffie Ave

Twenty minutes northeast of Orlando, this neighborhood encourages residents to walk or bike to work. Winter Park provides residents a Main Street square featuring fashionable boutiques and art galleries. Residents look forward to the annual Winter Park Sidewalk Art Festival, one of the nation's oldest and largest juried art shows featuring entrants from around the world. Leave your apartment behind on a lazy Saturday afternoon and visit the Charles Hosmer Morse Museum of American Art to view the most comprehensive collection of Tiffany glass anywhere in the world.

For great food and friendly service, locals head to the Porch, an airy sports bar in a converted garage. Wet your whistle with a brew while snacking on the pretzel bites with horseradish cheddar sauce. The popular neighborhood Canopy Cafe serves breakfast and mimosas on its air-conditioned and screened patio.