The story so far
from Wikipedia & the U.S. CensusWinding Cypress is a census-designated place (CDP) in western Collier County, Florida, United States. It is 9 miles (14 km) southeast of Naples and is bordered to the southwest by U.S. Route 41 (Tamiami Trail) and to the north by the community of Verona Walk. Winding Cypress was first listed as a CDP prior to the 2020 census. The population was 697 at the 2020 census. It is part of the Naples-Marco Island, Florida Metropolitan Statistical Area.
Half of its homes were built before 2017.
Wikipedia doesn’t have a history of Winding Cypress yet — the old photos, dates and memories neighbors add here are how it gets written.
Intro from Wikipedia, licensed CC BY-SA 4.0. Population and housing: U.S. Census Bureau.
Start Winding Cypress’s collection
The first neighbors to add old photos shape how Winding Cypress’s history is told.
0 of 10 decades since 1900 have photos 📦Share a family photoSign in to add one+10Famous people close to Winding Cypress
See all 16 →Winding Cypress, decade by decade
2000
Nothing in Winding Cypress is on the National Register yet
That’s true of most small towns. It doesn’t mean Winding Cypress has no history, only that no one has written up a nomination. The closest listed place is Bay City Walking Dredge in Goodland, 7.1 miles away.
Winding Cypress and the nearest listed places
How a place gets listed
Then & now
When neighbors add old photos, retakes from the same spot appear here side by side.





