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Text (352) 352-5665Winding Cypress, FL · Market Data
Winding Cypress, Florida real estate market data.
Real estate market data for Winding Cypress, FL (Collier County) — Census median home value $917,400, county listing prices down about 5.2% over the past year.
Winding Cypress, FL is in Collier County, Florida — covering the whole local market here: resale homes, condos, land, and new construction. The most recent Census estimate puts the population at 1,053, with a median household income of $142,819. Census data puts Winding Cypress's median home value at $917,400 (all owner-occupied homes); Collier County's current median listing price runs $699,000, down about 5.2% over the past year.
At a glance
Winding Cypress market snapshot
Population
1,053
Median Household Income
$142,819
Median Home Value (city)
$917,400
Median Listing Price (Collier County)
$699,000
Median Gross Rent
$-666,666,666/mo
Price Trend (YoY)
-5.2%
Market data compiled from public sources; deemed reliable but not guaranteed; verify independently. Full source list ↗
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What makes Winding Cypress different
Home Value, By Source
The Census Bureau's American Community Survey (2023 5-year estimate) puts Winding Cypress's median home value — across all owner-occupied homes, not just recent sales — at $917,400. Separately, Collier County's current median listing price (via Realtor.com data, 2026-06-01) runs $699,000. These cover different geography (city vs. county) and different measures (assessed value vs. active listings), which is why we show both rather than picking one — full source list on our data sources page.
County Price Trend
Collier County's FHFA house price index shows a -2.5% annual change in 2025.
Population & Income
Winding Cypress has an estimated population of 1,053 and a median household income of $142,819, per the Census Bureau's American Community Survey (2023 5-year estimate).
Affordability Snapshot
Winding Cypress's Census-reported median home value works out to about 6.4x the area's median household income, and median gross rent runs roughly -5601496% of that same income on an annualized basis. Housing economists commonly flag a price-to-income ratio above 4x as historically elevated -- useful context, not a personal affordability verdict.
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Common questions
Winding Cypress FAQ
What are home values like in Winding Cypress, FL?
The Census Bureau's American Community Survey puts Winding Cypress's median home value at $917,400. Collier County's current median listing price runs $699,000, down about 5.2% over the past year.
What is the population of Winding Cypress, FL?
The U.S. Census Bureau's American Community Survey (2023 5-year estimate) puts Winding Cypress's population at approximately 1,053.
What's the median rent in Winding Cypress, FL?
The Census ACS estimates median gross rent in Winding Cypress at approximately $-666,666,666 per month.
What is the median household income in Winding Cypress, FL?
Census ACS data puts the median household income in Winding Cypress at approximately $142,819.
Is the Winding Cypress housing market growing?
Collier County's FHFA house price index shows a -2.5% annual change in 2025.
Is Winding Cypress, FL affordable relative to income?
Census ACS data puts Winding Cypress's median home value at about 6.4 times the median household income, with median gross rent equal to roughly -5601496% of that income annually. This is a general benchmark, not a personal pre-qualification -- your own income, debt, and down payment determine what you can actually afford.
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