Tall palm trees and a vintage streetlamp against a blue sky in an upscale Florida neighborhood

Neighborhood guide

Winter Park

Winter Park is old Florida at its most polished: brick-paved streets, oak canopies, and Park Avenue's boutiques and sidewalk cafes just steps from the water. It's one of Central Florida's most walkable neighborhoods, anchored by Rollins College, the Morse Museum, and the scenic chain-of-lakes boat tour that leaves right from downtown. Housing ranges from character-filled bungalows near the lakes to grand estates on Interlachen -- a market where charm commands a premium.