Winter Park: 10 Nice Locations to Reside in Orlando in 2023

Images by Roberto Gonzalez

Winter Park, in 2023, is a harmonious mix of the outdated and the brand new, a testomony to its well-preserved historical past and its formidable visions for the long run. Lengthy-standing residents cherish the city’s historic allure, whereas an inflow of younger households convey recent views to its improvement.

Having developed from a frontier settlement in 1858 to a winter resort and now a vibrant neighborhood, Winter Park’s evolution was effectively deliberate. Its timeless design is a tribute to actual property magnates Loring Chase and Oliver Chapman, and civil engineer Samuel Robinson, who within the late Eighties envisaged a city enriched with tradition, leisure, and group spirit.

Their blueprint started with a park and a principal avenue for industrial actual property. A railway depot, an emporium, and a resort had been among the many first buildings that formed the city. At this time, Amtrak and SunRail trains nonetheless run by the guts of Winter Park, with the depot bordering Central Park, the place a bronze peacock – the town’s emblem – tops a fountain. Park Avenue, the city’s principal avenue, is a vigorous hub, housing fashionable eating places, sidewalk cafes, and trendy boutiques.

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The Alfond Inn boasts luxurious accomodations and a shocking artwork assortment.

Winter Park’s magnificence is enhanced by its pristine lakes—Maitland, Killarney, Osceola, and Virginia. The houses, painted in quite a lot of hues, had been a singular function in Florida, setting a stylistic customary that also appeals to residents like Heidi Gearhart, who cherishes the city’s various architectural kinds.

Schooling has been a cornerstone of Winter Park since 1885 when Rollins School, Florida’s oldest larger studying establishment, was based. At this time, its Mediterranean-style campus is a cultural and studying hub, housing the Rollins Museum of Artwork and the Annie Russell Theatre.

The cultural richness of Winter Park was additional augmented in 1935 with the founding of the Bach Competition Society at Rollins School. In 1942, the Charles Hosmer Morse Museum of American Artwork was established on the identical campus, later shifting to Park Avenue in 1995.


The Winter Park Sidewalk Artwork Competition occurs each March and attracts greater than 250,000 guests annually.

Winter Park’s cultural focus intensified over time, with occasions such because the Winter Park Sidewalk Artwork Competition, which has been a preferred attraction since its inception in 1960. The town’s eclectic vibe is a draw for each residents and guests.

Lengthy-term resident Sandra Powers, who’s lived right here since 1992, fondly remembers Park Avenue’s native indie outlets, changed now by upscale chain shops. But, she nonetheless holds a particular place in her coronary heart for unbiased boutiques like Tuni and Author’s Block Bookstore.

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The Winter Park SunRail Station serves locals and vacationers alike.

Seeking to the long run, residents emphasize the significance of welcoming younger households into the group, as they signify the way forward for a metropolis that started 162 years in the past. In spite of everything, it’s the mix of the brand new and the outdated that actually makes Winter Park an amazing place to stay.

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