Winding Cypress, FL housing market
Homes typically sell in 70 days, below asking.
Home values, sales, trends and how Winding Cypress compares with the towns next door — updated as new data is published.
Winding Cypress at a glance
A strong seller's market
Homes are selling faster than new ones are listed: less than two months of supply. Well-priced homes can draw several offers.
Winding Cypress and its neighbors
| Town | 1-yr change | 2-bed rent | Median income |
|---|---|---|---|
| Winding Cypress | — | $2,230 | $138,359 |
| Verona Walk | — | $2,230 | $66,411 |
7.2 years of income
The typical Winding Cypress home costs about 7.2 years of the town's median household income, more than across Florida (5 years).
Home value ÷ ACS median household income.
Owners, rent & taxes
U.S. Census Bureau, ACS 2020-2024.
A two-bedroom rents for about $2,230
HUD's Fair Market Rent for a two-bedroom in Winding Cypress is $2,230 a month, utilities included: roughly what a modest, recently rented unit costs. A two-bedroom takes about 19% of the town's median household income.
Studio $1,570 · 4 bedrooms $3,150
U.S. Department of Housing and Urban Development, FY2026 Fair Market Rents by ZIP code (34114; Naples-Marco Island, FL MSA), weighted by land area. A Fair Market Rent is the 40th-percentile rent plus utilities for a standard unit. Median rent: U.S. Census Bureau, American Community Survey.
Home values: Zillow Home Value Index (ZHVI), Zillow Research. Sales, days on market and supply: Redfin Data Center, May 2026. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. Fair Market Rents: U.S. Department of Housing and Urban Development. Listings link to their publishers.