Upscale, charming, cultural
Winter Park
Old Florida elegance
About the area
Winter Park
Winter Park is Central Florida's most refined address. Park Avenue, the city's main street, is lined with upscale boutiques, chef-driven restaurants, and shaded sidewalk cafes beneath a canopy of live oaks. Rollins College brings cultural depth with museums and performances. A chain of lakes connected by canals offers scenic boat tours, and the housing stock ranges from historic estates to modern lakefront builds.
Quick Facts
- Area
- Winter Park
- Starting from
- $650K+
- Vibe
- Upscale, charming, cultural
- Zip codes
- 32789, 32792
History
The story of
Winter Park
Winter Park was founded in the 1880s as a winter resort for wealthy northerners, and its early development was heavily influenced by New England transplants who brought an emphasis on education, culture, and civic planning. Rollins College, Florida's oldest college, was founded here in 1885. The city's tree-lined streets, brick-paved roads, and chain of lakes were carefully preserved through the 20th century, giving Winter Park a character unlike any other Central Florida community. Park Avenue has been the city's commercial and social center for over a century, and the Charles Hosmer Morse Museum houses the world's most comprehensive collection of Louis Comfort Tiffany works.
Living here
Things to do in Winter Park
Park Avenue
Tree-canopied main street with upscale boutiques, galleries, restaurants, and a weekly farmers market
Scenic Boat Tour
Narrated cruise through Winter Park's chain of lakes and canals, running since 1938
Charles Hosmer Morse Museum
World's largest collection of Louis Comfort Tiffany art, including the Tiffany Chapel
Rollins College Campus
Spanish Mediterranean campus on the shores of Lake Virginia, open for walks and cultural events
Hannibal Square
Historic district with local restaurants, shops, and a heritage center celebrating the community's history
On the market
