History · Winding Cypress

Winding Cypress’s history is
mostly unwritten

The public archives hold no old photos of Winding Cypress. The rest are in attics, shoeboxes and the historical society. Help start the collection.

0old images & papers
0recent photos

The story so far

from Wikipedia & the U.S. Census

Winding 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.

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The first neighbors to add old photos shape how Winding Cypress’s history is told.

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Famous people close to Winding Cypress

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By decade

Winding Cypress, decade by decade

Before
2000
No old photos in the archives yetWeddings on Main Street, storms, parades, school pictures, the old store. If it’s in your family album, it belongs here.
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National Register of Historic Places

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.

How a place gets listed

1Talk to the stateEvery nomination goes through the State Historic Preservation Office. Owners, towns and historical societies can start one.
2Try a local or state list firstMany states keep their own register with a shorter form, a common first step for old barns, halls and schoolhouses.
3Write it upA nomination covers the history, photos and a map. Bay City Walking Dredge’s page links to a real one.
Know an old place in Winding Cypress?A mill, a schoolhouse, a cellar hole, a church: add a photo of it to Winding Cypress’s story, or a memory of it.
📷 Add a photo of an old place
National Park Service, National Register of Historic Places · photos from Wikimedia Commons

Then & now

When neighbors add old photos, retakes from the same spot appear here side by side.

The coffee’s on

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Boundary source: https://tigerweb.geo.census.gov/arcgis/rest/services/TIGERweb/Places_CouSub_ConCity_SubMCD/MapServer/19 · 2025-01-01