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Winter Park

Just northeast of downtown Orlando, Winter Park is home to some of the area’s finest homes.  Most neighborhoods are well established.  There is great diversity in the style and size of homes including Bungalows, Craftsman, Ranch, Georgian, Mediterranean, Italian, Cape Cod and New Orleans styles.  In many cases older modest homes have been razed and replaced with stately residences.

Once a major citrus-growing region, Winter Park was a popular retreat for well-to-do Northerners who traveled south by train in the early 20th century.  From those roots, a city sprang up where culture thrived and natural resources were well protected.  Today, Winter Park is 8 square miles (20.7 square kilometers) with 20,000 oak trees and is home to almost 28,000 residents. One of the best ways to get a peek at the Winter Park lifestyle is on the Scenic Boat Tour, a local attraction for more than half a century that takes visitors past lakefront mansions and through the city’s historic canals.

Genius Drive
Historic Orange Ave
Canal Connecting Lakes

Residents are attracted to Winter Park by the charm of the oak-lined brick streets, the beautiful chain of 5 lakes interconnected by navigable canals and the fabulous shopping at downtown specialty shops and boutiques on Park Avenue.  There are numerous art and antique galleries in the Winter Park’s downtown corridor as well as incredible casual and fine dining restaurants and sidewalk cafes.  Its attractions feature three fine art museums and a historical museum, in addition to wonderful shopping on Park Avenue, Hannibal Square, and Winter Park Village shopping districts.

110 Osceola
Alabama Brick
Park Ave 7

The city boasts some of the best schools in Orange County and is home to Rollins College (recognized as one of the top rated liberal arts colleges in the southeast) Crealdé School of Art, one of the premier media arts colleges in the world and Full Sail University.

There are numerous sites in Winter Park that are listed on the National Register of Historic Places including the Annie Russell Theatre, Knowles Memorial Chapel, Winter Park Country Club golf course (open to the public), Casa Feliz and the Winter Park Farmers’ Market (Saturday mornings).  Winter Park has many public parks including Lake Island Park, Craft Azalea Gardens, Mead Gardens and Central Park, which runs along Park Avenue.

Annually, the city hosts over one million cultural visits at many nationally recognized events including the Bach Festival, the Sidewalk Art Festival, the Florida Film Festival, the Autumn Art Festival, and the Concours d’Elegance exotic car show.

Park Ave 2
Park Ave 4
Residences condo